PMID-sentid	Pub_year	Sent_text	comp_official_name	comp_offset	protein_name	organism	prot_offset
19863143-1	2009	Utilizing the lead-mediated arylation of beta-ketoesters and oxidative dearomatization/IMDA reaction as key steps, the two consecutive all-carbon quaternary centers (C-9 and C-10) were constructed in a stereoselective manner.	Carbon	139-145	complement C9	Homo sapiens	166-169
20067289-2	2010	They had different combinations of aldehyde, imine, amine, ester, and amide functions at C-9 and C-9" of the cyclolignan skeleton.	Amides	70-75	complement C9	Homo sapiens	89-92
20067289-2	2010	They had different combinations of aldehyde, imine, amine, ester, and amide functions at C-9 and C-9" of the cyclolignan skeleton.	cyclolignan	109-120	complement C9	Homo sapiens	89-92
20067289-2	2010	They had different combinations of aldehyde, imine, amine, ester, and amide functions at C-9 and C-9" of the cyclolignan skeleton.	cyclolignan	109-120	complement C9	Homo sapiens	97-100
20067289-4	2010	Within the new series tested, compounds having an aldehyde or imine at C-9 and an ester at C-9" were the most potent, with GI(50) values in the nM range, some of them being several times more potent against HT-29 and A-549 carcinoma than against MB-231 melanoma cells.	Aldehydes	50-58	complement C9	Homo sapiens	71-74
20067289-4	2010	Within the new series tested, compounds having an aldehyde or imine at C-9 and an ester at C-9" were the most potent, with GI(50) values in the nM range, some of them being several times more potent against HT-29 and A-549 carcinoma than against MB-231 melanoma cells.	Imines	62-67	complement C9	Homo sapiens	71-74
20067289-4	2010	Within the new series tested, compounds having an aldehyde or imine at C-9 and an ester at C-9" were the most potent, with GI(50) values in the nM range, some of them being several times more potent against HT-29 and A-549 carcinoma than against MB-231 melanoma cells.	Esters	82-87	complement C9	Homo sapiens	91-94
19913412-0	2010	Bio-transformation of artemisinin using soil microbe: Direct C-acetoxylation of artemisinin at C-9 by Penicillium simplissimum.	artemisinin	22-33	complement C9	Homo sapiens	95-98
19913412-0	2010	Bio-transformation of artemisinin using soil microbe: Direct C-acetoxylation of artemisinin at C-9 by Penicillium simplissimum.	artemisinin	80-91	complement C9	Homo sapiens	95-98
19913412-1	2010	Potent antimalarial compound artemisinin, 1 was bio-transformed to C-9 acetoxy artemisinin, 2 using soil microbe Penicillium simplissimum along with C-9 hydroxy derivative 3.	artemisinin	29-40	complement C9	Homo sapiens	67-70
19913412-1	2010	Potent antimalarial compound artemisinin, 1 was bio-transformed to C-9 acetoxy artemisinin, 2 using soil microbe Penicillium simplissimum along with C-9 hydroxy derivative 3.	artemisinin	29-40	complement C9	Homo sapiens	149-152
19913412-1	2010	Potent antimalarial compound artemisinin, 1 was bio-transformed to C-9 acetoxy artemisinin, 2 using soil microbe Penicillium simplissimum along with C-9 hydroxy derivative 3.	acetoxy artemisinin	71-90	complement C9	Homo sapiens	67-70
19913412-1	2010	Potent antimalarial compound artemisinin, 1 was bio-transformed to C-9 acetoxy artemisinin, 2 using soil microbe Penicillium simplissimum along with C-9 hydroxy derivative 3.	acetoxy artemisinin	71-90	complement C9	Homo sapiens	149-152
19759021-1	2009	4-Hydroxyacids are products of ubiquitously occurring lipid peroxidation (C(9), C(6)) or drugs of abuse (C(4), C(5)).	4-hydroxyacids	0-14	complement C9	Homo sapiens	74-78
20564041-6	2010	The Gpn residue can adopt both C(7) (NH(i) CO(i)) and C(9) (CO(i-1) NH(i+1)) hydrogen bonds which are analogous to the C(5) and C(7) (gamma-turn) conformations at alpha-residues.	Gabapentin	4-7	complement C9	Homo sapiens	54-58
20564041-6	2010	The Gpn residue can adopt both C(7) (NH(i) CO(i)) and C(9) (CO(i-1) NH(i+1)) hydrogen bonds which are analogous to the C(5) and C(7) (gamma-turn) conformations at alpha-residues.	Hydrogen	77-85	complement C9	Homo sapiens	54-58
20390900-1	2010	In the present study the catalytic oxidation of an industrial organic solvent consisting predominantly of C-9 to C-10 paraffins and napthtenics and derived from low aromatic white spirit on CuO and Pt catalysts was investigated at ambient pressure and temperatures between 330 and 770 K. Catalysts were prepared in the laboratory and compared to commercial ones.	Paraffin	118-127	complement C9	Homo sapiens	106-109
19705847-9	2009	We also conclude from the liposome oxidations that linoleate peroxyl radicals at different positions on the eighteen-carbon chain (at C-9 and C-13) have different kinetic properties.	linoleate peroxyl radicals	51-77	complement C9	Homo sapiens	134-137
19705847-9	2009	We also conclude from the liposome oxidations that linoleate peroxyl radicals at different positions on the eighteen-carbon chain (at C-9 and C-13) have different kinetic properties.	Carbon	117-123	complement C9	Homo sapiens	134-137
19705847-10	2009	This is in contrast to the results of solution oxidations of linoleate in which the C-9 and C-13 peroxyl radicals have similar reactivities.	Linoleic Acid	61-70	complement C9	Homo sapiens	84-87
19473109-0	2009	C-9 Alkenylidine bridged macrolides: WO2008061189.	Macrolides	25-35	complement C9	Homo sapiens	0-3
19791508-2	2009	By comparing the interactions of each analogue with beta-tubulin, the structure-activity relationships are summarized as follow: C-2 benzoyl and taxane ring systems are the essential groups for microtubule binding, the improvements of bioactivity and bioavailability are dependent on the substituents at positions C-1, C-4, C-7, C-9, C-10, and C-14, whereas the C-13 side chain mainly provides a specific binding.	taxane	145-151	complement C9	Homo sapiens	329-332
19791508-2	2009	By comparing the interactions of each analogue with beta-tubulin, the structure-activity relationships are summarized as follow: C-2 benzoyl and taxane ring systems are the essential groups for microtubule binding, the improvements of bioactivity and bioavailability are dependent on the substituents at positions C-1, C-4, C-7, C-9, C-10, and C-14, whereas the C-13 side chain mainly provides a specific binding.	Carbon	129-130	complement C9	Homo sapiens	329-332
19473109-0	2009	C-9 Alkenylidine bridged macrolides: WO2008061189.	wo2008061189	37-49	complement C9	Homo sapiens	0-3
19473109-4	2009	The bridged bicyclic ketolides (BBK) are one of the three classes of ketolide; the present application from Enanta Pharmaceuticals, Inc. discloses a series of novel C-9 alkenylidine bridged macrolides belonging to BBK.	bicyclic ketolides	12-30	complement C9	Homo sapiens	165-168
19473109-4	2009	The bridged bicyclic ketolides (BBK) are one of the three classes of ketolide; the present application from Enanta Pharmaceuticals, Inc. discloses a series of novel C-9 alkenylidine bridged macrolides belonging to BBK.	Ketolides	21-29	complement C9	Homo sapiens	165-168
19473109-4	2009	The bridged bicyclic ketolides (BBK) are one of the three classes of ketolide; the present application from Enanta Pharmaceuticals, Inc. discloses a series of novel C-9 alkenylidine bridged macrolides belonging to BBK.	Macrolides	190-200	complement C9	Homo sapiens	165-168
19473109-5	2009	These compounds are 3,6- and 6,11-bicyclolides, which have the alkenylidine second anchor portion attached to C-9 of the molecule.	3,6- and 6,11-bicyclolides	20-46	complement C9	Homo sapiens	110-113
19473109-5	2009	These compounds are 3,6- and 6,11-bicyclolides, which have the alkenylidine second anchor portion attached to C-9 of the molecule.	alkenylidine	63-75	complement C9	Homo sapiens	110-113
19364109-3	2009	This study was performed with a palmitate-induced IR model using C(2)C(12) myotubes and showed that c9,t11-CLA increased insulin-stimulated and basal (non-insulin-stimulated) glucose uptake of IR myotubes.	Palmitates	32-41	complement C9	Homo sapiens	100-110
19364109-3	2009	This study was performed with a palmitate-induced IR model using C(2)C(12) myotubes and showed that c9,t11-CLA increased insulin-stimulated and basal (non-insulin-stimulated) glucose uptake of IR myotubes.	Glucose	175-182	complement C9	Homo sapiens	100-110
19364109-6	2009	These results suggested that c9,t11-CLA induced an insulin-independent enhancement of glucose and fatty acid metabolism.	Glucose	86-93	complement C9	Homo sapiens	29-39
19364109-6	2009	These results suggested that c9,t11-CLA induced an insulin-independent enhancement of glucose and fatty acid metabolism.	Fatty Acids	98-108	complement C9	Homo sapiens	29-39
19364109-8	2009	Collectively, c9,t11-CLA attenuated palmitate-induced IR by increasing the consumption of glucose and fatty acid, the mechanism involving the direct activation of AMPK.	Palmitates	36-45	complement C9	Homo sapiens	14-24
19364109-8	2009	Collectively, c9,t11-CLA attenuated palmitate-induced IR by increasing the consumption of glucose and fatty acid, the mechanism involving the direct activation of AMPK.	Glucose	90-97	complement C9	Homo sapiens	14-24
19364109-8	2009	Collectively, c9,t11-CLA attenuated palmitate-induced IR by increasing the consumption of glucose and fatty acid, the mechanism involving the direct activation of AMPK.	Fatty Acids	102-112	complement C9	Homo sapiens	14-24
18774299-0	2008	Synthesis and antitumor activity of C-9 epimers of the tetrahydrofuran containing acetogenin 4-deoxyannoreticuin.	tetrahydrofuran	55-70	complement C9	Homo sapiens	36-39
19037511-6	2008	Additional products with tachysterol-like (T-like) structures or 5,7-dienes with inverted configuration at C-9 and C-10 (lumisterol, L-like) were also detected.	5,7-dienes	65-75	complement C9	Homo sapiens	107-110
18767865-4	2008	In order to study the reactivity of the C-9 hydroxyl function in 5 and in the previously investigated allenic triol 2, two model compounds, megastigma-4,6,7-trien-9-ol (7) and megastigma-6,7-dien-9-ol (8) were synthesized.	Hydroxyl Radical	44-52	complement C9	Homo sapiens	40-43
18767865-4	2008	In order to study the reactivity of the C-9 hydroxyl function in 5 and in the previously investigated allenic triol 2, two model compounds, megastigma-4,6,7-trien-9-ol (7) and megastigma-6,7-dien-9-ol (8) were synthesized.	megastigma-4,6,7-trien-9-ol	140-167	complement C9	Homo sapiens	40-43
18767865-7	2008	The placement of glucose at C-3 of 5 and at C-9 of 6 gave the glycosides 9 and 10, respectively.	Glycosides	62-72	complement C9	Homo sapiens	44-47
19302823-6	2009	In addition, the treatment of cis-9, trans-11 conjugated linoleic acid (c9,t11 CLA) showed an increased cell proliferation.	cis-9	30-35	complement C9	Homo sapiens	72-82
19302823-6	2009	In addition, the treatment of cis-9, trans-11 conjugated linoleic acid (c9,t11 CLA) showed an increased cell proliferation.	trans-11	37-45	complement C9	Homo sapiens	72-82
19302823-6	2009	In addition, the treatment of cis-9, trans-11 conjugated linoleic acid (c9,t11 CLA) showed an increased cell proliferation.	Linoleic Acid	57-70	complement C9	Homo sapiens	72-82
19028513-3	2009	Two epimers (20R and 20S) of pregna-5,7-diene-3beta,17alpha,20-triol (4R and 4S, respectively) were synthesized and their UVB photo-conversion products identified as corresponding 9,10-secosteroids with vitamin D-like and tachysterol-like structures, and 5,7-dienes with inverted configuration at C-9 and C-10 (lumisterol-like).	pregna-5,7-diene-3beta	29-51	complement C9	Homo sapiens	297-300
18774299-0	2008	Synthesis and antitumor activity of C-9 epimers of the tetrahydrofuran containing acetogenin 4-deoxyannoreticuin.	Acetogenins	82-92	complement C9	Homo sapiens	36-39
18774299-0	2008	Synthesis and antitumor activity of C-9 epimers of the tetrahydrofuran containing acetogenin 4-deoxyannoreticuin.	4-deoxyannoreticuin	93-112	complement C9	Homo sapiens	36-39
18774299-2	2008	This methodology was applied to the epimers of the C-9 alcohol of 4-deoxyannoreticuin, in an attempt to assign the configuration at this position in the naturally occurring material.	4-deoxyannoreticuin	66-85	complement C9	Homo sapiens	51-54
18353653-2	2008	The very strong inductive electron-withdrawing C-9 substituent is shown to retard considerably C-10 ionization (acid-promoted etherification) of 9-fluoro-DHA and 9-sulfonyl-DHA.	9-fluoro-dha	145-157	complement C9	Homo sapiens	47-50
18589462-2	2008	Despite the opportunity for free rotation about the C-9:C-10 bond, the chemistry of the ring B of this diterpenoid is dominated by neighbouring group participation between C-6, C-7 and C-19.	Diterpenes	103-114	complement C9	Homo sapiens	52-55
18353653-2	2008	The very strong inductive electron-withdrawing C-9 substituent is shown to retard considerably C-10 ionization (acid-promoted etherification) of 9-fluoro-DHA and 9-sulfonyl-DHA.	9-sulfonyl-dha	162-176	complement C9	Homo sapiens	47-50
18041010-1	2008	The 1H and 13C NMR data for 3-azabicyclo[3.3.1]nonanes with OH and OMe substituents at C-6 and C-9 were measured using 1D (DEPT) and 2D (COSY, HSQC, HMBC, NOESY) experiments.	3-azabicyclo[3.3.1]nonanes	28-54	complement C9	Homo sapiens	95-98
18179221-1	2008	A simple and efficient method for the highly stereoselective C-9 arylation and vinylation of Cinchona alkaloids was developed.	Cinchona Alkaloids	93-111	complement C9	Homo sapiens	61-64
18179221-4	2008	The stereochemical outcome was rationalized by coordination of the magnesium atom to the quinuclidine nitrogen, thus directing the nucleophilic attack at the C-9 stereogenic center.	Magnesium	67-76	complement C9	Homo sapiens	158-161
18179221-4	2008	The stereochemical outcome was rationalized by coordination of the magnesium atom to the quinuclidine nitrogen, thus directing the nucleophilic attack at the C-9 stereogenic center.	Quinuclidines	89-101	complement C9	Homo sapiens	158-161
18179221-4	2008	The stereochemical outcome was rationalized by coordination of the magnesium atom to the quinuclidine nitrogen, thus directing the nucleophilic attack at the C-9 stereogenic center.	Nitrogen	102-110	complement C9	Homo sapiens	158-161
17625850-3	2007	In a phylogenetic survey of representative KRs involved in type II PKS systems, we found that it is generally possible to deduce the KR regiospecificity (C-9, C-15, C17) from the amino acid sequence and thus to predict the nature of the aromatic polyketide (e.g., angucycline, anthracycline, benzoisochromanequinones).	aromatic polyketide	237-256	complement C9	Homo sapiens	154-157
17711330-1	2007	The stability of fluorene-based compounds and polymers, especially at the bridged C-9 position under photoirradiation and thermal treatment, has claimed much attention.	fluorene	17-25	complement C9	Homo sapiens	82-85
17711330-1	2007	The stability of fluorene-based compounds and polymers, especially at the bridged C-9 position under photoirradiation and thermal treatment, has claimed much attention.	Polymers	46-54	complement C9	Homo sapiens	82-85
17949006-0	2007	Asymmetric CuH-catalyzed hydrosilylations en route to the C-9 epimer of amphidinoketide iota.	cuh	11-14	complement C9	Homo sapiens	58-61
17949006-0	2007	Asymmetric CuH-catalyzed hydrosilylations en route to the C-9 epimer of amphidinoketide iota.	amphidinoketide iota	72-92	complement C9	Homo sapiens	58-61
17949006-1	2007	The C-9 diastereomer of amphidinoketide I has been synthesized.	Amphidinoketide I	24-41	complement C9	Homo sapiens	4-7
17625850-3	2007	In a phylogenetic survey of representative KRs involved in type II PKS systems, we found that it is generally possible to deduce the KR regiospecificity (C-9, C-15, C17) from the amino acid sequence and thus to predict the nature of the aromatic polyketide (e.g., angucycline, anthracycline, benzoisochromanequinones).	Angucycline	264-275	complement C9	Homo sapiens	154-157
17625850-3	2007	In a phylogenetic survey of representative KRs involved in type II PKS systems, we found that it is generally possible to deduce the KR regiospecificity (C-9, C-15, C17) from the amino acid sequence and thus to predict the nature of the aromatic polyketide (e.g., angucycline, anthracycline, benzoisochromanequinones).	Anthracyclines	277-290	complement C9	Homo sapiens	154-157
17625850-3	2007	In a phylogenetic survey of representative KRs involved in type II PKS systems, we found that it is generally possible to deduce the KR regiospecificity (C-9, C-15, C17) from the amino acid sequence and thus to predict the nature of the aromatic polyketide (e.g., angucycline, anthracycline, benzoisochromanequinones).	benzoisochromanequinones	292-316	complement C9	Homo sapiens	154-157
17490878-1	2007	A series of new generation taxoids bearing a bulky group on different positions such as C-2, C-5, C-7, C-9, C-10 or C-14 were obtained by chemical modifications and biotransformation of taxuyunnanine C (1) and its analogs, 4, 5, and 10.	Taxoids	27-34	complement C9	Homo sapiens	103-106
17490878-1	2007	A series of new generation taxoids bearing a bulky group on different positions such as C-2, C-5, C-7, C-9, C-10 or C-14 were obtained by chemical modifications and biotransformation of taxuyunnanine C (1) and its analogs, 4, 5, and 10.	taxuyunnanine C	186-201	complement C9	Homo sapiens	103-106
17358084-0	2007	Diversity-oriented asymmetric synthesis of hapalosin: construction of three small C9/C4/C3-modified hapalosin analogue libraries.	hapalosin	43-52	complement C9	Homo sapiens	82-90
17358084-0	2007	Diversity-oriented asymmetric synthesis of hapalosin: construction of three small C9/C4/C3-modified hapalosin analogue libraries.	hapalosin	100-109	complement C9	Homo sapiens	82-90
