PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
24053224-3	2013	Here, we investigated in vitro and in vivo seeding effects of alpha-synuclein oligomers induced by the reactive aldehyde 4-oxo-2-nonenal (ONE).	4-oxo-2-nonenal	121-136	synuclein, alpha	Mus musculus	62-77
27665999-8	2016	Linoleic and arachidonic acids also effectively inhibited AKR1B10-mediated 4-oxo-2-nonenal metabolism in HCT-15 cells.	4-oxo-2-nonenal	75-90	aldo-keto reductase family 1 member B10	Homo sapiens	58-65
25739016-0	2015	Site-specific, intramolecular cross-linking of Pin1 active site residues by the lipid electrophile 4-oxo-2-nonenal.	4-oxo-2-nonenal	99-114	peptidylprolyl cis/trans isomerase, NIMA-interacting 1	Homo sapiens	47-51
26328486-8	2015	In contrast, the overexpression of CBR1 increased the reductase activity toward an oxidative stress-derived cytotoxic aldehyde 4-oxo-2-nonenal.	4-oxo-2-nonenal	127-142	carbonyl reductase 1	Homo sapiens	35-39
26328486-9	2015	The sensitivity of the DOX-resistant cells to 4-oxo-2-nonenal was lower than that of the parental cells, and the resistance-elicited hyposensitivity was almost completely ameliorated by addition of the CBR1 inhibitor.	4-oxo-2-nonenal	46-61	carbonyl reductase 1	Homo sapiens	202-206
26461321-5	2014	It was also revealed that the sera from the MFG-E8(-/-) mice exclusively cross-reacted with the protein-bound 4-oxo-2-nonenal (ONE), a highly reactive aldehyde originating from the peroxidation of ?6 polyunsaturated fatty acids.	4-oxo-2-nonenal	110-125	milk fat globule EGF and factor V/VIII domain containing	Mus musculus	44-50
26129771-1	2015	The oxidative stress-related reactive aldehydes 4-hydroxy-2-nonenal (HNE) and 4-oxo-2-nonenal (ONE) have been shown to promote formation of alpha-synuclein oligomers in vitro.	4-oxo-2-nonenal	78-93	synuclein alpha	Homo sapiens	140-155
25182963-6	2014	Additionally, 14 significantly decreased the cellular metabolism of androsterone and cytotoxic 4-oxo-2-nonenal by AKR1C3 at much lower concentrations than baccharin.	4-oxo-2-nonenal	95-110	aldo-keto reductase family 1 member C3	Homo sapiens	114-120
23874637-6	2013	Among the modified proteins with several unsaturated aldehydes of chain lengths varying from three to nine carbons, the MFG-E8(-/-) mice sera exclusively cross-reacted with the protein-bound 4-oxo-2-nonenal (ONE), a highly reactive aldehyde originating from the peroxidation of omega6 polyunsaturated fatty acids.	4-oxo-2-nonenal	191-206	milk fat globule EGF and factor V/VIII domain containing	Mus musculus	120-126
21167142-5	2011	As CBR1 catalyzes the reduction of the lipid peroxidation products 4HNE and 4ONE, we tested whether sniffer is able to metabolize these lipid derived aldehydes by carbonyl reduction.	4-oxo-2-nonenal	76-80	carbonyl reductase 1	Homo sapiens	3-7
23995665-5	2013	AKR1C5 also reduced various non-steroidal carbonyl compounds, including isatin, an antagonist of the C-type natriuretic peptide receptor, and 4-oxo-2-nonenal, suggesting its roles in controlling the bioactive isatin and detoxification of cytotoxic aldehydes.	4-oxo-2-nonenal	142-157	prostaglandin-E(2) 9-reductase	Oryctolagus cuniculus	0-6
23165153-5	2013	The resistance lowered the sensitivity toward cellular damages evoked by oxidative stress-derived aldehydes, 4-hydroxy-2-nonenal and 4-oxo-2-nonenal that are detoxified by AKR1C1 and AKR1C3.	4-oxo-2-nonenal	133-148	aldo-keto reductase family 1 member C1	Homo sapiens	172-178
