PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
2547451-3	1989	The lipid-derived spin adduct formed during autoxidation of liposomes was separated by thin-layer chromatography and found to co-migrate with the product(s) formed by direct addition of MNP to the corresponding unsaturated lipid or fatty acid.	unsaturated	211-222	spindlin 1	Homo sapiens	18-22
2588305-1	1989	Condensation of C22 and C21 steroidal aldehydes with ethyl 4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate 1 in alkaline medium, followed by decarboxylation, provides a simple route to the alpha, beta-unsaturated side-chain delta-lactone synthesis for a classical withanolide precursor.	unsaturated	195-206	TBL1X/Y related 1	Homo sapiens	24-27
952983-9	1976	The increased activity of the delta-6 desaturase in this second period is a secondary and important response of the cell to maintain the unsaturated : saturated acid ratio and fluidity of the membrane.	unsaturated	137-148	fatty acid desaturase 2	Rattus norvegicus	30-48
3401619-6	1988	Paper chromatography of the unsaturated disaccharides obtained by chondroitinase digestion showed that chondroitin sulfate chains were primarily 6-sulfated in the 2 studied extracts.	unsaturated	28-39	galactosamine (N-acetyl)-6-sulfatase	Homo sapiens	66-80
6156167-8	1980	Evidently, the antiserum raised against chondroitinase ABC-digested bovine nasal cartilage proteoglycan contains antibodies which recognize the unsaturated uronic acid residue linked to N-acetylgalactosamine 4-sulfate.	unsaturated	144-155	galactosamine (N-acetyl)-6-sulfatase	Rattus norvegicus	40-54
33544062-14	2021	Into glial cells or neurons, LCFA-CoA are driven to mitochondria (CPT1a) or ER (CPT1c) where could be desaturated by SDC1 and, thereby, converted into structural and signaling unsaturated lipids as oleic acid, related with neuronal myelinization and differentiation.	unsaturated	176-187	carnitine palmitoyltransferase 1A	Rattus norvegicus	66-71
33544062-14	2021	Into glial cells or neurons, LCFA-CoA are driven to mitochondria (CPT1a) or ER (CPT1c) where could be desaturated by SDC1 and, thereby, converted into structural and signaling unsaturated lipids as oleic acid, related with neuronal myelinization and differentiation.	unsaturated	176-187	carnitine palmitoyltransferase 1c	Rattus norvegicus	80-85
32486008-9	2020	Among the tested unsaturated FAs, eicosapentaenoic acid, alpha-linolenic acid, and docosahexaenoic acid exhibited substantial URAT1-inhibitory activities, with half maximal inhibitory concentration values of 6.0, 14.2, and 15.2 muM, respectively.	unsaturated	17-28	solute carrier family 22 member 12	Homo sapiens	126-131
31066094-4	2019	Taking all of these in consideration, a new Karplus-type equation was proposed for 3 JCH couplings in alpha,beta-unsaturated compounds, which can be used for configurational and conformational assignment on trisubstituted double bond derivatives.	unsaturated	113-124	joining chain of multimeric IgA and IgM	Homo sapiens	85-88
32874247-0	2020	Scientific Opinion on Flavouring Group Evaluation 72, Revision 2 (FGE.72Rev2): consideration of aliphatic, branched-chain saturated and unsaturated alcohols, aldehydes, acids and related esters evaluated by JECFA (61st, 68th and 69th meetings) and structurally related to flavouring substances in FGE.05Rev3.	unsaturated	136-147	sulfatase modifying factor 1	Homo sapiens	66-69
29743047-10	2018	CONCLUSION: DBR1 had high selectivity to hydrogenated the 10,11-unsaturated double bond of beta-ionone as well as high catalytic efficiency for the conversion of beta-ionone to dihydro-beta-ionone.	unsaturated	64-75	debranching RNA lariats 1	Homo sapiens	12-16
32626377-0	2019	Scientific Opinion on Flavouring Group Evaluation 5, Revision 3 (FGE.05Rev3): Branched- and straight-chain unsaturated aldehydes, dienals, unsaturated and saturated carboxylic acids and related esters with saturated and unsaturated aliphatic alcohols and a phenylacetic acid related ester from chemical groups 1, 2, 3, 5 and 15.	unsaturated	107-118	sulfatase modifying factor 1	Homo sapiens	65-68
32626377-0	2019	Scientific Opinion on Flavouring Group Evaluation 5, Revision 3 (FGE.05Rev3): Branched- and straight-chain unsaturated aldehydes, dienals, unsaturated and saturated carboxylic acids and related esters with saturated and unsaturated aliphatic alcohols and a phenylacetic acid related ester from chemical groups 1, 2, 3, 5 and 15.	unsaturated	107-118	REV3 like, DNA directed polymerase zeta catalytic subunit	Homo sapiens	71-75
30420431-2	2019	Porcupine (PORCN) is an endoplasmic reticulum (ER)-resident integral membrane enzyme that catalyzes posttranslational modification of Wnts with palmitoleic acid, an unsaturated lipid.	unsaturated	165-176	porcupine O-acyltransferase	Homo sapiens	0-9