17346089-1	2007	The key steps involve the utility of Evans oxazolidinone-mediated syn-aldol condensations to establish the C-9 configuration and the macrolide ring formation by intramolecular acylation.	Oxazolidinones	43-56	complement C9	Homo sapiens	107-110
17197187-0	2007	Synthesis and cytotoxic evaluation of C-9 oxidized podophyllotoxin derivatives.	Podophyllotoxin	51-66	complement C9	Homo sapiens	38-41
17197187-1	2007	A series of podophyllotoxin and podophyllic aldehyde derivatives, lacking the lactone ring and oxidized at C-9 position, has been prepared.	Podophyllotoxin	12-27	complement C9	Homo sapiens	107-110
17197187-1	2007	A series of podophyllotoxin and podophyllic aldehyde derivatives, lacking the lactone ring and oxidized at C-9 position, has been prepared.	Aldehydes	44-52	complement C9	Homo sapiens	107-110
17197187-2	2007	The functionalities considered at C-9 were carboxylic acids and several derivatives such as esters, amides, nitriles or anhydrides.	Carboxylic Acids	43-59	complement C9	Homo sapiens	34-37
17197187-3	2007	The synthesized compounds were cytotoxic at the micromolar level, though less potent and selective than the parent compounds, revealing the influence of the C-9 electrophilic character on the potency and selectivity of these cyclolignans.	cyclolignans	225-237	complement C9	Homo sapiens	157-160
17014080-12	2006	Thus, in this case, the coupling between the production of AdoCH(2)(*) and its reaction with the hydrogen at C-6 and C-9 of DTB is less efficient than that in the wild type, probably because of geometry"s perturbation within the active site.	desthiobiotin	124-127	complement C9	Homo sapiens	117-120
17253843-1	2007	Treatment of aucubin (1) with tert-butyldimethylsilyl chloride under alkaline conditions permitted regioselective silylation of either the primary hydroxyl groups at C-9 and C-6" or both primary hydroxyl groups and the secondary allylic hydroxyl group at C-6.	tert-butyldimethylsilyl chloride	30-62	complement C9	Homo sapiens	166-169
16531654-3	2006	As the main fragmentation pathways are determined mainly by the configuration at C-9 and alternative fragmentation does not practically occur, this offers the possibility for the determination of the configuration at chiral C-9 centre in the estrane 11beta-nitrate series by ESI mass spectrometry.	Estranes	242-249	complement C9	Homo sapiens	81-84
16836318-1	2006	The stability of fluorene-based compounds and polymers, especially at the bridged C-9 position under photoirradiation and thermal treatment, has claimed wide attention.	fluorene	17-25	complement C9	Homo sapiens	82-85
16836318-1	2006	The stability of fluorene-based compounds and polymers, especially at the bridged C-9 position under photoirradiation and thermal treatment, has claimed wide attention.	Polymers	46-54	complement C9	Homo sapiens	82-85
16792417-2	2006	In contrast to the originally reported constitution, escholidine bears an -OH group at C-9 and an -OCH3 group at C-10.	Escholidine	53-64	complement C9	Homo sapiens	87-90
16525545-3	2006	Its structure has 18 chiral centres common with erythromycin A, but C-9 (the spiro carbon) is also chiral in anhydroerythromycin and its stereochemistry has not previously been reported; both 9R- and 9S-anhydroerythromycin A are plausible structures.	Carbon	83-89	complement C9	Homo sapiens	68-71
16525545-3	2006	Its structure has 18 chiral centres common with erythromycin A, but C-9 (the spiro carbon) is also chiral in anhydroerythromycin and its stereochemistry has not previously been reported; both 9R- and 9S-anhydroerythromycin A are plausible structures.	Anhydroerythromycin	109-128	complement C9	Homo sapiens	68-71
16525545-3	2006	Its structure has 18 chiral centres common with erythromycin A, but C-9 (the spiro carbon) is also chiral in anhydroerythromycin and its stereochemistry has not previously been reported; both 9R- and 9S-anhydroerythromycin A are plausible structures.	9r- and 9s-anhydroerythromycin a	192-224	complement C9	Homo sapiens	68-71
16525545-4	2006	An understanding of the chirality at C-9 was expected to throw light on the mechanism of acid-catalysed degradation of erythromycin A, a subject that has been debated in the literature over several decades.	Erythromycin	119-133	complement C9	Homo sapiens	37-40
16525545-5	2006	We now report a determination of the three-dimensional structure of anhydroerythromycin A, including the stereochemistry at C-9, by NMR and molecular modelling.	anhydroerythromycin A	68-89	complement C9	Homo sapiens	124-127
16793277-0	2006	Stereoselective allyl transfer to chiral alpha-methoxycarbaldehydes: a model study related to the C-9/C-15 fragment of geldanamycin.	alpha-methoxycarbaldehydes	41-67	complement C9	Homo sapiens	98-101
16793277-0	2006	Stereoselective allyl transfer to chiral alpha-methoxycarbaldehydes: a model study related to the C-9/C-15 fragment of geldanamycin.	geldanamycin	119-131	complement C9	Homo sapiens	98-101
16793277-6	2006	The anti,syn-crotylation product 2b, which is a model for the C-9/C-15 fragment of geldanamycin, was obtained by a reagent-controlled crotylation with the chiral (Z)-crotylborane 23.	geldanamycin	83-95	complement C9	Homo sapiens	62-65
16793277-6	2006	The anti,syn-crotylation product 2b, which is a model for the C-9/C-15 fragment of geldanamycin, was obtained by a reagent-controlled crotylation with the chiral (Z)-crotylborane 23.	(z)-crotylborane	162-178	complement C9	Homo sapiens	62-65
16531654-3	2006	As the main fragmentation pathways are determined mainly by the configuration at C-9 and alternative fragmentation does not practically occur, this offers the possibility for the determination of the configuration at chiral C-9 centre in the estrane 11beta-nitrate series by ESI mass spectrometry.	Estranes	242-249	complement C9	Homo sapiens	224-227
16531654-3	2006	As the main fragmentation pathways are determined mainly by the configuration at C-9 and alternative fragmentation does not practically occur, this offers the possibility for the determination of the configuration at chiral C-9 centre in the estrane 11beta-nitrate series by ESI mass spectrometry.	11beta-nitrate	250-264	complement C9	Homo sapiens	81-84
16531654-3	2006	As the main fragmentation pathways are determined mainly by the configuration at C-9 and alternative fragmentation does not practically occur, this offers the possibility for the determination of the configuration at chiral C-9 centre in the estrane 11beta-nitrate series by ESI mass spectrometry.	11beta-nitrate	250-264	complement C9	Homo sapiens	224-227
15938855-6	2005	CONCLUSION: The effects of c9,t11-CLA on the COX and Delta6-desaturase might play an important role in mediating the ability of c9,t11-CLA as to inhibiting the proliferation of tumor cells, and the anti-cancer activity by c9,t11-CLA might be associated with the linoleic acid metabolism.	Linoleic Acid	262-275	complement C9	Homo sapiens	27-37
16329464-7	2005	The cytokine expression profile in nonstimulated plasma suggested that both CLA isomers induced a specific inflammatory signature, in which the c9,t11 CLA group showed more activity in terms of numbers of proteins regulated.	Linoleic Acids, Conjugated	76-79	complement C9	Homo sapiens	144-154
15937106-6	2005	However, (S)-[1,3,4-2H3]norlaudanosoline furnished a good isotopic enrichment and the loss of a single deuterium atom at the C-9 position of the morphine molecule, indicating that the change of configuration from (S)- to (R)-reticuline occurs via the intermediacy of 1,2-dehydroreticuline.	(s)-[1,3,4-2h3]norlaudanosoline	9-40	complement C9	Homo sapiens	125-128
15937106-6	2005	However, (S)-[1,3,4-2H3]norlaudanosoline furnished a good isotopic enrichment and the loss of a single deuterium atom at the C-9 position of the morphine molecule, indicating that the change of configuration from (S)- to (R)-reticuline occurs via the intermediacy of 1,2-dehydroreticuline.	Morphine	145-153	complement C9	Homo sapiens	125-128
15903342-1	2005	The electrochemical oxidation ((+)Pt-Ni(-)/NH(4)Br/MeOH) of the natural product hispanolone (1a) produced, in high yield (>95%), spiro-tetracyclic compounds 7a-7d as a result of the intramolecular addition of the C-9 hydroxyl group into the C-16 position with the simultaneous addition of a CH(3)O group at the C-15 position of the hispanolone furan moiety.	hispanolone	80-91	complement C9	Homo sapiens	216-219
16316259-6	2005	A direct catalytic asymmetric aldol reaction of an alkynyl ketone using LLB catalyst constructed the chirality at C-9 with the introduction of a synthetically versatile alkyne moiety, which was later converted to cis-vinyl iodide, the substrate for the subsequent Stille coupling for the triene synthesis.	alkynyl ketone	51-65	complement C9	Homo sapiens	114-117
16316259-6	2005	A direct catalytic asymmetric aldol reaction of an alkynyl ketone using LLB catalyst constructed the chirality at C-9 with the introduction of a synthetically versatile alkyne moiety, which was later converted to cis-vinyl iodide, the substrate for the subsequent Stille coupling for the triene synthesis.	Alkynes	169-175	complement C9	Homo sapiens	114-117
16316259-6	2005	A direct catalytic asymmetric aldol reaction of an alkynyl ketone using LLB catalyst constructed the chirality at C-9 with the introduction of a synthetically versatile alkyne moiety, which was later converted to cis-vinyl iodide, the substrate for the subsequent Stille coupling for the triene synthesis.	cis-vinyl iodide	213-229	complement C9	Homo sapiens	114-117
16316259-6	2005	A direct catalytic asymmetric aldol reaction of an alkynyl ketone using LLB catalyst constructed the chirality at C-9 with the introduction of a synthetically versatile alkyne moiety, which was later converted to cis-vinyl iodide, the substrate for the subsequent Stille coupling for the triene synthesis.	TRIETHYLENETETRAMINE	288-294	complement C9	Homo sapiens	114-117
15797139-2	2005	The lactonization could result from the C-2 carboxylic acid of the nonreducing residue condensing with the hydroxyl group or/and sulfated group at C-9 of the reducing residue to form a six-membered ring between two adjacent sialic acid residues.	Carboxylic Acids	44-59	complement C9	Homo sapiens	147-150
15797139-2	2005	The lactonization could result from the C-2 carboxylic acid of the nonreducing residue condensing with the hydroxyl group or/and sulfated group at C-9 of the reducing residue to form a six-membered ring between two adjacent sialic acid residues.	N-Acetylneuraminic Acid	224-235	complement C9	Homo sapiens	147-150
15938855-6	2005	CONCLUSION: The effects of c9,t11-CLA on the COX and Delta6-desaturase might play an important role in mediating the ability of c9,t11-CLA as to inhibiting the proliferation of tumor cells, and the anti-cancer activity by c9,t11-CLA might be associated with the linoleic acid metabolism.	Linoleic Acid	262-275	complement C9	Homo sapiens	128-138
15763162-7	2005	Immunoperoxidase immunohistochemistry of formalin-fixed tissue also confirmed the presence of many C9-positive cells, particularly in the hippocampus.	Formaldehyde	41-49	complement C9	Homo sapiens	99-101
16028720-3	2005	The FA olefin (Z, C-9/C-10) of 2 was hydrogenated to produce a derivative possessing a hydroxy function (C-12) on a saturated C18 FA chain.	Alkenes	7-13	complement C9	Homo sapiens	18-21
14976130-8	2004	Trans-10, cis-12 seems to work preferentially through modulation of apoptosis and cell cycle control, while c9,t11 CLA isomer affects arachidonic acid metabolism.	Arachidonic Acid	134-150	complement C9	Homo sapiens	108-118
15713411-2	2005	Structure-activity relationship studies indicated that the conformational restriction resulting from the incorporation of an oxazocine ring and the presence of a terminal heteroatom on the cyclic amino group at the C-9 position play important roles in NK1, receptor recognition.	Oxazocines	125-134	complement C9	Homo sapiens	215-218
15884761-5	2005	For each gram of c9,t11 CLA consumed, the proportion in plasma phospholipids increased by 0.26%.	Phospholipids	63-76	complement C9	Homo sapiens	17-27
15292194-6	2004	The structure of the double mutant presented here provides structural insight as to how Val349 and Trp387 help position C-9 and C-11 of AA so that the incipient 11-peroxyl radical intermediate is able to add to C-9 to form the 9,11 endoperoxide group of PGG2.	11-peroxyl radical	161-179	complement C9	Homo sapiens	120-123
15292194-6	2004	The structure of the double mutant presented here provides structural insight as to how Val349 and Trp387 help position C-9 and C-11 of AA so that the incipient 11-peroxyl radical intermediate is able to add to C-9 to form the 9,11 endoperoxide group of PGG2.	9,11 endoperoxide	227-244	complement C9	Homo sapiens	120-123
15292194-6	2004	The structure of the double mutant presented here provides structural insight as to how Val349 and Trp387 help position C-9 and C-11 of AA so that the incipient 11-peroxyl radical intermediate is able to add to C-9 to form the 9,11 endoperoxide group of PGG2.	prostaglandin G2	254-258	complement C9	Homo sapiens	120-123
15624982-0	2005	Late-stage intermolecular CH activation for lead diversification: a highly chemoselective oxyfunctionalization of the C-9 position of potent bryostatin analogues.	Bryostatins	141-151	complement C9	Homo sapiens	118-121
15624982-1	2005	Treatment of highly potent and densely functionalized bryostatin analogue 1 with dimethyldioxirane afforded the C-9 hydroxylated hemiketal 2 via oxyfunctionalization of the C9-CH bond, one of 12 CH bonds geminal to an oxygen substituent in 1.	Bryostatins	54-64	complement C9	Homo sapiens	112-115
15624982-1	2005	Treatment of highly potent and densely functionalized bryostatin analogue 1 with dimethyldioxirane afforded the C-9 hydroxylated hemiketal 2 via oxyfunctionalization of the C9-CH bond, one of 12 CH bonds geminal to an oxygen substituent in 1.	dimethyldioxirane	81-98	complement C9	Homo sapiens	112-115
15624982-1	2005	Treatment of highly potent and densely functionalized bryostatin analogue 1 with dimethyldioxirane afforded the C-9 hydroxylated hemiketal 2 via oxyfunctionalization of the C9-CH bond, one of 12 CH bonds geminal to an oxygen substituent in 1.	Oxygen	218-224	complement C9	Homo sapiens	112-115
15624982-2	2005	When bryostatin analogue 3 was subjected to identical conditions, oxidation of a C-26 secondary hydroxyl group was found to compete with C-9 hydroxylation.	Bryostatins	5-15	complement C9	Homo sapiens	137-140
15624982-3	2005	Complete selectivity for C-9 hydroxylation was restored upon acylation of the C-26 secondary alcohol.	Carbon	0-1	complement C9	Homo sapiens	25-28
15624982-3	2005	Complete selectivity for C-9 hydroxylation was restored upon acylation of the C-26 secondary alcohol.	Alcohols	93-100	complement C9	Homo sapiens	25-28
15277146-3	2004	Because c9,t11 CLA is the predominant CLA isomer in foods and is included in dietary weight-loss products, it is important to conduct randomized controlled studies that use c9,t11 CLA preparations.	Linoleic Acids, Conjugated	15-18	complement C9	Homo sapiens	173-183
15277146-8	2004	Compared with placebo, c9,t11 CLA decreased insulin sensitivity by 15% (P < 0.05) and increased 8-iso-prostaglandin F(2alpha) and 15-keto-dihydro-prostaglandin F(2alpha) excretion by 50% (P < 0.01) and 15% (P < 0.05), respectively.	8-iso-prostaglandin f	99-120	complement C9	Homo sapiens	23-33
15277146-8	2004	Compared with placebo, c9,t11 CLA decreased insulin sensitivity by 15% (P < 0.05) and increased 8-iso-prostaglandin F(2alpha) and 15-keto-dihydro-prostaglandin F(2alpha) excretion by 50% (P < 0.01) and 15% (P < 0.05), respectively.	15-keto-dihydro-prostaglandin f	133-164	complement C9	Homo sapiens	23-33
15277146-11	2004	CONCLUSIONS: A CLA preparation containing the purified c9,t11 CLA isomer increased insulin resistance and lipid peroxidation compared with placebo in obese men.	Linoleic Acids, Conjugated	15-18	complement C9	Homo sapiens	55-65
15260504-1	2004	Stearoyl-acyl carrier protein Delta(9) desaturase (Delta9D) produces oleic acid, a nutritionally valuable fatty acid containing a cis double bond between C-9 and C-10.	Oleic Acid	69-79	complement C9	Homo sapiens	154-157
15260504-1	2004	Stearoyl-acyl carrier protein Delta(9) desaturase (Delta9D) produces oleic acid, a nutritionally valuable fatty acid containing a cis double bond between C-9 and C-10.	Fatty Acids	106-116	complement C9	Homo sapiens	154-157
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	ethylamine	34-44	complement C9	Homo sapiens	92-95
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	Formaldehyde	49-61	complement C9	Homo sapiens	92-95
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	bicyclic amine	71-85	complement C9	Homo sapiens	92-95
15195307-13	2004	Initial biological testing of these analogues proved that the alpha,beta-unsaturated lactone, the C-11-hydroxy group and a fully deprotected phosphate moiety at C-9 are essential for the PP2A-inhibitory activity of cytostatin.	Phosphates	141-150	complement C9	Homo sapiens	161-164
15195307-13	2004	Initial biological testing of these analogues proved that the alpha,beta-unsaturated lactone, the C-11-hydroxy group and a fully deprotected phosphate moiety at C-9 are essential for the PP2A-inhibitory activity of cytostatin.	cytostatin	215-225	complement C9	Homo sapiens	161-164
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	bicyclic amine	106-120	complement C9	Homo sapiens	92-95
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	bicyclic alcohols	155-172	complement C9	Homo sapiens	92-95