23165153-5	2013	The resistance lowered the sensitivity toward cellular damages evoked by oxidative stress-derived aldehydes, 4-hydroxy-2-nonenal and 4-oxo-2-nonenal that are detoxified by AKR1C1 and AKR1C3.	4-oxo-2-nonenal	133-148	aldo-keto reductase family 1 member C3	Homo sapiens	183-189
17382197-7	2007	A structure-activity relationship was established where 4-HNE and 4-hydroperoxynonenal (4-HpNE) enhanced the activity of the PPARbeta/delta subtype while 4-hyroxyhexenal (4-HHE), 4-oxo-2-Nonenal (4-ONE), and trans-4,5-epoxy-2(E)-decenal did not activate this receptor.	4-oxo-2-nonenal	179-194	peroxisome proliferator activator receptor delta	Mus musculus	125-133
21130160-0	2011	The lipid peroxidation products 4-oxo-2-nonenal and 4-hydroxy-2-nonenal promote the formation of alpha-synuclein oligomers with distinct biochemical, morphological, and functional properties.	4-oxo-2-nonenal	32-47	synuclein alpha	Homo sapiens	97-112
21048316-0	2010	Rat aldose reductase-like protein (AKR1B14) efficiently reduces the lipid peroxidation product 4-oxo-2-nonenal.	4-oxo-2-nonenal	95-110	aldo-keto reductase family 1, member B8	Rattus norvegicus	4-33
21048316-0	2010	Rat aldose reductase-like protein (AKR1B14) efficiently reduces the lipid peroxidation product 4-oxo-2-nonenal.	4-oxo-2-nonenal	95-110	aldo-keto reductase family 1, member B7	Rattus norvegicus	35-42
18597497-10	2008	These data support the possibility that CBR inhibition occurs in BHT-treated mice, thereby compromising one pathway for inactivating lipid peroxidation products, particularly 4-oxo-2-nonenal.	4-oxo-2-nonenal	175-190	carbonyl reductase 1	Mus musculus	40-43
21205926-0	2011	4-oxo-2-nonenal (4-ONE): evidence of transient receptor potential ankyrin 1-dependent and -independent nociceptive and vasoactive responses in vivo.	4-oxo-2-nonenal	0-15	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	37-75
21205926-0	2011	4-oxo-2-nonenal (4-ONE): evidence of transient receptor potential ankyrin 1-dependent and -independent nociceptive and vasoactive responses in vivo.	4-oxo-2-nonenal	17-22	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	37-75
21205926-1	2011	This study explores the in vivo effects of the proposed transient receptor potential ankyrin 1 (TRPA1) agonist 4-oxo-2-nonenal (4-ONE).	4-oxo-2-nonenal	111-126	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	56-94
21205926-1	2011	This study explores the in vivo effects of the proposed transient receptor potential ankyrin 1 (TRPA1) agonist 4-oxo-2-nonenal (4-ONE).	4-oxo-2-nonenal	111-126	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	96-101
21205926-1	2011	This study explores the in vivo effects of the proposed transient receptor potential ankyrin 1 (TRPA1) agonist 4-oxo-2-nonenal (4-ONE).	4-oxo-2-nonenal	128-133	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	56-94
21205926-1	2011	This study explores the in vivo effects of the proposed transient receptor potential ankyrin 1 (TRPA1) agonist 4-oxo-2-nonenal (4-ONE).	4-oxo-2-nonenal	128-133	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	96-101
21205926-3	2011	We hypothesized that 4-ONE activates sensory nerves, via TRPA1 or possibly TRPV1, and thus triggers mechanical hyperalgesia, edema formation, and vasodilatation in mice.	4-oxo-2-nonenal	21-26	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	57-62
21205926-3	2011	We hypothesized that 4-ONE activates sensory nerves, via TRPA1 or possibly TRPV1, and thus triggers mechanical hyperalgesia, edema formation, and vasodilatation in mice.	4-oxo-2-nonenal	21-26	transient receptor potential cation channel, subfamily V, member 1	Mus musculus	75-80