30420431-2	2019	Porcupine (PORCN) is an endoplasmic reticulum (ER)-resident integral membrane enzyme that catalyzes posttranslational modification of Wnts with palmitoleic acid, an unsaturated lipid.	unsaturated	165-176	porcupine O-acyltransferase	Homo sapiens	11-16
31129031-7	2019	These findings suggest that the alpha,beta-unsaturated carbonyl moiety of 15-keto PGE2 is essential for its suppression of STAT3 signaling.	unsaturated	43-54	signal transducer and activator of transcription 3	Homo sapiens	123-128
28752254-2	2017	Negative values of Gibbs free energy of mixing (DeltaG mix) were obtained throughout the investigated ranges of the unsaturated C18 fatty-acid (L1, L2 and L3) mixed systems, indicating that very strong attractions occurred between molecules in the monolayers.	unsaturated	116-127	Bardet-Biedl syndrome 9	Homo sapiens	128-131
20442372-8	2010	Observations that recombinant ACBP3 binds PC, PE, and unsaturated acyl-CoAs in vitro and that ACBP3 overexpression enhances degradation of the autophagy (ATG)-related protein ATG8 and disrupts autophagosome formation suggest a role for ACBP3 as a phospholipid binding protein involved in the regulation of leaf senescence by modulating membrane phospholipid metabolism and ATG8 stability in Arabidopsis.	unsaturated	54-65	acyl-CoA-binding domain 3	Arabidopsis thaliana	30-35
12429017-6	2003	The observed reactivity of cytochrome c with oxidized forms of unsaturated lipids reinforces the possibility of the acyl chain insertion in the haemprotein structure.	unsaturated	63-74	cytochrome c, somatic	Homo sapiens	27-39
17604010-11	2007	The results indicate that at physiological levels of chloride and bromide, chloride promotes MPO-mediated formation of bromohydrins and lyso-PC in unsaturated phospholipids.	unsaturated	147-158	myeloperoxidase	Homo sapiens	93-96
10694258-9	2000	Among the lipids tested, only unsaturated free fatty acids such as oleic, linoleic, and arachidonic acids (0.2-2 microM) reversibly inhibited the ATP-dependent gating of native K(ACh) channels in atrial cells and hippocampal neurons, and of recombinant K(ACh) channels (GIRK1/4 and GIRK1/2) expressed in oocytes.	unsaturated	30-41	potassium inwardly-rectifying channel, subfamily J, member 3	Rattus norvegicus	270-277
10694258-9	2000	Among the lipids tested, only unsaturated free fatty acids such as oleic, linoleic, and arachidonic acids (0.2-2 microM) reversibly inhibited the ATP-dependent gating of native K(ACh) channels in atrial cells and hippocampal neurons, and of recombinant K(ACh) channels (GIRK1/4 and GIRK1/2) expressed in oocytes.	unsaturated	30-41	potassium inwardly-rectifying channel, subfamily J, member 3	Rattus norvegicus	282-289
10553002-5	1999	The (omega;-1)/omega ratio decreased from 2.8 to 1 with lauric, myristic and palmitic acids as substrates, while the reverse was observed for unsaturated C18 fatty acids which are mainly omega-hydroxylated, except for elaidic acid showing a metabolic profile quite similar to those of saturated fatty acids.	unsaturated	142-153	Bardet-Biedl syndrome 9	Homo sapiens	154-157
1875015-3	1991	The reduced unsaturated/saturated fatty acids ratio (PUFA/SFA) observed in both erythrocytes and platelets and the decrease of arachidonic acid in platelets may depend by an active peroxidation process as documented by the increase of MDA.	unsaturated	12-23	pumilio RNA binding family member 3	Homo sapiens	53-57
8178956-3	1994	PLD acts on a subfraction of PE enriched in 1-o-alkyl and 1-o-alkenyl, sn-2-unsaturated species, generating a unique PA subspecies 30-120 s after stimulation.	unsaturated	76-87	glycosylphosphatidylinositol specific phospholipase D1	Homo sapiens	0-3
9733956-11	1998	The latter effect of POPG is likely to be due to augmented hydration of the unsaturated lipid constituting a barrier for the contact between apoB and the vesicle surface.	unsaturated	76-87	apolipoprotein B	Homo sapiens	141-145
34671163-4	2021	Upregulation of stearoyl-CoA desaturase (SCD), which synthesises monounsaturated fatty acids, is required for cancer cells to proliferate in a lipid-depleted environment, and CR also impairs tumour SCD activity to cause an imbalance between unsaturated and saturated fatty acids to slow tumour growth.	unsaturated	241-252	stearoyl-Coenzyme A desaturase 1	Mus musculus	41-44
35176594-3	2022	Here, we demonstrated the detailed metabolic pathway of major bacteria and enzymes responsible for the beta-oxidation of individual saturated FAs (C16:0 and C18:0) and unsaturated FAs (C18:1 and C18:2).	unsaturated	168-179	Bardet-Biedl syndrome 9	Homo sapiens	185-188
35176594-3	2022	Here, we demonstrated the detailed metabolic pathway of major bacteria and enzymes responsible for the beta-oxidation of individual saturated FAs (C16:0 and C18:0) and unsaturated FAs (C18:1 and C18:2).	unsaturated	168-179	Bardet-Biedl syndrome 9	Homo sapiens	195-198