15162220-4	2004	Double Mannich reaction of 4 with ethylamine and formaldehyde produced bicyclic amine 5 The C-9 ketone of bicyclic amine 5 was selectively reduced to form bicyclic alcohols 6 and 7 which were subsequently allylated to form dienes 8 and 9.	dienes	223-229	complement C9	Homo sapiens	92-95
15162220-6	2004	Addition of allylmagnesium bromide to the C-9 ketone of 20 afforded dienes 21 and 22, which underwent ring closing metathesis to form tricyclic esters 23 and 24, respectively.	Allylmagnesium bromide	12-34	complement C9	Homo sapiens	42-45
15162220-6	2004	Addition of allylmagnesium bromide to the C-9 ketone of 20 afforded dienes 21 and 22, which underwent ring closing metathesis to form tricyclic esters 23 and 24, respectively.	dienes	68-74	complement C9	Homo sapiens	42-45
15162220-6	2004	Addition of allylmagnesium bromide to the C-9 ketone of 20 afforded dienes 21 and 22, which underwent ring closing metathesis to form tricyclic esters 23 and 24, respectively.	tricyclic esters	134-150	complement C9	Homo sapiens	42-45
15000450-13	2003	In contrast, the isomer c-9,t-11 has no effect on lipid metabolism in hamsters.	t-11	28-32	complement C9	Homo sapiens	24-27
14754909-1	2004	This study investigated the incorporation of cis-9,trans-11 conjugated linoleic acid (c9,t11 CLA) and trans-10,cis-12-CLA (t10,c12 CLA) into plasma and peripheral blood mononuclear cell (PBMC) lipids when consumed as supplements highly enriched in these isomers.	9,11-linoleic acid	45-59	complement C9	Homo sapiens	86-96
14754909-1	2004	This study investigated the incorporation of cis-9,trans-11 conjugated linoleic acid (c9,t11 CLA) and trans-10,cis-12-CLA (t10,c12 CLA) into plasma and peripheral blood mononuclear cell (PBMC) lipids when consumed as supplements highly enriched in these isomers.	Linoleic Acid	71-84	complement C9	Homo sapiens	86-96
12790530-1	2003	[reaction: see text] The title compound, a constitutional isomer of the natural nucleobase 2,6-diaminopurine, undergoes regioselective electrophilic substitutions at carbon C-9.	nucleobase	80-90	complement C9	Homo sapiens	173-176
12790530-1	2003	[reaction: see text] The title compound, a constitutional isomer of the natural nucleobase 2,6-diaminopurine, undergoes regioselective electrophilic substitutions at carbon C-9.	2,6-diaminopurine	91-108	complement C9	Homo sapiens	173-176
12039578-0	2002	Vitamin D(3): synthesis of seco C-9,11,21-trisnor-17-methyl-1 alpha, 25-dihydroxyvitamin D(3) analogues.	Vitamin D	0-9	complement C9	Homo sapiens	32-35
12633071-1	2003	[reaction: see text] Dimethyldioxirane oxidizes a 2,3-dihydo-1H-pyrrolo[1,2-a]indole unsubstituted at the C-9 position stereoselectively to form a hydroxy ketone with all the basic elements of the mitomycin ring system.	dimethyldioxirane	21-38	complement C9	Homo sapiens	106-109
12633071-1	2003	[reaction: see text] Dimethyldioxirane oxidizes a 2,3-dihydo-1H-pyrrolo[1,2-a]indole unsubstituted at the C-9 position stereoselectively to form a hydroxy ketone with all the basic elements of the mitomycin ring system.	2,3-dihydo-1h-pyrrolo[1,2-a]indole	50-84	complement C9	Homo sapiens	106-109
12633071-1	2003	[reaction: see text] Dimethyldioxirane oxidizes a 2,3-dihydo-1H-pyrrolo[1,2-a]indole unsubstituted at the C-9 position stereoselectively to form a hydroxy ketone with all the basic elements of the mitomycin ring system.	carbonic acid	147-161	complement C9	Homo sapiens	106-109
12633071-1	2003	[reaction: see text] Dimethyldioxirane oxidizes a 2,3-dihydo-1H-pyrrolo[1,2-a]indole unsubstituted at the C-9 position stereoselectively to form a hydroxy ketone with all the basic elements of the mitomycin ring system.	Mitomycin	197-206	complement C9	Homo sapiens	106-109
12633071-2	2003	On the other hand, a 2,3-dihydo-1H-pyrrolo[1,2-a]indole derivative substituted with an alkyl group at C-9 undergoes an oxidative ring expansion in the presence of dimethyldioxirane to give an FR900482 analogue.	2,3-dihydo-1h-pyrrolo[1,2-a]indole	21-55	complement C9	Homo sapiens	102-105
12633071-2	2003	On the other hand, a 2,3-dihydo-1H-pyrrolo[1,2-a]indole derivative substituted with an alkyl group at C-9 undergoes an oxidative ring expansion in the presence of dimethyldioxirane to give an FR900482 analogue.	dimethyldioxirane	163-180	complement C9	Homo sapiens	102-105
12146979-1	2002	Stearoyl acyl carrier protein Delta(9) desaturase catalyzes the NADPH- and O(2)-dependent insertion of a cis double bond between the C-9 and C-10 positions of the acyl chain in the kinetically preferred natural substrate 18:0-ACP.	Oxygen	75-79	complement C9	Homo sapiens	133-136
12146979-10	2002	The inability of the O-10 acyloxy probe to undergo reaction between the C-9 and O-10 positions provides evidence that the Delta9D-catalyzed desaturation of stearoyl-ACP may initiate at C-10.	stearoyl-acp	156-168	complement C9	Homo sapiens	72-84
12696864-4	2003	Regardless of the stereochemistry, these C-glycosides served as acceptor for a subsequent glycosylation step to yield the novel urdamycins R and S with di-rhodinosyl side chains at C-9 of the polyketide moiety.	C-glycoside	41-53	complement C9	Homo sapiens	181-184
12696864-4	2003	Regardless of the stereochemistry, these C-glycosides served as acceptor for a subsequent glycosylation step to yield the novel urdamycins R and S with di-rhodinosyl side chains at C-9 of the polyketide moiety.	urdamycins	128-138	complement C9	Homo sapiens	181-184
12696864-4	2003	Regardless of the stereochemistry, these C-glycosides served as acceptor for a subsequent glycosylation step to yield the novel urdamycins R and S with di-rhodinosyl side chains at C-9 of the polyketide moiety.	Polyketides	192-202	complement C9	Homo sapiens	181-184
12146979-1	2002	Stearoyl acyl carrier protein Delta(9) desaturase catalyzes the NADPH- and O(2)-dependent insertion of a cis double bond between the C-9 and C-10 positions of the acyl chain in the kinetically preferred natural substrate 18:0-ACP.	NADP	64-69	complement C9	Homo sapiens	133-136
12127076-4	2002	The major in vivo phosphate acceptor is the alpha3/C9 subunit, being phosphorylated in serine, both in vivo and in vitro.	Phosphates	18-27	complement C9	Homo sapiens	44-53
12127076-4	2002	The major in vivo phosphate acceptor is the alpha3/C9 subunit, being phosphorylated in serine, both in vivo and in vitro.	Serine	87-93	complement C9	Homo sapiens	44-53
12127076-6	2002	Direct mutational analysis shows that serine 248 is the residue of the alpha3/C9 subunit phosphorylated by CK2.	Serine	38-44	complement C9	Homo sapiens	71-80
12127076-7	2002	The in vitro stoichiometry of phosphorylation of the alpha6/C2 and alpha3/C9 proteasome subunits by CK2 can be estimated as 0.7-0.8 and 0.4-0.5 mol of phosphate per mole of subunit, respectively.	Phosphates	151-160	complement C9	Homo sapiens	67-76
11916411-2	2002	It was found that the introduction of the Z-double bond between C-9 and C-10 of the parent substrate occurs with pro-R enantioselectivity--a result that accounts for the observed stereochemistry of oxidation products derived from (9R)- and (9S)-9-fluorostearoyl-ACP.	(9s)-9-fluorostearoyl-acp	240-265	complement C9	Homo sapiens	64-67
11909589-2	2002	Introduction of an azido group at C-9" of the GM3-trisaccharide derivative, transformation into a glycosyl acceptor, and sialylation with the above mentioned novel sialyl donor gave a GD3-trisaccharide in 50% yield.	gm3-trisaccharide	46-63	complement C9	Homo sapiens	34-37
11825663-5	2002	The results are the first to demonstrate that physiologic levels of two CLA preparations, their constituent isomers, and the c9,t11-CLA elongation product, c11,t13-conjugated eicosadienoic acid, induce dose-dependent inhibitory effects on cancer proliferation in vitro.	eicosa-11,14-dienoic acid	175-193	complement C9	Homo sapiens	125-135
11909589-2	2002	Introduction of an azido group at C-9" of the GM3-trisaccharide derivative, transformation into a glycosyl acceptor, and sialylation with the above mentioned novel sialyl donor gave a GD3-trisaccharide in 50% yield.	glycosyl	98-106	complement C9	Homo sapiens	34-37
11701047-3	2001	Interestingly enough, the course and the stereochemistry of these reactions are highly dependent on the nature of the Lewis acids used; the addition reaction was accompanied by epimerization at C-9, and the stereochemistry at C-10 depends on the difluoroenoxysilane used.	difluoroenoxysilane	246-265	complement C9	Homo sapiens	194-197
11751912-4	2002	We added 16 synthetic sialic acid analogues carrying distinct C-1, C-5, or C-9 substitutions individually to cell cultures of which 10 were readily taken up and incorporated.	N-Acetylneuraminic Acid	22-33	complement C9	Homo sapiens	75-78
11751912-5	2002	Uptake of C-5- and C-9-substituted sialic acids resulted in the structural modification of up to 95% of sialic acids on the cell surface.	Sialic Acids	35-47	complement C9	Homo sapiens	19-22
11751912-5	2002	Uptake of C-5- and C-9-substituted sialic acids resulted in the structural modification of up to 95% of sialic acids on the cell surface.	Sialic Acids	104-116	complement C9	Homo sapiens	19-22
11846670-3	2002	Iodination of glycal 1 in water and the further rearrangement of the produced iodo hemiacetal provided the new D-ring-contracted aldehyde 8alpha, where the methyl at C-9 is beta.	iodo hemiacetal	78-93	complement C9	Homo sapiens	166-169
11846670-3	2002	Iodination of glycal 1 in water and the further rearrangement of the produced iodo hemiacetal provided the new D-ring-contracted aldehyde 8alpha, where the methyl at C-9 is beta.	Aldehydes	129-137	complement C9	Homo sapiens	166-169
11846670-5	2002	When treated with hexafluoro-2-propanol or trifluoroethanol, 11 readily underwent a rearrangement yielding to the D-ring-contracted trifluoromethyl ketone 9alpha with retention of configuration at C-9.	hexafluoroisopropanol	18-39	complement C9	Homo sapiens	197-200
11846670-5	2002	When treated with hexafluoro-2-propanol or trifluoroethanol, 11 readily underwent a rearrangement yielding to the D-ring-contracted trifluoromethyl ketone 9alpha with retention of configuration at C-9.	Trifluoroethanol	43-59	complement C9	Homo sapiens	197-200
11846670-5	2002	When treated with hexafluoro-2-propanol or trifluoroethanol, 11 readily underwent a rearrangement yielding to the D-ring-contracted trifluoromethyl ketone 9alpha with retention of configuration at C-9.	trifluoromethyl ketone	132-154	complement C9	Homo sapiens	197-200
11813316-4	2002	Acetone is eliminated from the C-1 hydroxyisopropyl group and acetic acid from either the C-9 or C-7 acetoxy groups.	Acetone	0-7	complement C9	Homo sapiens	90-93
11813316-4	2002	Acetone is eliminated from the C-1 hydroxyisopropyl group and acetic acid from either the C-9 or C-7 acetoxy groups.	Acetic Acid	62-73	complement C9	Homo sapiens	90-93
11768161-3	2001	14C-AA uptake into the monoglyceride fraction of MCF-7 cells was significantly increased following 24 h incubation with the CLA mixture (P < 0.05) and c9,t11-CLA (P < 0.02).	14c-aa	0-6	complement C9	Homo sapiens	154-164
11768161-3	2001	14C-AA uptake into the monoglyceride fraction of MCF-7 cells was significantly increased following 24 h incubation with the CLA mixture (P < 0.05) and c9,t11-CLA (P < 0.02).	Monoglycerides	23-36	complement C9	Homo sapiens	154-164
11768161-4	2001	In contrast to the MCF-7 cells, 14C-AA uptake into the triglyceride fraction of the SW480 cells was increased while uptake into the phospholipids was reduced following treatment with the CLA mixture (P < 0.02) and c9,t11-CLA (P < 0.05).	Linoleic Acids, Conjugated	187-190	complement C9	Homo sapiens	217-227
11768161-6	2001	The c9,t11-CLA isomer decreased (P < 0.05) uptake of 14C-AA into phosphatidylcholine while increasing (P < 0.05) uptake into phosphatidylethanolamine in both cell lines.	14c-aa	56-62	complement C9	Homo sapiens	4-14
11768161-6	2001	The c9,t11-CLA isomer decreased (P < 0.05) uptake of 14C-AA into phosphatidylcholine while increasing (P < 0.05) uptake into phosphatidylethanolamine in both cell lines.	Phosphatidylcholines	68-87	complement C9	Homo sapiens	4-14
11768161-6	2001	The c9,t11-CLA isomer decreased (P < 0.05) uptake of 14C-AA into phosphatidylcholine while increasing (P < 0.05) uptake into phosphatidylethanolamine in both cell lines.	phosphatidylethanolamine	131-155	complement C9	Homo sapiens	4-14
11768161-9	2001	The CLA mixture of isomers and c9,t11-CLA isomer inhibited 14C-AA conversion to 14C-prostaglandin E2 (PGE2) by 20-30% (P < 0.05) while increasing 14C-PGF2alpha by 17-44% relative to controls in both cell lines.	Carbon-14	59-62	complement C9	Homo sapiens	31-41
11768161-9	2001	The CLA mixture of isomers and c9,t11-CLA isomer inhibited 14C-AA conversion to 14C-prostaglandin E2 (PGE2) by 20-30% (P < 0.05) while increasing 14C-PGF2alpha by 17-44% relative to controls in both cell lines.	14c-prostaglandin e2	80-100	complement C9	Homo sapiens	31-41
11768161-9	2001	The CLA mixture of isomers and c9,t11-CLA isomer inhibited 14C-AA conversion to 14C-prostaglandin E2 (PGE2) by 20-30% (P < 0.05) while increasing 14C-PGF2alpha by 17-44% relative to controls in both cell lines.	Dinoprostone	102-106	complement C9	Homo sapiens	31-41
11768161-9	2001	The CLA mixture of isomers and c9,t11-CLA isomer inhibited 14C-AA conversion to 14C-prostaglandin E2 (PGE2) by 20-30% (P < 0.05) while increasing 14C-PGF2alpha by 17-44% relative to controls in both cell lines.	14c-pgf2alpha	149-162	complement C9	Homo sapiens	31-41
11768161-12	2001	Lipid peroxidation, as determined by increased levels of 8-epi-prostaglandin F2alpha (8-epi-PGF2alpha), was observed following treatment with c9,t11-CLA isomer in both cell lines (P < 0.02) and with t10,c12-CLA isomer in the MCF-7 cell line only (P < 0.05).	8-epi-prostaglandin F2alpha	57-84	complement C9	Homo sapiens	142-152
11768161-12	2001	Lipid peroxidation, as determined by increased levels of 8-epi-prostaglandin F2alpha (8-epi-PGF2alpha), was observed following treatment with c9,t11-CLA isomer in both cell lines (P < 0.02) and with t10,c12-CLA isomer in the MCF-7 cell line only (P < 0.05).	8-epi-prostaglandin F2alpha	86-101	complement C9	Homo sapiens	142-152
11768161-12	2001	Lipid peroxidation, as determined by increased levels of 8-epi-prostaglandin F2alpha (8-epi-PGF2alpha), was observed following treatment with c9,t11-CLA isomer in both cell lines (P < 0.02) and with t10,c12-CLA isomer in the MCF-7 cell line only (P < 0.05).	c12-cla	206-213	complement C9	Homo sapiens	142-152
11514234-5	2001	Incubation with OA, t10,c12-CLA, c9,t11-CLA and LA resulted in 6-, 4-, 2- and 1.8-fold increases in intracellular [(3)H]triglyceride ([(3)H]TG) compared with incubation with BSA alone.	Triglycerides	120-132	complement C9	Homo sapiens	33-43
11448449-6	2001	5-Hydroxy-PGI(1) is likely formed from PGH(2) in a pseudo-enzymatic reaction involving homolytic scission of the endoperoxide and formation of an ether between C-9 and C-6 and a carbon-centered radical at C-5, which reacts with molecular oxygen.	5-hydroxy-pgi(1)	0-16	complement C9	Homo sapiens	160-163
11448449-6	2001	5-Hydroxy-PGI(1) is likely formed from PGH(2) in a pseudo-enzymatic reaction involving homolytic scission of the endoperoxide and formation of an ether between C-9 and C-6 and a carbon-centered radical at C-5, which reacts with molecular oxygen.	Prostaglandin H2	39-45	complement C9	Homo sapiens	160-163
11514234-5	2001	Incubation with OA, t10,c12-CLA, c9,t11-CLA and LA resulted in 6-, 4-, 2- and 1.8-fold increases in intracellular [(3)H]triglyceride ([(3)H]TG) compared with incubation with BSA alone.	Thioguanine	140-142	complement C9	Homo sapiens	33-43
11430096-6	2001	For the methano derivative 22 (Me at C-9), a 3:1 mixture of 22aH+/22bH+ is formed.	methano	8-15	complement C9	Homo sapiens	37-40
11446979-4	2001	Intake of the cis-9, trans-11-octadecadienoic acid (c9,t11 CLA) isomer was estimated for 22 free-living Canadians by analyzing two seven-day diet records taken six months apart.	9,11-linoleic acid	14-50	complement C9	Homo sapiens	52-62
11788801-1	2001	Eleven novel analogs of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid (Neu5Ac2en) modified at the C-4 and C-9 positions were designed and tested for their ability to inhibit sialidase of human parainfluenza virus type 1 (hPIV-1).	2-deoxy-2,3-dehydro-N-acetylneuraminic acid	24-69	complement C9	Homo sapiens	106-109
11788801-1	2001	Eleven novel analogs of 2-deoxy-2,3-didehydro-N-acetylneuraminic acid (Neu5Ac2en) modified at the C-4 and C-9 positions were designed and tested for their ability to inhibit sialidase of human parainfluenza virus type 1 (hPIV-1).	2-deoxy-2,3-dehydro-N-acetylneuraminic acid	71-80	complement C9	Homo sapiens	106-109
11788801-5	2001	While, the analogs of Neu5Ac2en modified by the azido and N-acetyl groups at the C-9 showed a decrease in inhibition of sialidase compared with the 9-hydroxy analogs.	2-deoxy-2,3-dehydro-N-acetylneuraminic acid	22-31	complement C9	Homo sapiens	81-84
11430096-6	2001	For the methano derivative 22 (Me at C-9), a 3:1 mixture of 22aH+/22bH+ is formed.	22ah+	60-65	complement C9	Homo sapiens	37-40
11430096-6	2001	For the methano derivative 22 (Me at C-9), a 3:1 mixture of 22aH+/22bH+ is formed.	22bh+	66-71	complement C9	Homo sapiens	37-40
11112578-0	2000	Synthesis of dideuterated and enantiomers of monodeuterated tridecanoic acids at C-9 and C-10 positions.	monodeuterated tridecanoic acids	45-77	complement C9	Homo sapiens	81-84
11102564-13	2000	We have reported several new cytotoxic agents with nitrogen atoms at C-7 or C-9 or at both C-7 and C-9: imine derivatives, oxime derivatives, pyrazoline-, pyrazo- and isoxazoline-fused cyclolignans.	Nitrogen	51-59	complement C9	Homo sapiens	76-79