21205926-6	2011	4-ONE (10 nmol) triggers unilateral mechanical hyperalgesia, edema formation, and vasodilatation in mice and is shown here to exhibit TRPA1-dependent and -independent effects.	4-oxo-2-nonenal	0-5	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	134-139
21205926-10	2011	Previously, 4-ONE was shown to be a potent TRPA1 agonist in vitro.	4-oxo-2-nonenal	12-17	transient receptor potential cation channel, subfamily A, member 1	Mus musculus	43-48
19013440-7	2009	We found that AKR1B10, a cytosolic member of the aldo-keto reductase superfamily, efficiently catalyzes the reduction of 4-HNE (K(m)=0.3mM, k(cat)=43 min(-1)), 4-ONE (K(m)=0.3mM, k(cat)=40 min(-1)) and 4-MP (K(m)=0.05 mM, k(cat)=25 min(-1)).	4-oxo-2-nonenal	160-165	aldo-keto reductase family 1 member B10	Homo sapiens	14-21
19013440-13	2009	However, it is still inactivated by 4-ONE in the absence of NADPH.While the best substrates for AKR1B10 are retinals, the high catalytic efficiency together with the protection from inactivation by NADPH suggests a role of AKR1B10 in the detoxification of biogenic aldehydes.	4-oxo-2-nonenal	36-41	aldo-keto reductase family 1 member B10	Homo sapiens	96-103
19013440-13	2009	However, it is still inactivated by 4-ONE in the absence of NADPH.While the best substrates for AKR1B10 are retinals, the high catalytic efficiency together with the protection from inactivation by NADPH suggests a role of AKR1B10 in the detoxification of biogenic aldehydes.	4-oxo-2-nonenal	36-41	aldo-keto reductase family 1 member B10	Homo sapiens	223-230
19183271-0	2009	The essential role of ERK in 4-oxo-2-nonenal-mediated cytotoxicity in SH-SY5Y human neuroblastoma cells.	4-oxo-2-nonenal	29-44	mitogen-activated protein kinase 1	Homo sapiens	22-25
17382197-7	2007	A structure-activity relationship was established where 4-HNE and 4-hydroperoxynonenal (4-HpNE) enhanced the activity of the PPARbeta/delta subtype while 4-hyroxyhexenal (4-HHE), 4-oxo-2-Nonenal (4-ONE), and trans-4,5-epoxy-2(E)-decenal did not activate this receptor.	4-oxo-2-nonenal	196-201	peroxisome proliferator activator receptor delta	Mus musculus	125-133
16311241-5	2006	4-Hydroxy-2-nonenal, 4-oxo-2-nonenal, and cyclopentenone prostaglandin A and J, which all contain alpha,beta-unsaturated carbonyls, inhibited the AMP-kinase kinase activity of cellular LKB1.	4-oxo-2-nonenal	21-36	serine/threonine kinase 11	Homo sapiens	185-189
16411662-4	2006	The goal of this work was to determine whether 4ONE is a substrate or inhibitor of human ALDH2 (hALDH2) and elucidate the mechanism of enzyme inhibition by 4HNE and 4ONE.	4-oxo-2-nonenal	47-51	aldehyde dehydrogenase 2 family member	Homo sapiens	89-94
16251187-3	2006	To identify an oxidized lipid that induces p53 phosphorylation, we conducted a screening of lipid peroxidation products in human neuroblastoma SH-SY5Y cells and identified 4-oxo-2-nonenal (ONE), a recently identified aldehyde originating from the peroxidation of omega6 polyunsaturated fatty acids, as a potential inducer of the p53 phosphorylation.	4-oxo-2-nonenal	172-187	tumor protein p53	Homo sapiens	329-332
16411662-4	2006	The goal of this work was to determine whether 4ONE is a substrate or inhibitor of human ALDH2 (hALDH2) and elucidate the mechanism of enzyme inhibition by 4HNE and 4ONE.	4-oxo-2-nonenal	47-51	aldehyde dehydrogenase 2 family member	Homo sapiens	96-102