11102564-13	2000	We have reported several new cytotoxic agents with nitrogen atoms at C-7 or C-9 or at both C-7 and C-9: imine derivatives, oxime derivatives, pyrazoline-, pyrazo- and isoxazoline-fused cyclolignans.	Imines	104-109	complement C9	Homo sapiens	99-102
24383644-4	2000	We report a case of Behcet"s disease associated with complete C9 deficiency (C9D) carrying the homozygous nonsense mutation at Arg-95 of C9 (R95X).	Arginine	127-130	complement C9	Homo sapiens	62-64
11425190-4	2000	Furthermore, all sulfur-containing substituents at C-9 enhanced the affinity of the lectin.	Sulfur	17-23	complement C9	Homo sapiens	51-54
10988074-5	2000	While this conformation allows endoperoxide formation between C-11 and C-9, it also implies that a subsequent conformational rearrangement must occur to allow formation of the C-8/C-12 bond and to position C-15 for attack by a second molecule of oxygen.	Carbon	62-63	complement C9	Homo sapiens	71-74
10988074-5	2000	While this conformation allows endoperoxide formation between C-11 and C-9, it also implies that a subsequent conformational rearrangement must occur to allow formation of the C-8/C-12 bond and to position C-15 for attack by a second molecule of oxygen.	Oxygen	246-252	complement C9	Homo sapiens	71-74
10934396-0	2000	Selective Hydroxylation of a Steroid at C-9 by an Artificial Cytochrome P-450 We thank the National Institutes of Health, the National Science Foundation, and the Environmental Protection Agency for financial support of this research.	Steroids	29-36	complement C9	Homo sapiens	40-43
10732983-0	2000	Synthesis and evaluation of C-9 modified N-acetylneuraminic acid derivatives as substrates for N-acetylneuraminic acid aldolase.	N-Acetylneuraminic Acid	41-64	complement C9	Homo sapiens	28-31
10732983-1	2000	Several C-9 modified N-acetylneuraminic acid derivatives have been synthesised and evaluated as substrates of N-acetylneuraminic acid aldolase.	N-Acetylneuraminic Acid	21-44	complement C9	Homo sapiens	8-11
10732983-2	2000	Simple C-9 acyl or ether modified derivatives of N-acetylneuraminic acid were found to be accepted as substrates by the enzyme, albeit being transformed more slowly than Neu5Ac itself.	N-Acetylneuraminic Acid	49-72	complement C9	Homo sapiens	7-10
10732983-2	2000	Simple C-9 acyl or ether modified derivatives of N-acetylneuraminic acid were found to be accepted as substrates by the enzyme, albeit being transformed more slowly than Neu5Ac itself.	N-Acetylneuraminic Acid	170-176	complement C9	Homo sapiens	7-10
10698460-2	2000	The comparisons of the in vitro antitumor activities of the 2-substituted analogues with the benzothiopyranoindazole chemotypes indicate that the positioning of the nitrogen atom at C-9 (9-aza analogue 4d) leads to a substrate with potent antitumor activity.	benzothiopyranoindazole	93-116	complement C9	Homo sapiens	182-185
10698460-2	2000	The comparisons of the in vitro antitumor activities of the 2-substituted analogues with the benzothiopyranoindazole chemotypes indicate that the positioning of the nitrogen atom at C-9 (9-aza analogue 4d) leads to a substrate with potent antitumor activity.	Nitrogen	165-173	complement C9	Homo sapiens	182-185
10201833-3	1999	Results of time-course HPLC analysis indicate that the reactivity of the hydroxyl groups under this condition is in the following order; C-9 > C-4 > C-8 > C-7.	Hydroxyl Radical	73-81	complement C9	Homo sapiens	137-140
9871510-0	1998	Synthesis and antitumor activity of leinamycin derivatives: modifications of C-8 hydroxy and C-9 keto groups.	leinamycin	36-46	complement C9	Homo sapiens	77-96
9815198-0	1998	Nitroreduction of nitrated and C-9 oxidized fluorenes in vitro.	Fluorenes	44-53	complement C9	Homo sapiens	31-34
9815198-10	1998	The data herein suggest that oxidation at C-9 and multiple nitro groups increase the potential for nitroreduction of the nitrofluorenes in vivo which may lead to genotoxic effects.	2-nitrofluorene	121-135	complement C9	Homo sapiens	42-45
9722493-3	1998	Side chains at C-9, such as those of compounds 1-5, are frequent among the neoclerodanes found in Scutellaria species, and these transformations suggest a plausible biogenetic pathway for these diterpenoids.	neoclerodane	75-88	complement C9	Homo sapiens	15-18
9722493-3	1998	Side chains at C-9, such as those of compounds 1-5, are frequent among the neoclerodanes found in Scutellaria species, and these transformations suggest a plausible biogenetic pathway for these diterpenoids.	Diterpenes	194-206	complement C9	Homo sapiens	15-18
9057853-4	1997	Three structural features seem to be essential for antitumor activities: a positive charge density at carbon C-7, a side chain at position C-2 or C-9 of the thiazoloquinoline skeleton with two basic nitrogens and a pKa value of 7.5-10 in the most basic center, and a conformational flexibility of this basic side chain.	thiazoloquinoline	157-174	complement C9	Homo sapiens	146-149
9055403-16	1997	Identification of 4-hydroxy-9-fluorenone is consistent with an alternative pathway initiated by monooxygenation at C-9 to give 9-fluorenol and then 9-fluorenone.	4-Hydroxy-9-fluorenone	18-40	complement C9	Homo sapiens	115-118
9055403-16	1997	Identification of 4-hydroxy-9-fluorenone is consistent with an alternative pathway initiated by monooxygenation at C-9 to give 9-fluorenol and then 9-fluorenone.	fluoren-9-ol	127-138	complement C9	Homo sapiens	115-118
9055403-16	1997	Identification of 4-hydroxy-9-fluorenone is consistent with an alternative pathway initiated by monooxygenation at C-9 to give 9-fluorenol and then 9-fluorenone.	9-fluorenone	28-40	complement C9	Homo sapiens	115-118
9448728-3	1998	Analysis by straight-phase high-performance liquid chromatography followed by chiral-phase high-performance liquid chromatography demonstrated that linoleic acid was preferentially oxygenated at C-9 to produce the following mixture of HODs: 9(R)-HOD (52%), 9(S)-HOD (11%), 13(R)-HOD (2%), and 13(S)-HOD (35%).	Linoleic Acid	148-161	complement C9	Homo sapiens	195-198
9057853-4	1997	Three structural features seem to be essential for antitumor activities: a positive charge density at carbon C-7, a side chain at position C-2 or C-9 of the thiazoloquinoline skeleton with two basic nitrogens and a pKa value of 7.5-10 in the most basic center, and a conformational flexibility of this basic side chain.	Nitrogen	199-208	complement C9	Homo sapiens	146-149
11667452-4	1996	The C-9 amino acid stereochemistry of sinefungin (1) was established by a rhodium chiral bisphosphine-catalyzed asymmetric hydrogenation of an alpha-(acylamino)acrylate derivative.	sinefungin	38-48	complement C9	Homo sapiens	4-7
9138316-3	1997	Lowered cross-resistance was observed when the anthracycline beared an alkyl side-chain at C-9 and a morpholinyl residue at C-4".	Anthracyclines	47-60	complement C9	Homo sapiens	91-94
9006115-2	1996	The resulting DNA adducts correspond to a trans ring-opening of the oxiranes at the C-10 position of the hydrocarbon by the exocyclic amino group of the purine (the relative stereochemistry between the C-9 and C-10 substituents is trans).	Epoxy Compounds	68-76	complement C9	Homo sapiens	202-205
9006115-2	1996	The resulting DNA adducts correspond to a trans ring-opening of the oxiranes at the C-10 position of the hydrocarbon by the exocyclic amino group of the purine (the relative stereochemistry between the C-9 and C-10 substituents is trans).	Hydrocarbons	105-116	complement C9	Homo sapiens	202-205
9006115-2	1996	The resulting DNA adducts correspond to a trans ring-opening of the oxiranes at the C-10 position of the hydrocarbon by the exocyclic amino group of the purine (the relative stereochemistry between the C-9 and C-10 substituents is trans).	purine	153-159	complement C9	Homo sapiens	202-205
11667452-4	1996	The C-9 amino acid stereochemistry of sinefungin (1) was established by a rhodium chiral bisphosphine-catalyzed asymmetric hydrogenation of an alpha-(acylamino)acrylate derivative.	bisphosphine	89-101	complement C9	Homo sapiens	4-7
11667452-4	1996	The C-9 amino acid stereochemistry of sinefungin (1) was established by a rhodium chiral bisphosphine-catalyzed asymmetric hydrogenation of an alpha-(acylamino)acrylate derivative.	alpha-(acylamino)acrylate	143-168	complement C9	Homo sapiens	4-7
8634281-7	1996	In addition, significantly greater fluctuation was observed for oleic acid, within the C2 headgroup and C9 and C11 dihedrals (which lie adjacent to the olefin bond of oleic acid).	Oleic Acid	64-74	complement C9	Homo sapiens	87-106
8765520-2	1996	The three conjugates were prepared with linker chains extending from the 17 alpha position of the estradiol to N-2 (compound 3), N-6 (compound 4), and C-9 (compound 5) positions of ellipticine.	ellipticine	181-192	complement C9	Homo sapiens	151-154
8652545-6	1996	The energetic cost of removal of hydroxyl groups at the C-9 and C-14 positions (which structural studies indicate may participate in hydrogen-bonding interactions with the DNA) was approximately 1 kcal mol(-1).	Hydrogen	133-141	complement C9	Homo sapiens	56-59
8634281-7	1996	In addition, significantly greater fluctuation was observed for oleic acid, within the C2 headgroup and C9 and C11 dihedrals (which lie adjacent to the olefin bond of oleic acid).	Oleic Acid	167-177	complement C9	Homo sapiens	87-106
8576578-0	1996	Isolation of the C9b fragment of human complement component C9 using urea in the absence of detergents.	Urea	69-73	complement C9	Homo sapiens	39-62
7578368-1	1995	Four benzophenanthridine phosphoramidite reagents have been prepared in which the linker chain between the benzophenanthridine and the phosphoramidite moiety is attached to C-2, C-6, C-9, and C-12 of the benzophenanthridine ring system.	benzophenanthridine phosphoramidite reagents	5-49	complement C9	Homo sapiens	183-186
7499289-6	1995	An intermolecular isotope effect of 11.7 is observed for oxygenation of C-9 in (1R)-5,5-difluorocamphor.	(1r)-5,5-difluorocamphor	79-103	complement C9	Homo sapiens	72-75
7492736-9	1995	The p-BQ-dC and p-BQ-dA adducts have, in addition to the two hydroxyl groups of deoxyribose, one newly formed hydroxyl group at the C-3 or C-9 of the exocyclic base of each product respectively.	p-bq-dc	4-11	complement C9	Homo sapiens	139-142
7492736-9	1995	The p-BQ-dC and p-BQ-dA adducts have, in addition to the two hydroxyl groups of deoxyribose, one newly formed hydroxyl group at the C-3 or C-9 of the exocyclic base of each product respectively.	p-bq-da	16-23	complement C9	Homo sapiens	139-142
7578368-1	1995	Four benzophenanthridine phosphoramidite reagents have been prepared in which the linker chain between the benzophenanthridine and the phosphoramidite moiety is attached to C-2, C-6, C-9, and C-12 of the benzophenanthridine ring system.	Benzophenanthridines	5-24	complement C9	Homo sapiens	183-186
7578368-1	1995	Four benzophenanthridine phosphoramidite reagents have been prepared in which the linker chain between the benzophenanthridine and the phosphoramidite moiety is attached to C-2, C-6, C-9, and C-12 of the benzophenanthridine ring system.	phosphoramidite	25-40	complement C9	Homo sapiens	183-186
7578368-1	1995	Four benzophenanthridine phosphoramidite reagents have been prepared in which the linker chain between the benzophenanthridine and the phosphoramidite moiety is attached to C-2, C-6, C-9, and C-12 of the benzophenanthridine ring system.	Carbon	173-174	complement C9	Homo sapiens	183-186
7578368-1	1995	Four benzophenanthridine phosphoramidite reagents have been prepared in which the linker chain between the benzophenanthridine and the phosphoramidite moiety is attached to C-2, C-6, C-9, and C-12 of the benzophenanthridine ring system.	Benzophenanthridines	107-126	complement C9	Homo sapiens	183-186
7766622-1	1995	Information of the specific structure of the activated mitomycin species leading to selective DNA bonding has been secured by determining the bonding sequence selectivities of modified mitomycins in which the identity, spatial orientation, and state of unsaturation of the C-9 and C-9a substituents in the mitomycin were varied.	Mitomycin	55-64	complement C9	Homo sapiens	273-276
7766622-1	1995	Information of the specific structure of the activated mitomycin species leading to selective DNA bonding has been secured by determining the bonding sequence selectivities of modified mitomycins in which the identity, spatial orientation, and state of unsaturation of the C-9 and C-9a substituents in the mitomycin were varied.	Mitomycins	185-195	complement C9	Homo sapiens	273-276
7766622-1	1995	Information of the specific structure of the activated mitomycin species leading to selective DNA bonding has been secured by determining the bonding sequence selectivities of modified mitomycins in which the identity, spatial orientation, and state of unsaturation of the C-9 and C-9a substituents in the mitomycin were varied.	Mitomycin	185-194	complement C9	Homo sapiens	273-276
8074523-8	1994	This pathway involves oxygenation of fluorene at C-9 to give 9-fluorenol, which is then dehydrogenated to the corresponding ketone, 9-fluorenone.	fluorene	37-45	complement C9	Homo sapiens	49-52
8074523-8	1994	This pathway involves oxygenation of fluorene at C-9 to give 9-fluorenol, which is then dehydrogenated to the corresponding ketone, 9-fluorenone.	Ketones	124-130	complement C9	Homo sapiens	49-52
7979387-7	1994	Linoleic and gamma-linolenic acid were determined by mass spectrometry as being hydroxylated primarily at the C-9 and C-13 positions, whereas linolenic acid was hydroxylated primarily at the C-12 and C-16 positions.	Linoleic Acid	0-8	complement C9	Homo sapiens	110-113
7979387-7	1994	Linoleic and gamma-linolenic acid were determined by mass spectrometry as being hydroxylated primarily at the C-9 and C-13 positions, whereas linolenic acid was hydroxylated primarily at the C-12 and C-16 positions.	gamma-Linolenic Acid	13-33	complement C9	Homo sapiens	110-113
7979387-7	1994	Linoleic and gamma-linolenic acid were determined by mass spectrometry as being hydroxylated primarily at the C-9 and C-13 positions, whereas linolenic acid was hydroxylated primarily at the C-12 and C-16 positions.	alpha-Linolenic Acid	19-33	complement C9	Homo sapiens	110-113
8074523-8	1994	This pathway involves oxygenation of fluorene at C-9 to give 9-fluorenol, which is then dehydrogenated to the corresponding ketone, 9-fluorenone.	fluoren-9-ol	61-72	complement C9	Homo sapiens	49-52
8074523-8	1994	This pathway involves oxygenation of fluorene at C-9 to give 9-fluorenol, which is then dehydrogenated to the corresponding ketone, 9-fluorenone.	9-fluorenone	132-144	complement C9	Homo sapiens	49-52
7837995-2	1994	The structure of the enzymatically esterolytic cleavage compound of oleandomycin was clearly shown to be the cyclic hemiacetal between the C-9 keto and the hydroxy group of C-13 in the open macrolide nucleus by physicochemical techniques.	Oleandomycin	68-80	complement C9	Homo sapiens	139-142
7837995-2	1994	The structure of the enzymatically esterolytic cleavage compound of oleandomycin was clearly shown to be the cyclic hemiacetal between the C-9 keto and the hydroxy group of C-13 in the open macrolide nucleus by physicochemical techniques.	Macrolides	190-199	complement C9	Homo sapiens	139-142
7837995-2	1994	The structure of the enzymatically esterolytic cleavage compound of oleandomycin was clearly shown to be the cyclic hemiacetal between the C-9 keto and the hydroxy group of C-13 in the open macrolide nucleus by physicochemical techniques.	cyclic hemiacetal	109-126	complement C9	Homo sapiens	139-142
2345065-1	1990	A number of fluorine containing derivatives of daunomycin and Adriamycin have been synthesised with a fluorine substituent located on the C-9 side chain.	Fluorine	12-20	complement C9	Homo sapiens	138-141
2021930-9	1991	The C-9 epi analogue of n-hexyl-ILV was less effective than the corresponding natural stereoisomer in activating PKC as well as sensitizing cells to CP.	dipicrylamine	26-31	complement C9	Homo sapiens	4-7
1824011-5	1991	For example, ring cleavage of conjugated dihydroxy bile acids at C-7/C-8 and C-9/C-10 permitted the differentiation of chenodeoxycholyltaurine (3 alpha,7 alpha-substitution pattern) from deoxycholyltaurine (3 alpha,12 alpha-substitution pattern) based on the presence of fragment ions at m/z 388 or m/z 404, which were indicative of hydroxyl group substitutions at either the 7- or 12-positions, respectively.	Taurochenodeoxycholic Acid	119-142	complement C9	Homo sapiens	77-80
1824011-5	1991	For example, ring cleavage of conjugated dihydroxy bile acids at C-7/C-8 and C-9/C-10 permitted the differentiation of chenodeoxycholyltaurine (3 alpha,7 alpha-substitution pattern) from deoxycholyltaurine (3 alpha,12 alpha-substitution pattern) based on the presence of fragment ions at m/z 388 or m/z 404, which were indicative of hydroxyl group substitutions at either the 7- or 12-positions, respectively.	Taurodeoxycholic Acid	124-142	complement C9	Homo sapiens	77-80
2096823-1	1990	Anthracycline antibiotics widely used, along with their semisynthetic analogues, in human cancer chemotherapy, are O-glycosides having as aglycon 7,8,9,10-tetrahydronaphtacenequinone-5,10-with some hydroxy groups, a side chain at C-9 and sugar(s) residues, usually at C-7.	anthracycline antibiotics	0-25	complement C9	Homo sapiens	230-233
2096823-1	1990	Anthracycline antibiotics widely used, along with their semisynthetic analogues, in human cancer chemotherapy, are O-glycosides having as aglycon 7,8,9,10-tetrahydronaphtacenequinone-5,10-with some hydroxy groups, a side chain at C-9 and sugar(s) residues, usually at C-7.	o-glycosides	115-127	complement C9	Homo sapiens	230-233
2096823-1	1990	Anthracycline antibiotics widely used, along with their semisynthetic analogues, in human cancer chemotherapy, are O-glycosides having as aglycon 7,8,9,10-tetrahydronaphtacenequinone-5,10-with some hydroxy groups, a side chain at C-9 and sugar(s) residues, usually at C-7.	aglycon 7,8,9,10-tetrahydronaphtacenequinone	138-182	complement C9	Homo sapiens	230-233
2372316-14	1990	For the loop region, a distorted sugar-phosphate backbone is indicated by far downfield positions of the G5pG6 and A8pC9 31P signals, the 3JH3"-P values for C9p (8.0 Hz) and A8p (6.8 Hz), and the absence of H3"-P coupling for G5p.	Sugar Phosphates	33-48	complement C9	Homo sapiens	157-160
2372316-18	1990	The few NOE crosspeaks, pH dependence, and Cu2+ broadening of C9 1H signals indicate an isolated location accessible to solvent.	cupric ion	43-47	complement C9	Homo sapiens	62-64
2372316-18	1990	The few NOE crosspeaks, pH dependence, and Cu2+ broadening of C9 1H signals indicate an isolated location accessible to solvent.	Hydrogen	65-67	complement C9	Homo sapiens	62-64
1686118-0	1991	Interaction of C-9 aldehydes with microtubular protein in vitro and in cultured cells in the presence of taxol.	Paclitaxel	105-110	complement C9	Homo sapiens	15-18
1686118-2	1991	This paper examines the effects of taxol on the impairment of in vitro functionality of microtubular protein and of cytoplasmic microtubules by C-9 aliphatic aldehydes.	Paclitaxel	35-40	complement C9	Homo sapiens	144-147
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	Chlorophyll	35-46	complement C9	Homo sapiens	88-91
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	Chlorophyll	35-46	complement C9	Homo sapiens	329-332
2345065-1	1990	A number of fluorine containing derivatives of daunomycin and Adriamycin have been synthesised with a fluorine substituent located on the C-9 side chain.	Daunorubicin	47-57	complement C9	Homo sapiens	138-141
2345065-1	1990	A number of fluorine containing derivatives of daunomycin and Adriamycin have been synthesised with a fluorine substituent located on the C-9 side chain.	Doxorubicin	62-72	complement C9	Homo sapiens	138-141
2345065-1	1990	A number of fluorine containing derivatives of daunomycin and Adriamycin have been synthesised with a fluorine substituent located on the C-9 side chain.	Fluorine	102-110	complement C9	Homo sapiens	138-141
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	Metals	11-16	complement C9	Homo sapiens	88-91
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	Metals	11-16	complement C9	Homo sapiens	329-332
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	chlorophyll a	35-48	complement C9	Homo sapiens	88-91
24248613-8	1990	Peripheral metal ion attachment in chlorophyll a in the gas phase is suggested to be at C-9, and the beta-keto ester group at C-10, of ring V. Examination of decompositions of chlorophyll dimers suggests that in the gas phase the interaction between monomers involves bonding of the Mg atom of one chlorophyll a molecule and the C-9 carbonyl oxygen of the other, which was also suggested for chlorophyll a dimers in solution.	chlorophyll a	35-48	complement C9	Homo sapiens	329-332
2597121-7	1989	Human-alpha-thrombin-cleaved C9 (C9n), which is unable to form tubular poly(C9), was shown to be more effective at killing than native C9.	poly	71-75	complement C9	Homo sapiens	29-31
2183768-3	1990	Because the c-9, t-11 CLA isomer is esterified in phospholipid, it may represent a heretofore unrecognized in situ defense mechanism against membrane attack by oxygen radicals.	Phospholipids	50-62	complement C9	Homo sapiens	12-15
2183768-3	1990	Because the c-9, t-11 CLA isomer is esterified in phospholipid, it may represent a heretofore unrecognized in situ defense mechanism against membrane attack by oxygen radicals.	Reactive Oxygen Species	160-175	complement C9	Homo sapiens	12-15
2109431-13	1990	The possible occurrence of stereoselective metabolism by the introduction of a chiral centre at C-9 in nafimidone alcohol was indicated in human urine by the presence of both epimers of the O-beta-glucuronide of nafimidone alcohol in a 2:1 ratio.	nafimidone alcohol	103-121	complement C9	Homo sapiens	96-99
2109431-13	1990	The possible occurrence of stereoselective metabolism by the introduction of a chiral centre at C-9 in nafimidone alcohol was indicated in human urine by the presence of both epimers of the O-beta-glucuronide of nafimidone alcohol in a 2:1 ratio.	nafimidone alcohol	212-230	complement C9	Homo sapiens	96-99
2232933-2	1990	Our findings demonstrate that CLA is a potent antioxidant and that the c-9,t-11 CLA isomer is selectively incorporated into cellular phospholipid, which may at least in part explain the anticarcinogenic activity of CLA.	Phospholipids	133-145	complement C9	Homo sapiens	71-74
2597121-7	1989	Human-alpha-thrombin-cleaved C9 (C9n), which is unable to form tubular poly(C9), was shown to be more effective at killing than native C9.	poly	71-75	complement C9	Homo sapiens	33-36
2597121-7	1989	Human-alpha-thrombin-cleaved C9 (C9n), which is unable to form tubular poly(C9), was shown to be more effective at killing than native C9.	poly	71-75	complement C9	Homo sapiens	33-35
2597121-7	1989	Human-alpha-thrombin-cleaved C9 (C9n), which is unable to form tubular poly(C9), was shown to be more effective at killing than native C9.	poly	71-75	complement C9	Homo sapiens	33-35
2510824-2	1989	The substituents at C-9 of the sialic acid analogues introduce special biochemical characteristics: 9-Amino-NeuAc represents, up to the present, the first derivative that is resistant toward bacterial, viral, and mammalian sialidases but is transferred by a sialyltransferase.	N-Acetylneuraminic Acid	31-42	complement C9	Homo sapiens	20-23
2795603-1	1989	Various estrane derivatives 1 reacted with cerium ammonium nitrate (CAN) selectively and efficiently to provide 9 alpha,11 beta-defunctionalized derivatives 2, which were subsequently deoxygenated at C-9 with triethylsilane/boron trifluoride etherate to the desired target 11 beta-nitratoestranes 3a, 3b, and 5.	Cerium(IV) ammonium nitrate	43-66	complement C9	Homo sapiens	200-203
2795603-1	1989	Various estrane derivatives 1 reacted with cerium ammonium nitrate (CAN) selectively and efficiently to provide 9 alpha,11 beta-defunctionalized derivatives 2, which were subsequently deoxygenated at C-9 with triethylsilane/boron trifluoride etherate to the desired target 11 beta-nitratoestranes 3a, 3b, and 5.	triethylsilane/boron trifluoride etherate	209-250	complement C9	Homo sapiens	200-203
2510824-2	1989	The substituents at C-9 of the sialic acid analogues introduce special biochemical characteristics: 9-Amino-NeuAc represents, up to the present, the first derivative that is resistant toward bacterial, viral, and mammalian sialidases but is transferred by a sialyltransferase.	9-amino-neuac	100-113	complement C9	Homo sapiens	20-23
2510824-5	1989	The kinetic properties of the four sialyltransferases with regard to the donor CMP-glycosides differed distinctly depending on the structure of the substituent at C-9.	cmp-glycosides	79-93	complement C9	Homo sapiens	163-166
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	n-oxides	157-165	complement C9	Homo sapiens	4-7
2789994-7	1989	A wobble alignment of the O6alkG4.C9 base pair stablized by two hydrogen bonds, one between the amino group of C9 and N1 of O6alkG and the other between the amino group of O6alkG and N3 of C9, is tentatively proposed on the basis of the NOEs between the amino protons of C9 at the lesion site and the imino protons of flanking Watson-Crick base pairs.	Hydrogen	64-72	complement C9	Homo sapiens	111-130
2789994-7	1989	A wobble alignment of the O6alkG4.C9 base pair stablized by two hydrogen bonds, one between the amino group of C9 and N1 of O6alkG and the other between the amino group of O6alkG and N3 of C9, is tentatively proposed on the basis of the NOEs between the amino protons of C9 at the lesion site and the imino protons of flanking Watson-Crick base pairs.	noes	237-241	complement C9	Homo sapiens	111-130
2713405-11	1989	Major spectral differences between the three chlorophyll models are associated with the C-9 keto and/or C-10 carbomethoxy vibrational modes.	Chlorophyll	45-56	complement C9	Homo sapiens	88-91
2713405-24	1989	These data demonstrate an interaction between the C-10 and C-9 carbonyls of phorbins.	phorbins	76-84	complement C9	Homo sapiens	59-62
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	retronecine	52-64	complement C9	Homo sapiens	36-39
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	retronecine	52-64	complement C9	Homo sapiens	36-39
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	Sulfur	70-77	complement C9	Homo sapiens	4-7
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	Sulfur	70-77	complement C9	Homo sapiens	36-39
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	Sulfur	70-77	complement C9	Homo sapiens	36-39
2683273-1	1989	Cell clones (C-9, C-24, C-36) of the cell line BHK-21 (C-13) were obtained and characterized.	Carbon	0-1	complement C9	Homo sapiens	13-16
2914926-6	1989	The relaxation data for the paramagnetic system and the correlation time have been used to calculate a distance of 3.8 A between the heme iron and the C-9 fluoride.	Heme	133-137	complement C9	Homo sapiens	151-154
2914926-6	1989	The relaxation data for the paramagnetic system and the correlation time have been used to calculate a distance of 3.8 A between the heme iron and the C-9 fluoride.	Iron	138-142	complement C9	Homo sapiens	151-154
3397989-2	1988	The C-9 and C-7 monoesters and C-7, C-9 diesters of heliotridine with (S)-(+) and (R)-(-)-2-hydroxy-2-phenylbutyric acid were prepared, converted into their N-oxides, and compared with the corresponding C-9 monoesters of retronecine in the in vivo P388 lymphocytic leukemia screen.	retronecine	221-232	complement C9	Homo sapiens	4-7
3397989-5	1988	In the heliotridine series, the configuration of the necic acid has a pronounced effect on the site selectivity (C-7 vs C-9) in esterification with carbodiimidazole.	retronecine	7-19	complement C9	Homo sapiens	120-123
3397989-5	1988	In the heliotridine series, the configuration of the necic acid has a pronounced effect on the site selectivity (C-7 vs C-9) in esterification with carbodiimidazole.	necic acid	53-63	complement C9	Homo sapiens	120-123
3397989-5	1988	In the heliotridine series, the configuration of the necic acid has a pronounced effect on the site selectivity (C-7 vs C-9) in esterification with carbodiimidazole.	1,1'-Carbonyldiimidazole	148-164	complement C9	Homo sapiens	120-123
3656354-3	1987	The S-(+) enantiomers of these compounds had the opposite configuration to that of morphine with respect to its (C-9) asymmetric center but the same configuration to that of the tyrosine residue of Met5-enkephalin.	Morphine	83-91	complement C9	Homo sapiens	113-116
3422430-6	1988	Treatment with butylboronic acid indicated that the C-9 and C-11 hydroxyls were trans in approximately one-third of the compounds and cis in approximately two-thirds.	n-butylboronic acid	15-32	complement C9	Homo sapiens	52-55
3689397-2	1987	The starting material, 2,3 dehydro-N-acetyl neuraminic acid methyl ester, was selectively tosylated at the C-9 position with tosyl chloride and subsequently peracetylated with acetic anhydride.	2,3 dehydro-n-acetyl neuraminic acid methyl ester	23-72	complement C9	Homo sapiens	107-110
3689397-2	1987	The starting material, 2,3 dehydro-N-acetyl neuraminic acid methyl ester, was selectively tosylated at the C-9 position with tosyl chloride and subsequently peracetylated with acetic anhydride.	4-toluenesulfonyl chloride	125-139	complement C9	Homo sapiens	107-110
3032757-1	1987	Dihydroergocryptine and dihydroergocristine, two C-9, 10-hydrogenated ergot alkaloids, inhibited in a concentration-dependent manner prolactin release and cyclic AMP accumulation in cultured anterior pituitary cells.	Dihydroergocryptine	0-19	complement C9	Homo sapiens	49-52
3032757-1	1987	Dihydroergocryptine and dihydroergocristine, two C-9, 10-hydrogenated ergot alkaloids, inhibited in a concentration-dependent manner prolactin release and cyclic AMP accumulation in cultured anterior pituitary cells.	Dihydroergocristine	24-43	complement C9	Homo sapiens	49-52
3032757-1	1987	Dihydroergocryptine and dihydroergocristine, two C-9, 10-hydrogenated ergot alkaloids, inhibited in a concentration-dependent manner prolactin release and cyclic AMP accumulation in cultured anterior pituitary cells.	Ergot Alkaloids	70-85	complement C9	Homo sapiens	49-52
6509154-4	1984	Esterification at C-9 v. C-7 can be distinguished for non-cyclic esters of retronecine in the positive ion spectra.	retronecine	75-86	complement C9	Homo sapiens	18-21
3733147-2	1986	It was determined that a factor was generated in the reaction mixture of Cls, C4, C2, C5 and C6, which had a lytic activity against Egp when C7, C8 and C9 were added.	Chlorine	73-76	complement C9	Homo sapiens	152-154
3928628-2	1985	In an effort to establish the site by which H4folate is attached to FdUMP, the ternary complex was subjected to reagents that cleave the C-9, N-10 bond of folate derivatives.	h4folate	44-52	complement C9	Homo sapiens	137-140
3928628-2	1985	In an effort to establish the site by which H4folate is attached to FdUMP, the ternary complex was subjected to reagents that cleave the C-9, N-10 bond of folate derivatives.	Folic Acid	46-52	complement C9	Homo sapiens	137-140
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	Fluorodeoxyuridylate	54-59	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	2-14c	61-66	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	7,9,3",5"-3h]5,10-ch2h4folate	67-96	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	bratton	112-119	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	4-aminobenzoylglutamic acid	208-231	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	Carbon	252-258	complement C9	Homo sapiens	170-173
3928628-5	1985	Exposure of the double-labeled thymidylate synthetase-FdUMP-[2-14C,7,9,3",5"-3H]5,10-CH2H4folate complex to the Bratton-Marshall reaction resulted in 16% cleavage of the C-9, N-10 bond with release solely of p-aminobenzoylglutamate, whereas all of the carbon-14-labeled pterin residue remained covalently bound to the protein.	Pterins	270-276	complement C9	Homo sapiens	170-173
3885222-2	1985	Three procedures were used to produce poly(C9): (i) limited proteolysis with trypsin, (ii) interaction with small unilamellar lipid vesicles, and (iii) incubation with a 2- to 4-fold molar excess of ZnCl2.	zinc chloride	199-204	complement C9	Homo sapiens	43-45
3885222-6	1985	C9n was shown to be hemolytically as active as C9 even when tested under "single-hit" conditions and it was about twice as efficient when compared with C9 in releasing sucrose and inulin from resealed ghosts.	Sucrose	168-175	complement C9	Homo sapiens	0-3
3885222-6	1985	C9n was shown to be hemolytically as active as C9 even when tested under "single-hit" conditions and it was about twice as efficient when compared with C9 in releasing sucrose and inulin from resealed ghosts.	Sucrose	168-175	complement C9	Homo sapiens	0-2
6509154-4	1984	Esterification at C-9 v. C-7 can be distinguished for non-cyclic esters of retronecine in the positive ion spectra.	cyclic esters	58-71	complement C9	Homo sapiens	18-21
2424021-0	1986	Antigenic crossreactivity of the alpha subunit of complement component C8 with the cysteine-rich domain shared by complement component C9 and low density lipoprotein receptor.	Cysteine	83-91	complement C9	Homo sapiens	114-137
2424021-1	1986	Complement component C9 contains two distinct cysteine-rich domains exhibiting high sequence resemblance to a domain present in the low density lipoprotein (LDL) receptor and epidermal growth factor precursor, respectively.	Cysteine	46-54	complement C9	Homo sapiens	0-23
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	Oxygen	47-54	complement C9	Homo sapiens	75-78
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	Tetradecanoylphorbol Acetate	58-61	complement C9	Homo sapiens	75-78
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	Nitrogen	139-140	complement C9	Homo sapiens	75-78
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	Nitrogen	145-146	complement C9	Homo sapiens	75-78
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	teleocidins	172-182	complement C9	Homo sapiens	75-78
3079908-3	1986	We propose a stereochemical model in which the oxygens in TPA at C-3, C-4, C-9, and C-20 (O-3, O-4, O-9, and O-20) correspond to the O-11, N-13, N-1, and O-24 positions in teleocidin and the O-27, O-3, O-11, and O-30 oxygens in aplysiatoxin, respectively.	Oxygen	217-224	complement C9	Homo sapiens	75-78
6547644-1	1984	Hydrated multibilayers of 1-palmitoyl-2-monobromopalmitoyl-sn-glycero-3-phosphorylcholine (BrDPPC), where the 2-chain is brominated at either the C-9 or C-10 position, have been studied by low and wide angle X-ray diffraction methods.	1-palmitoyl-2-monobromopalmitoyl-sn-glycero-3-phosphorylcholine	26-89	complement C9	Homo sapiens	146-149
6090312-7	1984	Other enzymes, the lipoxygenases, may instead introduce oxygen at C-5, C-8, C-9, C-12 or C-15: further conversions from, for example, the initially formed 5- or 15-hydroperoxy acids may lead to the leukotrienes.	Oxygen	22-28	complement C9	Homo sapiens	76-79