16411662-6	2006	At low concentrations of 4ONE (< or = 10 microM), hALDH2 catalyzed the oxidation of 4ONE to 4-oxonon-2-enoic acid (4ONEA) with a maximal yield of 5.2 mol 4ONEA produced per mol of enzyme (monomer).	4-oxo-2-nonenal	25-29	aldehyde dehydrogenase 2 family member	Homo sapiens	53-59
16411662-6	2006	At low concentrations of 4ONE (< or = 10 microM), hALDH2 catalyzed the oxidation of 4ONE to 4-oxonon-2-enoic acid (4ONEA) with a maximal yield of 5.2 mol 4ONEA produced per mol of enzyme (monomer).	4-oxo-2-nonenal	87-91	aldehyde dehydrogenase 2 family member	Homo sapiens	53-59
16411662-7	2006	However, subsequent analysis of hALDH2 activity toward propionaldehyde revealed that both 4ONE and the oxidation product, 4ONEA, were potent, irreversible inhibitors of the enzyme.	4-oxo-2-nonenal	90-94	aldehyde dehydrogenase 2 family member	Homo sapiens	32-38
16411662-11	2006	These data demonstrate that hALDH2 catalyzes the oxidation of 4ONE to 4ONEA; however, the product 4ONEA is a reactive electrophile.	4-oxo-2-nonenal	62-66	aldehyde dehydrogenase 2 family member	Homo sapiens	28-34
35398259-7	2022	AKR1C1 and AKR1C4 also showed broad substrate specificity for nonsteroidal carbonyl compounds including endogenous 4-oxo-2-nonenal, 4-hydroxy-nonenal, acrolein, isocaproaldehyde, farnesal, isatin and methylglyoxal, of which 4-oxo-2-nonenal was reduced with the lowest Km value of 0.9microM.	4-oxo-2-nonenal	224-239	aldo-keto reductase family 1 member C1	Homo sapiens	0-6
14615967-0	2003	Aldose reductase catalyzes reduction of the lipid peroxidation product 4-oxonon-2-enal.	4-oxo-2-nonenal	71-86	aldo-keto reductase family 1 member B	Homo sapiens	0-16
14615967-2	2003	Because aldose reductase (AR) was shown earlier to catalyze reduction of an alpha,beta-unsaturated lipid aldehyde, 4-hydroxynon-2-enal (4HNE), it was systematically investigated if this enzyme could represent a pathway for 4ONE metabolism as well.	4-oxo-2-nonenal	223-227	aldo-keto reductase family 1 member B	Homo sapiens	8-24
14615967-2	2003	Because aldose reductase (AR) was shown earlier to catalyze reduction of an alpha,beta-unsaturated lipid aldehyde, 4-hydroxynon-2-enal (4HNE), it was systematically investigated if this enzyme could represent a pathway for 4ONE metabolism as well.	4-oxo-2-nonenal	223-227	aldo-keto reductase family 1 member B	Homo sapiens	26-28
14615967-4	2003	The initial product of AR-mediated 4ONE reduction was identified as 1HNO, which could be further reduced to DHN, catalyzed by AR.	4-oxo-2-nonenal	35-39	aldo-keto reductase family 1 member B	Homo sapiens	23-25
14615967-4	2003	The initial product of AR-mediated 4ONE reduction was identified as 1HNO, which could be further reduced to DHN, catalyzed by AR.	4-oxo-2-nonenal	35-39	aldo-keto reductase family 1 member B	Homo sapiens	126-128
14615967-9	2003	The orientation of 4ONE in the AR active site was predicted using molecular modeling to explain the reactivity of 4ONE toward the enzyme.	4-oxo-2-nonenal	19-23	aldo-keto reductase family 1 member B	Homo sapiens	31-33
14615967-9	2003	The orientation of 4ONE in the AR active site was predicted using molecular modeling to explain the reactivity of 4ONE toward the enzyme.	4-oxo-2-nonenal	114-118	aldo-keto reductase family 1 member B	Homo sapiens	31-33
14615967-11	2003	Results of the present study are the first to demonstrate that AR may represent a pathway for metabolism of 4ONE and GS-4ONE.	4-oxo-2-nonenal	108-112	aldo-keto reductase family 1 member B	Homo sapiens	63-65