6090312-7	1984	Other enzymes, the lipoxygenases, may instead introduce oxygen at C-5, C-8, C-9, C-12 or C-15: further conversions from, for example, the initially formed 5- or 15-hydroperoxy acids may lead to the leukotrienes.	5- or 15-hydroperoxy acids	155-181	complement C9	Homo sapiens	76-79
6090312-7	1984	Other enzymes, the lipoxygenases, may instead introduce oxygen at C-5, C-8, C-9, C-12 or C-15: further conversions from, for example, the initially formed 5- or 15-hydroperoxy acids may lead to the leukotrienes.	Leukotrienes	198-210	complement C9	Homo sapiens	76-79
6547644-1	1984	Hydrated multibilayers of 1-palmitoyl-2-monobromopalmitoyl-sn-glycero-3-phosphorylcholine (BrDPPC), where the 2-chain is brominated at either the C-9 or C-10 position, have been studied by low and wide angle X-ray diffraction methods.	brdppc	91-97	complement C9	Homo sapiens	146-149
6581509-5	1983	PGD2 (with a ketone at C-11 versus C-9 for PGA and PGE) was the most potent prostaglandin tested.	Prostaglandins A	43-46	complement C9	Homo sapiens	35-38
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	beta-hydroxytestosterone	17-41	complement C9	Homo sapiens	95-98
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	alpha-androstane	118-134	complement C9	Homo sapiens	95-98
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	beta-diol 17-glucuronide	147-171	complement C9	Homo sapiens	95-98
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	-tritiated	217-227	complement C9	Homo sapiens	95-98
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	alpha-androstane	230-246	complement C9	Homo sapiens	95-98
6523548-1	1984	Starting from 11 beta-hydroxytestosterone, we achieved the synthesis of a strategic precursor, C-9 (11) unsaturated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide (9a), for the preparation of 9 alpha,11 alpha-tritiated 5 alpha-androstane-3 alpha, 17 beta-diol 17-glucuronide.	, 17 beta-diol 17-glucuronide	142-171	complement C9	Homo sapiens	95-98
6581509-5	1983	PGD2 (with a ketone at C-11 versus C-9 for PGA and PGE) was the most potent prostaglandin tested.	Prostaglandin D2	0-4	complement C9	Homo sapiens	35-38
6581509-5	1983	PGD2 (with a ketone at C-11 versus C-9 for PGA and PGE) was the most potent prostaglandin tested.	Prostaglandins	76-89	complement C9	Homo sapiens	35-38
7328055-1	1981	Derivatives of josamycin and isojosamycin modified at C-9 and C-13 have been prepared by reaction sequences involving treatment of josamycin with alcohols, phenol or 1-methyl-1H-tetrazol-5-ylthiol in acidic media.	Josamycin	15-24	complement C9	Homo sapiens	54-57
6284918-14	1982	Stereospecific groups in the tetrodotoxin (TTX) molecule are the 1,2,3 guanidinium and the C-9, C-10 hydroxy groups.	Tetrodotoxin	29-41	complement C9	Homo sapiens	91-94
6284918-14	1982	Stereospecific groups in the tetrodotoxin (TTX) molecule are the 1,2,3 guanidinium and the C-9, C-10 hydroxy groups.	Tetrodotoxin	43-46	complement C9	Homo sapiens	91-94
7328055-1	1981	Derivatives of josamycin and isojosamycin modified at C-9 and C-13 have been prepared by reaction sequences involving treatment of josamycin with alcohols, phenol or 1-methyl-1H-tetrazol-5-ylthiol in acidic media.	isojosamycin	29-41	complement C9	Homo sapiens	54-57
7328055-1	1981	Derivatives of josamycin and isojosamycin modified at C-9 and C-13 have been prepared by reaction sequences involving treatment of josamycin with alcohols, phenol or 1-methyl-1H-tetrazol-5-ylthiol in acidic media.	Josamycin	32-41	complement C9	Homo sapiens	54-57
24233805-4	1981	IR spectroscopic evidence indicated that the Chl a-MBBA membrane was hydrated in the dihydrate stoichiometry [Chl a-3MBBA-2H2O], via the C-10 ester OC...H(H)O...Mg and the C-9 keto OC...H(H)O...Mg bondings.	dihydrate	85-94	complement C9	Homo sapiens	172-175
597496-2	1977	The infrared spectra in the 1600-1800 cm-1 region clearly show the existence of a coordination interaction between the C-9 ketone oxygen function of one molecule and the central magnesium atom of another molecule.	Ketones	123-129	complement C9	Homo sapiens	119-122
44727-6	1979	gamma"-diaminosuberic acid-dihydrochloride (meso-di-GABA) and dl-diamino-nonanedicarboxylic acid dihydrochloride (C-9) were newly synthesized as potential glutamate blockers.	dl-diamino-nonanedicarboxylic acid dihydrochloride	62-112	complement C9	Homo sapiens	114-117
44727-6	1979	gamma"-diaminosuberic acid-dihydrochloride (meso-di-GABA) and dl-diamino-nonanedicarboxylic acid dihydrochloride (C-9) were newly synthesized as potential glutamate blockers.	Glutamic Acid	155-164	complement C9	Homo sapiens	114-117
44727-12	1979	C-9 (3 x 10(-4) M) depressed or blocked the effect of applied glutamate with little or no effect on ejps.	Glutamic Acid	62-71	complement C9	Homo sapiens	0-3
44727-15	1979	Meso-di-GABA is assumed to block synaptic receptors and to activate non-synaptic receptors while C-9 seems to act mainly as a blocker of glutamate action on non-synaptic receptors.	Glutamic Acid	137-146	complement C9	Homo sapiens	97-100
618885-7	1978	The resonances assignable to C-9 protons are nearly equivalent in the 6-2H compound, but exhibit the resonances corresponding to a complex spin system in the 6-H compound.	Deuterium	72-74	complement C9	Homo sapiens	29-32
597496-2	1977	The infrared spectra in the 1600-1800 cm-1 region clearly show the existence of a coordination interaction between the C-9 ketone oxygen function of one molecule and the central magnesium atom of another molecule.	Oxygen	130-136	complement C9	Homo sapiens	119-122
597496-2	1977	The infrared spectra in the 1600-1800 cm-1 region clearly show the existence of a coordination interaction between the C-9 ketone oxygen function of one molecule and the central magnesium atom of another molecule.	Magnesium	178-187	complement C9	Homo sapiens	119-122
4526201-3	1974	Chemical shift changes in the carbon magnetic resonance and proton magnetic resonance spectra upon aggregation suggest that the 5-6 double bond, C-7, and C-9 participate in the aggregation process.	Carbon	30-36	complement C9	Homo sapiens	154-157
887795-8	1977	The nuclear magnetic resonance spectrum of PGH2 is characterized by signals at 4.58 delta and 4.47 delta for the C-9 and C-11 protons, respectively.	Prostaglandin H2	43-47	complement C9	Homo sapiens	113-116
14242-1	1977	Evidence is presented to indicate that the bisulfite ion (HSO3-) adds across the C-9 carbonyl group of dinoprostone (prostaglandin E2) and across the delta 10,11- bond of prostaglandin A2.	hydrogen sulfite	43-52	complement C9	Homo sapiens	81-84
14242-1	1977	Evidence is presented to indicate that the bisulfite ion (HSO3-) adds across the C-9 carbonyl group of dinoprostone (prostaglandin E2) and across the delta 10,11- bond of prostaglandin A2.	hydrogen sulfite	58-62	complement C9	Homo sapiens	81-84
14242-1	1977	Evidence is presented to indicate that the bisulfite ion (HSO3-) adds across the C-9 carbonyl group of dinoprostone (prostaglandin E2) and across the delta 10,11- bond of prostaglandin A2.	Dinoprostone	103-115	complement C9	Homo sapiens	81-84
14242-1	1977	Evidence is presented to indicate that the bisulfite ion (HSO3-) adds across the C-9 carbonyl group of dinoprostone (prostaglandin E2) and across the delta 10,11- bond of prostaglandin A2.	Dinoprostone	117-133	complement C9	Homo sapiens	81-84
1257501-4	1976	Altering the C-9 hydroxy configuration in the PGF2 series from the natural alpha to beta decreased potency dramatically for compounds tested.	Dinoprost	46-50	complement C9	Homo sapiens	13-16
1195277-8	1975	In the case of 5, the more potent enantiomer (S)-(+)-5 has the opposite configuration to that of (-)-N,N-dimethyl-1,2-diphenylethylamine (Spa) or (-)-morphine with respect to the (C-9) asymmetric center and belongs to a new series of compounds having potent analgesic activity.	(s)-(+)-5	45-54	complement C9	Homo sapiens	180-183
1195277-8	1975	In the case of 5, the more potent enantiomer (S)-(+)-5 has the opposite configuration to that of (-)-N,N-dimethyl-1,2-diphenylethylamine (Spa) or (-)-morphine with respect to the (C-9) asymmetric center and belongs to a new series of compounds having potent analgesic activity.	lephetamine	97-136	complement C9	Homo sapiens	180-183
1195277-8	1975	In the case of 5, the more potent enantiomer (S)-(+)-5 has the opposite configuration to that of (-)-N,N-dimethyl-1,2-diphenylethylamine (Spa) or (-)-morphine with respect to the (C-9) asymmetric center and belongs to a new series of compounds having potent analgesic activity.	Morphine	146-158	complement C9	Homo sapiens	180-183
17731763-2	1969	The solubilities at 25 degrees C of the normal C(9) (220 parts per billion) and C(10) (52 parts per billion) alkanes decrease with increasing carbon number.	Carbon	142-148	complement C9	Homo sapiens	47-51
14438862-0	1960	Biological activity of C-9 and C-11 substituted derivatives of Delta 4-androstene-3,17-dione.	Androstenedione	63-92	complement C9	Homo sapiens	23-26
5708241-0	1968	The allylic rearrangement of the hydroxyl group from C-9 to C-13 and the absolute configuration at C-9 of leucomycin A 3.	leucomycin a	106-118	complement C9	Homo sapiens	53-56
5708241-0	1968	The allylic rearrangement of the hydroxyl group from C-9 to C-13 and the absolute configuration at C-9 of leucomycin A 3.	leucomycin a	106-118	complement C9	Homo sapiens	99-102
5639923-5	1968	The location of five of the six labelled hydrogen atoms at C-3, C-9, C-18 and C-19 (two) confirms that the mechanism of cyclization of squalene expected from the biogenetic isoprene rule is functioning in vivo.	Hydrogen	41-49	complement C9	Homo sapiens	64-67
5639923-5	1968	The location of five of the six labelled hydrogen atoms at C-3, C-9, C-18 and C-19 (two) confirms that the mechanism of cyclization of squalene expected from the biogenetic isoprene rule is functioning in vivo.	Squalene	135-143	complement C9	Homo sapiens	64-67
31124166-6	2019	Of note, in HepG2 cells, the exposure of c9,t11-CLA decreased the transcription of gluconeogenic enzymes, cytosolic phosphoenolpyruvate carboxykinase (PCK1) by 87.7%, and glucose-6-phosphatase catalytic subunit (G6PC) by 38.0%, while t10,c12-CLA increased the expression of G6PC, suggesting the isomer-specific effects of CLA on hepatic glucose production.	Glucose	171-178	complement C9	Homo sapiens	41-51
32878894-10	2020	In addition, the glycosylation sites (N6 and N11) and cysteines (C9 and C9) of gp85 played a crucial role in the receptor binding and viral entry.	Cysteine	54-63	complement C9	Homo sapiens	65-74
32614784-7	2021	The SARs analysis showed the structural difference including planar, quaternary nitrogen, and the peripheral functional groups at C-8, C-9, C-10, have strong effect on inhibition of TF activity, which provided effective methods to modify isoquinoline alkaloids for inhibiting TF activity.	Nitrogen	80-88	complement C9	Homo sapiens	135-138
32614784-7	2021	The SARs analysis showed the structural difference including planar, quaternary nitrogen, and the peripheral functional groups at C-8, C-9, C-10, have strong effect on inhibition of TF activity, which provided effective methods to modify isoquinoline alkaloids for inhibiting TF activity.	isoquinoline	238-250	complement C9	Homo sapiens	135-138
32786623-5	2020	However, further analysis of the MTPA-ND derivatives by DP4+/DIP calculations demonstrated that the absolute configuration at C-9 had been incorrectly assigned.	Mosher's acid	33-37	complement C9	Homo sapiens	126-129
31618987-1	2019	An anthracene aromatic unit was introduced into the phenylethynyl structure by a rigid acetylene linkage at the C-9 and C-10 positions via Sonogashira coupling reactions, resulting in a planar and straight-backbone molecule (9,10-bis((4-((3,7-dimethyloctyl)oxy) phenyl) ethynyl) anthracene) (BPEA).	Anthracenes	3-13	complement C9	Homo sapiens	112-115
31618987-1	2019	An anthracene aromatic unit was introduced into the phenylethynyl structure by a rigid acetylene linkage at the C-9 and C-10 positions via Sonogashira coupling reactions, resulting in a planar and straight-backbone molecule (9,10-bis((4-((3,7-dimethyloctyl)oxy) phenyl) ethynyl) anthracene) (BPEA).	6-methyl-2-(phenylethynyl)pyridine	52-65	complement C9	Homo sapiens	112-115
31618987-1	2019	An anthracene aromatic unit was introduced into the phenylethynyl structure by a rigid acetylene linkage at the C-9 and C-10 positions via Sonogashira coupling reactions, resulting in a planar and straight-backbone molecule (9,10-bis((4-((3,7-dimethyloctyl)oxy) phenyl) ethynyl) anthracene) (BPEA).	Acetylene	87-96	complement C9	Homo sapiens	112-115
31518499-9	2019	The results suggest a model for how cytisine derivatives substituted at C(10) (as well as C(9)/C(10)) adjust their binding orientation, in response to pyridone ring substitution.	cytisine	36-44	complement C9	Homo sapiens	90-100
31518499-9	2019	The results suggest a model for how cytisine derivatives substituted at C(10) (as well as C(9)/C(10)) adjust their binding orientation, in response to pyridone ring substitution.	Pyridones	151-159	complement C9	Homo sapiens	90-100
31083938-3	2019	In comparison, both PmAldolase and EcAldolase could catalyze the synthesis of 3-fluoro(a/e)-sialic acids and their C-9 analogues although PmAldolase was generally more efficient.	3-fluoro(a/e)-sialic acids	78-104	complement C9	Homo sapiens	115-118
29630409-2	2019	Among them, fissistigmine A (1) represents the first example of a novel naturally occurring morphinandienone alkaloid with a unique cleavage of the C-9-N-17 bond.	fissistigmine a	12-27	complement C9	Homo sapiens	148-151
30936109-6	2019	For this purpose, here we studied a classic macrolide, dirithromycin, which has an extended (2-methoxyethoxy)-methyl side chain attached to the C-9/C-11 atoms of the macrolactone ring that can account for strong binding of dirithromycin to the 70S ribosome.	Macrolides	44-53	complement C9	Homo sapiens	144-147
30936109-6	2019	For this purpose, here we studied a classic macrolide, dirithromycin, which has an extended (2-methoxyethoxy)-methyl side chain attached to the C-9/C-11 atoms of the macrolactone ring that can account for strong binding of dirithromycin to the 70S ribosome.	dirithromycin	55-68	complement C9	Homo sapiens	144-147
30936109-6	2019	For this purpose, here we studied a classic macrolide, dirithromycin, which has an extended (2-methoxyethoxy)-methyl side chain attached to the C-9/C-11 atoms of the macrolactone ring that can account for strong binding of dirithromycin to the 70S ribosome.	-methoxyethoxy	94-108	complement C9	Homo sapiens	144-147
30936109-6	2019	For this purpose, here we studied a classic macrolide, dirithromycin, which has an extended (2-methoxyethoxy)-methyl side chain attached to the C-9/C-11 atoms of the macrolactone ring that can account for strong binding of dirithromycin to the 70S ribosome.	macrolactone	166-178	complement C9	Homo sapiens	144-147
30936109-6	2019	For this purpose, here we studied a classic macrolide, dirithromycin, which has an extended (2-methoxyethoxy)-methyl side chain attached to the C-9/C-11 atoms of the macrolactone ring that can account for strong binding of dirithromycin to the 70S ribosome.	dirithromycin	223-236	complement C9	Homo sapiens	144-147
31086098-1	2019	Natural daphnane diterpenoids, mainly distributed in plants of the Thymelaeaceae and Euphorbiaceae families, usually include a 5/7/6-tricyclic ring system with poly-hydroxyl groups located at C-3, C-4, C-5, C-9, C-13, C-14, or C-20, while some special types have a characteristic orthoester motif triaxially connectedat C-9, C-13, and C-14.	mezerein	8-16	complement C9	Homo sapiens	207-210
31086098-1	2019	Natural daphnane diterpenoids, mainly distributed in plants of the Thymelaeaceae and Euphorbiaceae families, usually include a 5/7/6-tricyclic ring system with poly-hydroxyl groups located at C-3, C-4, C-5, C-9, C-13, C-14, or C-20, while some special types have a characteristic orthoester motif triaxially connectedat C-9, C-13, and C-14.	mezerein	8-16	complement C9	Homo sapiens	320-323
31086098-1	2019	Natural daphnane diterpenoids, mainly distributed in plants of the Thymelaeaceae and Euphorbiaceae families, usually include a 5/7/6-tricyclic ring system with poly-hydroxyl groups located at C-3, C-4, C-5, C-9, C-13, C-14, or C-20, while some special types have a characteristic orthoester motif triaxially connectedat C-9, C-13, and C-14.	Diterpenes	17-29	complement C9	Homo sapiens	207-210
31086098-1	2019	Natural daphnane diterpenoids, mainly distributed in plants of the Thymelaeaceae and Euphorbiaceae families, usually include a 5/7/6-tricyclic ring system with poly-hydroxyl groups located at C-3, C-4, C-5, C-9, C-13, C-14, or C-20, while some special types have a characteristic orthoester motif triaxially connectedat C-9, C-13, and C-14.	Diterpenes	17-29	complement C9	Homo sapiens	320-323
30580026-11	2019	The MFCP-induced CCR is associated with activation of C3 and C9 at 10 microg/mL by 4.2 and 5.1 folds, respectively which prompted cancer cells to arrest at S phase.	mfcp	4-8	complement C9	Homo sapiens	61-63
28847225-3	2019	METHODS: Cultured astrocytes were treated for 6 days with 100 microM fatty acids (c9,t11CLA or t10,c12CLA or oleic acid).	Fatty Acids	69-80	complement C9	Homo sapiens	82-91
29630409-2	2019	Among them, fissistigmine A (1) represents the first example of a novel naturally occurring morphinandienone alkaloid with a unique cleavage of the C-9-N-17 bond.	morphinandienone alkaloid	92-117	complement C9	Homo sapiens	148-151
28221766-0	2017	Proteoform Profile Mapping of the Human Serum Complement Component C9 Revealing Unexpected New Features of N-, O-, and C-Glycosylation.	Nitrogen	91-92	complement C9	Homo sapiens	46-69
29601190-0	2018	Access to Wieland-Miescher Diketone-Derived Building Blocks by Stereoselective Construction of the C-9 Quaternary Carbon Center Using the Mukaiyama Aldol Reaction.	miescher diketone	18-35	complement C9	Homo sapiens	99-102
29601190-0	2018	Access to Wieland-Miescher Diketone-Derived Building Blocks by Stereoselective Construction of the C-9 Quaternary Carbon Center Using the Mukaiyama Aldol Reaction.	Carbon	114-120	complement C9	Homo sapiens	99-102
29601190-1	2018	The Mukaiyama aldol reaction has been used to efficiently install a lateral chain at the C-9 position of the Wieland-Miescher ketone derivative 3 within two steps, representing a shortcut compared to that of the classical sequences.	Wieland-Miescher ketone	109-132	complement C9	Homo sapiens	89-92
29601190-2	2018	The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.	enol	31-35	complement C9	Homo sapiens	162-165
29601190-2	2018	The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.	Acetals	65-72	complement C9	Homo sapiens	162-165
29601190-2	2018	The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.	stannic chloride	92-109	complement C9	Homo sapiens	162-165
29601190-2	2018	The treatment of the silylated enol ether 8 with a wide range of acetals in the presence of tin tetrachloride led to a the diastereoselective construction of the C-9 quaternary center of 33 new building blocks derived from the Wieland-Miescher ketone derivative 3.	Ketones	244-250	complement C9	Homo sapiens	162-165
29491266-1	2018	3beta-tert-Butyldimethylsiloxy-22-phenylthio-23,24-bisnorchola-5,9(11)-diene, which has a double bond between C-9 and C-11 and a phenylsulfenyl group on the terminus of the side chain, is a potential synthetic intermediate for steroids with 9,11-unsaturation or 9,11-seco skeletons.	3beta-tert-butyldimethylsiloxy-22-phenylthio-23,24-bisnorchola-5,9(11)-diene	0-76	complement C9	Homo sapiens	110-113
28640212-8	2017	The data suggested that both the C-5 acetylamide and C-9 hydroxy of sialic acid were important for its binding with hemagglutinin during viral entry into host cells, while C-4 and C-2 hydroxy were not critical for the binding process and could be replaced with hydrophobic moieties.	N-Acetylneuraminic Acid	68-79	complement C9	Homo sapiens	53-56
30322611-1	2018	A series of berberine derivatives were synthesized by introducing substituted benzyl groups at C-9.	Berberine	12-21	complement C9	Homo sapiens	95-98
29352967-3	2018	9S-DOX-allene oxide synthase (AOS) oxidized the Gly, Ile, and Trp derivatives at C-9, which suggests that these conjugates enter the substrate recognition site with the omega end in analogy with fatty acids bound to cyclooxygenases and coral 8R-lipoxygenase (8R-LOX).	9s-dox-allene	0-13	complement C9	Homo sapiens	81-84
29352967-3	2018	9S-DOX-allene oxide synthase (AOS) oxidized the Gly, Ile, and Trp derivatives at C-9, which suggests that these conjugates enter the substrate recognition site with the omega end in analogy with fatty acids bound to cyclooxygenases and coral 8R-lipoxygenase (8R-LOX).	Glycine	48-51	complement C9	Homo sapiens	81-84
29352967-3	2018	9S-DOX-allene oxide synthase (AOS) oxidized the Gly, Ile, and Trp derivatives at C-9, which suggests that these conjugates enter the substrate recognition site with the omega end in analogy with fatty acids bound to cyclooxygenases and coral 8R-lipoxygenase (8R-LOX).	Isoleucine	53-56	complement C9	Homo sapiens	81-84
29352967-3	2018	9S-DOX-allene oxide synthase (AOS) oxidized the Gly, Ile, and Trp derivatives at C-9, which suggests that these conjugates enter the substrate recognition site with the omega end in analogy with fatty acids bound to cyclooxygenases and coral 8R-lipoxygenase (8R-LOX).	Tryptophan	62-65	complement C9	Homo sapiens	81-84
29352967-3	2018	9S-DOX-allene oxide synthase (AOS) oxidized the Gly, Ile, and Trp derivatives at C-9, which suggests that these conjugates enter the substrate recognition site with the omega end in analogy with fatty acids bound to cyclooxygenases and coral 8R-lipoxygenase (8R-LOX).	Fatty Acids	195-206	complement C9	Homo sapiens	81-84
29352967-5	2018	The Ile and Trp conjugates were not oxidized at C-8, and often insignificantly at C-9/C-13.	Tryptophan	12-15	complement C9	Homo sapiens	82-85
28341405-0	2017	Synthesis of novel C-9 carbon substituted derivatives of artemisinin.	Carbon	23-29	complement C9	Homo sapiens	19-22
28341405-0	2017	Synthesis of novel C-9 carbon substituted derivatives of artemisinin.	artemisinin	57-68	complement C9	Homo sapiens	19-22
27037767-4	2017	The most predominant isomers in ruminant fats are cis-9, trans-11 CLA (c9,t11-CLA), which accounts for more than 80% of CLA isomers in dairy products and trans-10, cis-12 CLA (t10,c12-CLA).	cis-9, trans-11-conjugated linoleic acid	50-69	complement C9	Homo sapiens	71-81
27037767-4	2017	The most predominant isomers in ruminant fats are cis-9, trans-11 CLA (c9,t11-CLA), which accounts for more than 80% of CLA isomers in dairy products and trans-10, cis-12 CLA (t10,c12-CLA).	Linoleic Acids, Conjugated	66-69	complement C9	Homo sapiens	71-81
27037767-4	2017	The most predominant isomers in ruminant fats are cis-9, trans-11 CLA (c9,t11-CLA), which accounts for more than 80% of CLA isomers in dairy products and trans-10, cis-12 CLA (t10,c12-CLA).	trans-10,cis-12-conjugated linoleic acid	154-174	complement C9	Homo sapiens	71-81
27779377-8	2016	Structural comparison of ARX 21 and other C-9 reducing KRs revealed a difference in the enzyme active site that may enlighten the molecular basis of KR substrate specificity.	arx	25-28	complement C9	Homo sapiens	42-45
26985318-3	2016	We report the biological activity of a small-molecule CypD inhibitor (C-9), which binds strongly to CypD and attenuates mitochondrial and cellular perturbation insulted by Abeta and calcium stress.	Calcium	182-189	complement C9	Homo sapiens	70-73
25987426-6	2016	However, later evidence suggests that such physiological effects of CLA might be different between the isomers: t-10, c-12-CLA is thought to be anticarcinogenic, antiobesity and antidiabetic, whereas c-9, t-11-CLA is mainly anti-inflammatory.	Linoleic Acids, Conjugated	68-71	complement C9	Homo sapiens	200-203
26960694-6	2016	Nineteen genomic regions, distributed in sixteen different chromosomes accounted for more than 1 % of the additive genetic variance for the monounsaturated fatty acids, such as the sum of monounsaturated fatty acids, C14:1 cis-9, C18:1 trans-11, C18:1 cis-9, and C18:1 trans-9.	Fatty Acids, Monounsaturated	140-167	complement C9	Homo sapiens	217-228
26960694-6	2016	Nineteen genomic regions, distributed in sixteen different chromosomes accounted for more than 1 % of the additive genetic variance for the monounsaturated fatty acids, such as the sum of monounsaturated fatty acids, C14:1 cis-9, C18:1 trans-11, C18:1 cis-9, and C18:1 trans-9.	Fatty Acids, Monounsaturated	140-167	complement C9	Homo sapiens	246-257
26960694-7	2016	Forty genomic regions explained more than 1 % of the additive variance for the polyunsaturated fatty acids group, which are related to the total polyunsaturated fatty acids, C20:4 n-6, C18:2 cis-9 cis12 n-6, C18:3 n-3, C18:3 n-6, C22:6 n-3 and C20:3 n-6 cis-8 cis-11 cis-14.	Fatty Acids, Unsaturated	79-106	complement C9	Homo sapiens	185-196
26841934-2	2016	In contrast to homologous proteins such as perforin and the cholesterol-dependent cytolysins (CDCs), all of which require the membrane for oligomerisation, C9 assembles directly onto the nascent MAC from solution.	Cholesterol	60-71	complement C9	Homo sapiens	156-158
26841934-2	2016	In contrast to homologous proteins such as perforin and the cholesterol-dependent cytolysins (CDCs), all of which require the membrane for oligomerisation, C9 assembles directly onto the nascent MAC from solution.	Chenodeoxycholate 3-sulphate	94-98	complement C9	Homo sapiens	156-158
27853932-5	2016	Some of the Delta-9 desaturation products of t-18:1 (c9, t14- and c9, t15-18:2) have been previously tentatively identified as different fatty acids, and for the first time we provide evidence of the presence of c9, t16-18:2, and where t6, c9-18:2 may elute during analysis of FAME from beef fat.	Fatty Acids	137-148	complement C9	Homo sapiens	53-68
26286349-7	2016	In vitro fermentation resulted in the formation of vaccenic acid (C18:1t11, 32.1 +- 3.2 % FAME; fatty acid methyl ester) and conjugated linoleic acid (c9,t11 CLA, 2.4 +- 0.7 % FAME) exclusively in fermented walnut samples.	Linoleic Acid	136-149	complement C9	Homo sapiens	151-161
26286349-9	2016	CONCLUSION: This is the first study that demonstrates the ability of the human fecal microbiota to convert polyunsaturated fatty acids from walnuts to c9,t11 CLA as a potential chemopreventive metabolite.	Fatty Acids, Unsaturated	107-134	complement C9	Homo sapiens	151-161
27007063-3	2016	The present study aimed to evaluate the suppressive effects of cis-9, trans-11-CLA (c9,t11-CLA) on the expression of proinflammatory cytokines and intercellular adhesion molecule 1 (ICAM-1) in TNF-alpha-stimulated human bronchial epithelial (BEAS-2B) cells.	cis-9	63-68	complement C9	Homo sapiens	84-94
26400077-1	2015	The de novo design of a beta/gamma-peptidic foldamer motif has led to the discovery of an unprecedented 9/8-ribbon featuring an uninterrupted alternating C9/C8 hydrogen-bonding network.	Hydrogen	160-168	complement C9	Homo sapiens	154-159
26595184-1	2016	To explore novel high efficiency and low toxicity antitumor agents, a series of dihydroartemisinin-cinnamic acid ester derivatives modified on C-12 and/or C-9 position (s) were synthesized and the in vitro antitumor activities against PC-3, SGC-7901, A549 and MDA-MB-435s cancer cell lines were assessed.	artenimol	80-98	complement C9	Homo sapiens	155-158
26595184-1	2016	To explore novel high efficiency and low toxicity antitumor agents, a series of dihydroartemisinin-cinnamic acid ester derivatives modified on C-12 and/or C-9 position (s) were synthesized and the in vitro antitumor activities against PC-3, SGC-7901, A549 and MDA-MB-435s cancer cell lines were assessed.	cinnamic acid	99-118	complement C9	Homo sapiens	155-158
26561632-9	2015	c9,t11-CLA lowered triacylglycerol (P <= 0.01) and had no effect on other lipoprotein risk factors.	Triglycerides	19-34	complement C9	Homo sapiens	0-10
26206427-1	2015	Continuing the structure-activity relationship studies in the vitamin D area, we designed and synthesized novel C-9 substituted calcitriol analogues, possessing different nonpolar groups at this position.	Vitamin D	62-71	complement C9	Homo sapiens	112-115
26206427-1	2015	Continuing the structure-activity relationship studies in the vitamin D area, we designed and synthesized novel C-9 substituted calcitriol analogues, possessing different nonpolar groups at this position.	Calcitriol	128-138	complement C9	Homo sapiens	112-115
25695425-2	2015	The commercially available alkaloid boldine (2) was used as the starting material for synthesis of various C-9 alkoxy analogues of N-methyllaurotetanine in order to gauge the effect of C-9 alkylation on affinity and selectivity at 5-HT1A, 5-HT2A, and 5-HT7 receptors.	Alkaloids	27-35	complement C9	Homo sapiens	107-110
25695425-2	2015	The commercially available alkaloid boldine (2) was used as the starting material for synthesis of various C-9 alkoxy analogues of N-methyllaurotetanine in order to gauge the effect of C-9 alkylation on affinity and selectivity at 5-HT1A, 5-HT2A, and 5-HT7 receptors.	Alkaloids	27-35	complement C9	Homo sapiens	185-188
25695425-2	2015	The commercially available alkaloid boldine (2) was used as the starting material for synthesis of various C-9 alkoxy analogues of N-methyllaurotetanine in order to gauge the effect of C-9 alkylation on affinity and selectivity at 5-HT1A, 5-HT2A, and 5-HT7 receptors.	boldine	36-43	complement C9	Homo sapiens	107-110
25695425-2	2015	The commercially available alkaloid boldine (2) was used as the starting material for synthesis of various C-9 alkoxy analogues of N-methyllaurotetanine in order to gauge the effect of C-9 alkylation on affinity and selectivity at 5-HT1A, 5-HT2A, and 5-HT7 receptors.	boldine	36-43	complement C9	Homo sapiens	185-188
25723625-2	2015	Through the C-9s of the fluorene units, three triphenylamine units attached to diphenylphosphine oxide are connected in series to form a macrocyclic structure.	fluorene	24-32	complement C9	Homo sapiens	12-15
25723625-2	2015	Through the C-9s of the fluorene units, three triphenylamine units attached to diphenylphosphine oxide are connected in series to form a macrocyclic structure.	4,4',4''-tris(3-methylphenyl(phenyl)amino)triphenylamine	46-60	complement C9	Homo sapiens	12-15
25723625-2	2015	Through the C-9s of the fluorene units, three triphenylamine units attached to diphenylphosphine oxide are connected in series to form a macrocyclic structure.	triphenylphosphine oxide	79-102	complement C9	Homo sapiens	12-15
24909815-3	2014	Dynamic simulations were carried out on the analogues of GM3 varying in the substituents at C-1, C-4, C-5, C-8 and C-9 positions of their sialic acid or Neuraminic acid (NeuAc) residue.	gm3	57-60	complement C9	Homo sapiens	115-118
25543833-1	2015	An efficient synthetic method of fluorenes having an enamine moiety at C-9 methylene bridge is developed from N-sulfonyl-4-biaryl-1,2,3-triazole derivatives via Rh-catalyzed denitrogenative cyclization in a 5-exo mode.	Fluorenes	33-42	complement C9	Homo sapiens	71-74
25543833-1	2015	An efficient synthetic method of fluorenes having an enamine moiety at C-9 methylene bridge is developed from N-sulfonyl-4-biaryl-1,2,3-triazole derivatives via Rh-catalyzed denitrogenative cyclization in a 5-exo mode.	cyclopentyl enamine	53-60	complement C9	Homo sapiens	71-74
25543833-1	2015	An efficient synthetic method of fluorenes having an enamine moiety at C-9 methylene bridge is developed from N-sulfonyl-4-biaryl-1,2,3-triazole derivatives via Rh-catalyzed denitrogenative cyclization in a 5-exo mode.	n-sulfonyl-4-biaryl-1,2,3-triazole	110-144	complement C9	Homo sapiens	71-74
25543833-1	2015	An efficient synthetic method of fluorenes having an enamine moiety at C-9 methylene bridge is developed from N-sulfonyl-4-biaryl-1,2,3-triazole derivatives via Rh-catalyzed denitrogenative cyclization in a 5-exo mode.	Rhodium	161-163	complement C9	Homo sapiens	71-74
25131956-1	2014	A series of new podophyllotoxin derivatives containing structural modifications at C-7, C-8, and C-9 were synthesized and evaluated for their cytotoxic activity against three human cancer cell lines.	Podophyllotoxin	16-31	complement C9	Homo sapiens	97-100
24909815-3	2014	Dynamic simulations were carried out on the analogues of GM3 varying in the substituents at C-1, C-4, C-5, C-8 and C-9 positions of their sialic acid or Neuraminic acid (NeuAc) residue.	N-Acetylneuraminic Acid	138-149	complement C9	Homo sapiens	115-118
24885528-2	2014	The synthesis features a chiral pool approach to prepare the chiral C-9 unit containing a quaternary carbon center, an Ir-catalyzed C-H borylation to synthesize the 2-indoleboronic acid pinacol ester, and a Suzuki reaction to couple together the two key intermediates.	Carbon	101-107	complement C9	Homo sapiens	68-71
24239861-4	2014	C9 is the major pore-forming component of the MAC and is also likely to contain two TMH segments because of its homology to C8alpha and C8beta.	tmh	84-87	complement C9	Homo sapiens	0-2
24625033-6	2014	By comparing the oxysterol profile formed from 7-DHC and those formed from 8-DHC and 5,8(14)-dienol, products formed from abstraction of the hydrogen atoms at C-9 and C-14 (H-9 or H-14 mechanism) were clearly differentiated.	Oxysterols	17-26	complement C9	Homo sapiens	159-162
24625033-6	2014	By comparing the oxysterol profile formed from 7-DHC and those formed from 8-DHC and 5,8(14)-dienol, products formed from abstraction of the hydrogen atoms at C-9 and C-14 (H-9 or H-14 mechanism) were clearly differentiated.	cholesta-5,8-dien-3 beta-ol	75-80	complement C9	Homo sapiens	159-162
24625033-6	2014	By comparing the oxysterol profile formed from 7-DHC and those formed from 8-DHC and 5,8(14)-dienol, products formed from abstraction of the hydrogen atoms at C-9 and C-14 (H-9 or H-14 mechanism) were clearly differentiated.	5,8(14)-dienol	85-99	complement C9	Homo sapiens	159-162
24625033-6	2014	By comparing the oxysterol profile formed from 7-DHC and those formed from 8-DHC and 5,8(14)-dienol, products formed from abstraction of the hydrogen atoms at C-9 and C-14 (H-9 or H-14 mechanism) were clearly differentiated.	Hydrogen	141-149	complement C9	Homo sapiens	159-162
24496268-1	2014	The synthesis of a cyclohexane skeleton possessing different oxygenated functional groups at C-3, C-8 and C-9, and a D1,6-double bond has been accomplished in 10 steps with an overall 17% yield.	Cyclohexane	19-30	complement C9	Homo sapiens	106-109
24307616-6	2014	The analysis of dimethyloxazoline (DMOX) and picolinyl derivatives proved the double bond position to be at C-9.	2,4-Dimethyl-4,5-dihydro-1,3-oxazole	16-33	complement C9	Homo sapiens	108-111
24307616-6	2014	The analysis of dimethyloxazoline (DMOX) and picolinyl derivatives proved the double bond position to be at C-9.	dmox	35-39	complement C9	Homo sapiens	108-111
24307616-6	2014	The analysis of dimethyloxazoline (DMOX) and picolinyl derivatives proved the double bond position to be at C-9.	picolinyl	45-54	complement C9	Homo sapiens	108-111
24552471-4	2014	Compounds 5 and 6 possess a unique 7/7 fused carbocyclic core with an internal ester bridge between C-9 and C-14, and 5 exhibited protective activity against H2O2-induced oxidative damage on Caco-2 cells.	Esters	79-84	complement C9	Homo sapiens	100-103
24552471-4	2014	Compounds 5 and 6 possess a unique 7/7 fused carbocyclic core with an internal ester bridge between C-9 and C-14, and 5 exhibited protective activity against H2O2-induced oxidative damage on Caco-2 cells.	Carbon	0-1	complement C9	Homo sapiens	100-103
24552471-4	2014	Compounds 5 and 6 possess a unique 7/7 fused carbocyclic core with an internal ester bridge between C-9 and C-14, and 5 exhibited protective activity against H2O2-induced oxidative damage on Caco-2 cells.	Hydrogen Peroxide	158-162	complement C9	Homo sapiens	100-103
23809328-4	2013	Following supplementation, the plasma concentrations of c9,t11CLA and its metabolites conjugated dienes (CD) 18:3 and the beta oxidation product CD 16:2 were incorporated in a linear fashion, while on the other hand CD 20:3 reached a plateau following intakes of 1.6g/d of dietary intake, and was not further increased following higher CLA intakes.	dienes	97-103	complement C9	Homo sapiens	56-65
24206617-4	2014	Taking advantage of our recently introduced tools for high-throughput P450 fingerprinting and fingerprint-driven P450 reactivity prediction, we evolved P450 variants useful for carrying out the highly regioselective hydroxylation of two aliphatic sites (C9 and C14) in parthenolide carbocyclic backbone.	parthenolide	269-281	complement C9	Homo sapiens	254-264
23809328-4	2013	Following supplementation, the plasma concentrations of c9,t11CLA and its metabolites conjugated dienes (CD) 18:3 and the beta oxidation product CD 16:2 were incorporated in a linear fashion, while on the other hand CD 20:3 reached a plateau following intakes of 1.6g/d of dietary intake, and was not further increased following higher CLA intakes.	Cadmium	105-107	complement C9	Homo sapiens	56-65
23809328-4	2013	Following supplementation, the plasma concentrations of c9,t11CLA and its metabolites conjugated dienes (CD) 18:3 and the beta oxidation product CD 16:2 were incorporated in a linear fashion, while on the other hand CD 20:3 reached a plateau following intakes of 1.6g/d of dietary intake, and was not further increased following higher CLA intakes.	Cadmium	145-147	complement C9	Homo sapiens	56-65
23809328-4	2013	Following supplementation, the plasma concentrations of c9,t11CLA and its metabolites conjugated dienes (CD) 18:3 and the beta oxidation product CD 16:2 were incorporated in a linear fashion, while on the other hand CD 20:3 reached a plateau following intakes of 1.6g/d of dietary intake, and was not further increased following higher CLA intakes.	Cadmium	145-147	complement C9	Homo sapiens	56-65
23829449-8	2013	Taken together, the results of the current study represent the first evidence of involvement of C-7-OH and 9-NH group of mahanine for its cytotoxicity and its minor groove binding ability with DNA.	mahanine	121-129	complement C9	Homo sapiens	96-108
23232930-0	2013	Antimalarial C-9 oxime derivatives from desmycosin, produced by click chemistry.	tylosin B	40-50	complement C9	Homo sapiens	13-16
23869809-4	2013	The double bond between C-9-C-10 and the 12,13-epoxide ring are essential structural features for trichothecene toxicity.	12,13-epoxide	41-54	complement C9	Homo sapiens	24-27
23869809-4	2013	The double bond between C-9-C-10 and the 12,13-epoxide ring are essential structural features for trichothecene toxicity.	Trichothecenes	98-111	complement C9	Homo sapiens	24-27
23869809-12	2013	The presence of a second epoxy ring at C-7-C-8 reduces the toxicity, whereas epoxidation at C-9-C-10 of some macrocyclic trichothecenes increases the activity.	Trichothecenes	121-135	complement C9	Homo sapiens	92-95
23748793-3	2013	Dec-9-en-1-ol was converted to the aldehyde segment, whose C-9 configuration was introduced by Sharpless asymmetric dihydroxylation.	9-DECEN-1-OL	0-13	complement C9	Homo sapiens	59-62
23748793-3	2013	Dec-9-en-1-ol was converted to the aldehyde segment, whose C-9 configuration was introduced by Sharpless asymmetric dihydroxylation.	Aldehydes	35-43	complement C9	Homo sapiens	59-62
22584027-5	2012	Analysis of cellular fatty acids revealed a 2-fold higher incorporation of c9,t11-CLA (40 and 80muM) in HT-29 cells compared to LT-97 cells.	Fatty Acids	21-32	complement C9	Homo sapiens	75-85
23381854-2	2013	Frequent modification of O-acetylations at positions C-7, C-8, or C-9 of Sias generates a family of O-acetylated sialic acid (O-AcSia) and plays crucial roles in many cellular events like cell-cell adhesion, proliferation, migration, etc.	N-Acetylneuraminic Acid	113-124	complement C9	Homo sapiens	66-69
23050841-2	2012	The catalyst with a bulky 1-adamantoyl group at the C-9 position promoted the enantioselective alpha-hydroxylation of beta-oxo esters and resulted in the corresponding products in 35-95% yields and 58-90% ee.	1-adamantoyl	26-38	complement C9	Homo sapiens	52-55
23050841-2	2012	The catalyst with a bulky 1-adamantoyl group at the C-9 position promoted the enantioselective alpha-hydroxylation of beta-oxo esters and resulted in the corresponding products in 35-95% yields and 58-90% ee.	beta-oxo esters	118-133	complement C9	Homo sapiens	52-55
22944121-1	2012	Novel indolo[2,3-b]quinoline derivatives substituted at N-6 and C-2 or C-9 positions with (dimethylamino)ethyl chains linked to heteroaromatic core by ether, amide or amine bonds, were manufactured and evaluated in vitro for their cytotoxic activity against several cell lines of different origin including multidrug resistant sublines and tested for their ability to influence the cell cycle and inhibit topoisomerase II activity.	indolo(2,3-b)quinoline	6-28	complement C9	Homo sapiens	71-74
22944121-1	2012	Novel indolo[2,3-b]quinoline derivatives substituted at N-6 and C-2 or C-9 positions with (dimethylamino)ethyl chains linked to heteroaromatic core by ether, amide or amine bonds, were manufactured and evaluated in vitro for their cytotoxic activity against several cell lines of different origin including multidrug resistant sublines and tested for their ability to influence the cell cycle and inhibit topoisomerase II activity.	Dimethyl amidogen	91-104	complement C9	Homo sapiens	71-74
22944121-1	2012	Novel indolo[2,3-b]quinoline derivatives substituted at N-6 and C-2 or C-9 positions with (dimethylamino)ethyl chains linked to heteroaromatic core by ether, amide or amine bonds, were manufactured and evaluated in vitro for their cytotoxic activity against several cell lines of different origin including multidrug resistant sublines and tested for their ability to influence the cell cycle and inhibit topoisomerase II activity.	Ether	151-156	complement C9	Homo sapiens	71-74
22944121-1	2012	Novel indolo[2,3-b]quinoline derivatives substituted at N-6 and C-2 or C-9 positions with (dimethylamino)ethyl chains linked to heteroaromatic core by ether, amide or amine bonds, were manufactured and evaluated in vitro for their cytotoxic activity against several cell lines of different origin including multidrug resistant sublines and tested for their ability to influence the cell cycle and inhibit topoisomerase II activity.	Amines	167-172	complement C9	Homo sapiens	71-74
22485067-0	2012	Mycobacterium aromativorans JS19b1(T) Degrades Phenanthrene through C-1,2, C-3,4 and C-9,10 Dioxygenation Pathways.	phenanthrene	47-59	complement C9	Homo sapiens	68-88
22485067-2	2012	Strain JS19b1(T) degrades phenanthrene through highly branched metabolic pathways, including dioxygenation on C-1,2, C-3,4 and C-9,10 positions and ring opening by both ortho- and meta-cleavage.	phenanthrene	26-38	complement C9	Homo sapiens	110-130
22485067-9	2012	C-9,10 dioxygenation of phenanthrene produced phthalic acid through decarboxylation and mono-/di-oxygenation.	phenanthrene	24-36	complement C9	Homo sapiens	0-3
22485067-9	2012	C-9,10 dioxygenation of phenanthrene produced phthalic acid through decarboxylation and mono-/di-oxygenation.	phthalic acid	46-59	complement C9	Homo sapiens	0-3
22249938-3	2012	Here we show that 9,11-furan-FA, the oxidation product of the major CLA isomer cis-9,trans-11-CLA (c9,t11-CLA), is not toxic to human intestinal Caco-2 cells up to a level of 100 muM.	9,11-furan-fa	18-31	complement C9	Homo sapiens	99-109
22377670-1	2012	A set of 8-methylene-, 8-methyl-, and 8-methyl-9-dihydro-oleandomycin derivatives having different combinations of stereochemistries at positions C-8 and/or C-9 have been prepared in a chemoselective and stereoselective manner and tested in vitro for antibacterial activity and inhibition of IL-6 production.	8-methylene-, 8-methyl-, and 8-methyl-9-dihydro-oleandomycin	9-69	complement C9	Homo sapiens	157-160
22249938-3	2012	Here we show that 9,11-furan-FA, the oxidation product of the major CLA isomer cis-9,trans-11-CLA (c9,t11-CLA), is not toxic to human intestinal Caco-2 cells up to a level of 100 muM.	trans-11-cla	85-97	complement C9	Homo sapiens	99-109
22249938-4	2012	Oil-Red-O staining indicated that 9,11-furan-FA as well as c9,t11-CLA and linoleic acid are taken up by the cells and stored in the form of triglycerides in lipid droplets.	Oils	0-3	complement C9	Homo sapiens	59-69
22249938-4	2012	Oil-Red-O staining indicated that 9,11-furan-FA as well as c9,t11-CLA and linoleic acid are taken up by the cells and stored in the form of triglycerides in lipid droplets.	Triglycerides	140-153	complement C9	Homo sapiens	59-69
22365759-2	2012	Most of the compounds synthesized showed good anti-proliferative properties in vitro against three cancer cell lines and 9-(2-hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione possessing a 2-hydroxy phenyl group at C-9 position was found to be promising.	9-(2-Hydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione	121-208	complement C9	Homo sapiens	248-251
22286328-1	2012	A series of 7,12-dihydroindolo[3,2-d][1]benzazepine-6(5H)-ones (paullones) substituted at C9/C10 (Br) and C2 (Me, CF(3), CO(2)Me) have been synthesized by a one-pot Suzuki-Miyaura cross-coupling of an o-aminoarylboronic acid and methyl 2-iodoindoleacetate followed by intramolecular amide formation.	7,12-dihydroindolo[3,2-d][1]benzazepine-6(5h)-ones	12-62	complement C9	Homo sapiens	90-96
22105760-2	2012	Herein, several protocols that can effect the regioselective arylation and alkylation of acridines at the C-4 and C-9 positions are described.	Acridines	89-98	complement C9	Homo sapiens	114-117
22353170-2	2012	C-9 arylated cinchona alkaloid catalysts have been found to be considerably superior to other bifunctional alkaloid catalysts as the promoters of this asymmetric process.	Cinchona Alkaloids	13-30	complement C9	Homo sapiens	0-3
22353170-2	2012	C-9 arylated cinchona alkaloid catalysts have been found to be considerably superior to other bifunctional alkaloid catalysts as the promoters of this asymmetric process.	Alkaloids	22-30	complement C9	Homo sapiens	0-3
23605977-4	2012	By using reference compounds and ZEN labeled with deuterium at specific positions, evidence was provided for the preferential hydroxylation of ZEN at C-8 and, to a lesser extent, at C-9, C-10, and C-5.	Deuterium	50-59	complement C9	Homo sapiens	182-185
21748189-7	2011	The data indicate permissive elaboration of hydroxyl at C-8 or C-9, enabling the possibility of improved pharmaceutical properties, whilst retaining potency against DNA-PK.	Hydroxyl Radical	44-52	complement C9	Homo sapiens	63-66
21431234-4	2011	Sterols 4-6 possess hydroxy groups at C-9 and C-11 and might be oxidatively cleaved to the corresponding 9,11-secosterols.	Sterols	0-7	complement C9	Homo sapiens	38-41
25152561-6	2011	An efficient onestep cost-effective method has been developed for the preparation of C-9 deuterium-labeled ONE.	Deuterium	89-98	complement C9	Homo sapiens	85-88
22332075-1	2011	There are 2 predominant sources of dietary trans fatty acids (TFA) in the food supply, those formed during the industrial partial hydrogenation of vegetable oils (iTFA) and those formed by biohydrogenation in ruminants (rTFA), including vaccenic acid (VA) and the naturally occurring isomer of conjugated linoleic acid, cis-9, trans-11 CLA (c9,t11-CLA).	Trans Fatty Acids	43-60	complement C9	Homo sapiens	341-351
22332075-1	2011	There are 2 predominant sources of dietary trans fatty acids (TFA) in the food supply, those formed during the industrial partial hydrogenation of vegetable oils (iTFA) and those formed by biohydrogenation in ruminants (rTFA), including vaccenic acid (VA) and the naturally occurring isomer of conjugated linoleic acid, cis-9, trans-11 CLA (c9,t11-CLA).	Trans Fatty Acids	62-65	complement C9	Homo sapiens	341-351
21349726-0	2011	CD22-antagonists with nanomolar potency: the synergistic effect of hydrophobic groups at C-2 and C-9 of sialic acid scaffold.	N-Acetylneuraminic Acid	104-115	complement C9	Homo sapiens	97-100
21155524-2	2011	Through the C-9s of the central fluorene units of four surrounding oligofluorenes, four carbazole units are connected in a series to form a macrocyclic core.	fluorene	32-40	complement C9	Homo sapiens	12-15
21155524-2	2011	Through the C-9s of the central fluorene units of four surrounding oligofluorenes, four carbazole units are connected in a series to form a macrocyclic core.	oligofluorenes	67-81	complement C9	Homo sapiens	12-15
21155524-2	2011	Through the C-9s of the central fluorene units of four surrounding oligofluorenes, four carbazole units are connected in a series to form a macrocyclic core.	carbazole	88-97	complement C9	Homo sapiens	12-15
22272124-10	2011	Additionally, although bile salts inhibited growth and c9, t11 CLA production by the growing cell, it promoted the c9, t11 CLA production by the resting cell.	Bile Acids and Salts	23-33	complement C9	Homo sapiens	115-126
20828175-1	2010	Glycine-derived 1H-benzo[e][1,4]diazepin-2(3H)-ones (BZDs) 5d-g featuring C9- and N1- substitution exhibit enantiomerization barriers too high to be measured by (1)H NMR coalescence experiments.	Glycine	0-7	complement C9	Homo sapiens	74-84
21077636-2	2010	Chiral N-acylpyridinium salt chemistry was used twice to set the stereocenters at the C-9 and C-2" positions of the phlegmarine skeleton.	n-acylpyridinium salt	7-28	complement C9	Homo sapiens	86-89
20470813-3	2010	The presence of a cholesterol-type side chain, which appears to play a major role in determining the biological activity, the existence of a ketone functional at C-9 is also crucial for anticancer activity whereas hydroxyl/ketone function at C-22 on the side chain did not increase cytotoxicity.	Ketones	141-147	complement C9	Homo sapiens	162-165
22272124-1	2011	Cis-9, trans-11 conjugated linoleic acid (c9, t11 CLA) producing bacteria have attracted much attention as novel probiotics which have shown beneficial effects on host health.	9,11-linoleic acid	0-15	complement C9	Homo sapiens	42-53
22272124-1	2011	Cis-9, trans-11 conjugated linoleic acid (c9, t11 CLA) producing bacteria have attracted much attention as novel probiotics which have shown beneficial effects on host health.	Linoleic Acid	27-40	complement C9	Homo sapiens	42-53
22272124-2	2011	However, bile salts are able to inhibit bacterial growth and c9, t11 CLA production.	Bile Acids and Salts	9-19	complement C9	Homo sapiens	61-72
22272124-5	2011	However, recovery of c9, t11 CLA production was only demonstrated in the presence of Tween 80 (72.89 mug/mL).	Polysorbates	85-93	complement C9	Homo sapiens	21-32
22272124-6	2011	Stepwise increasing oxgall in a concentrations range from 0.1% to 0.9% according to human intestinal physiological environments, Tween 80 still showed significant (P < 0.05) recovery ability on growth (8.91-8.04 log CFU/mL) and c9, t11 CLA (69.22-34.27 mug/mL) production.	Polysorbates	129-137	complement C9	Homo sapiens	231-242
22272124-8	2011	Results showed that Tween 80 could significantly (P < 0.05) recover c9, t11 CLA production in the presence of all types of bile salts, but the Tween 80 could only significantly (P < 0.05) recover viable counts of the strain in the presence of CA, DCA and CDCA.	Polysorbates	20-28	complement C9	Homo sapiens	71-82
22272124-8	2011	Results showed that Tween 80 could significantly (P < 0.05) recover c9, t11 CLA production in the presence of all types of bile salts, but the Tween 80 could only significantly (P < 0.05) recover viable counts of the strain in the presence of CA, DCA and CDCA.	Bile Acids and Salts	126-136	complement C9	Homo sapiens	71-82
22272124-10	2011	Additionally, although bile salts inhibited growth and c9, t11 CLA production by the growing cell, it promoted the c9, t11 CLA production by the resting cell.	Bile Acids and Salts	23-33	complement C9	Homo sapiens	55-66
20828175-1	2010	Glycine-derived 1H-benzo[e][1,4]diazepin-2(3H)-ones (BZDs) 5d-g featuring C9- and N1- substitution exhibit enantiomerization barriers too high to be measured by (1)H NMR coalescence experiments.	1H-benzo(e)(1,4)diazepin-2(3H)-one	16-51	complement C9	Homo sapiens	74-84
20698559-1	2010	Syntheses, optical, and electrochemical properties of novel C-9 fluorenyl substituted anthracenes linked by a tetrahedral sp(3)-hybridized carbon atom are reported for blue light emitting materials.	sp(3)	122-127	complement C9	Homo sapiens	60-63
20698559-1	2010	Syntheses, optical, and electrochemical properties of novel C-9 fluorenyl substituted anthracenes linked by a tetrahedral sp(3)-hybridized carbon atom are reported for blue light emitting materials.	Carbon	139-145	complement C9	Homo sapiens	60-63