35398259-7	2022	AKR1C1 and AKR1C4 also showed broad substrate specificity for nonsteroidal carbonyl compounds including endogenous 4-oxo-2-nonenal, 4-hydroxy-nonenal, acrolein, isocaproaldehyde, farnesal, isatin and methylglyoxal, of which 4-oxo-2-nonenal was reduced with the lowest Km value of 0.9microM.	4-oxo-2-nonenal	115-130	aldo-keto reductase family 1 member C1	Homo sapiens	0-6
35398259-7	2022	AKR1C1 and AKR1C4 also showed broad substrate specificity for nonsteroidal carbonyl compounds including endogenous 4-oxo-2-nonenal, 4-hydroxy-nonenal, acrolein, isocaproaldehyde, farnesal, isatin and methylglyoxal, of which 4-oxo-2-nonenal was reduced with the lowest Km value of 0.9microM.	4-oxo-2-nonenal	224-239	aldo-keto reductase family 1 member C4	Homo sapiens	11-17
35398259-7	2022	AKR1C1 and AKR1C4 also showed broad substrate specificity for nonsteroidal carbonyl compounds including endogenous 4-oxo-2-nonenal, 4-hydroxy-nonenal, acrolein, isocaproaldehyde, farnesal, isatin and methylglyoxal, of which 4-oxo-2-nonenal was reduced with the lowest Km value of 0.9microM.	4-oxo-2-nonenal	115-130	aldo-keto reductase family 1 member C4	Homo sapiens	11-17
28025170-11	2017	AKR1C3 metabolizes cytotoxic 4-oxo-2-nonenal into a less toxic metabolite, and overexpression of WT in HEK293 cells alleviated the 4-oxo-2-nonenal-induced cytotoxicity.	4-oxo-2-nonenal	29-44	aldo-keto reductase family 1 member C3	Homo sapiens	0-6
29455934-0	2018	Corrigendum to "Low molar excess of 4-oxo-2-nonenal and 4-hydroxy-2-nonenal promote oligomerization of alpha-synuclein through different pathways" [Free Rad.	4-oxo-2-nonenal	36-51	synuclein alpha	Homo sapiens	103-118
29455934-0	2018	Corrigendum to "Low molar excess of 4-oxo-2-nonenal and 4-hydroxy-2-nonenal promote oligomerization of alpha-synuclein through different pathways" [Free Rad.	4-oxo-2-nonenal	36-51	RRAD, Ras related glycolysis inhibitor and calcium channel regulator	Homo sapiens	153-156
29886527-2	2018	In this chapter, we present a method to generate kinetically stable alpha-synuclein oligomers by the addition of reactive aldehydes, 4-hydroxy-2-nonenal, and 4-oxo-2-nonenal.	4-oxo-2-nonenal	158-173	synuclein alpha	Homo sapiens	68-83
28025170-11	2017	AKR1C3 metabolizes cytotoxic 4-oxo-2-nonenal into a less toxic metabolite, and overexpression of WT in HEK293 cells alleviated the 4-oxo-2-nonenal-induced cytotoxicity.	4-oxo-2-nonenal	131-146	aldo-keto reductase family 1 member C3	Homo sapiens	0-6
28690195-0	2017	Low molar excess of 4-oxo-2-nonenal and 4-hydroxy-2-nonenal promote oligomerization of alpha-synuclein through different pathways.	4-oxo-2-nonenal	20-35	synuclein alpha	Homo sapiens	87-102
28690195-3	2017	For example, a large excess (30:1, aldehyde:protein) of the lipid peroxidation end products 4-oxo-2-nonenal (ONE) or 4-hydroxy-2-nonenal (HNE) can induce alpha-synuclein oligomer formation.	4-oxo-2-nonenal	92-107	synuclein alpha	Homo sapiens	154-169
28450226-1	2017	Human carbonyl reductase 1 (CBR1), a member of the short-chain dehydrogenase/reductase (SDR) superfamily, reduces a variety of carbonyl compounds including endogenous isatin, prostaglandin E2 and 4-oxo-2-nonenal.	4-oxo-2-nonenal	196-211	carbonyl reductase 1	Homo sapiens	6-26
28450226-1	2017	Human carbonyl reductase 1 (CBR1), a member of the short-chain dehydrogenase/reductase (SDR) superfamily, reduces a variety of carbonyl compounds including endogenous isatin, prostaglandin E2 and 4-oxo-2-nonenal.	4-oxo-2-nonenal	196-211	carbonyl reductase 1	Homo sapiens	28-32
28103679-0	2017	Histone Ketoamide Adduction by 4-Oxo-2-nonenal Is a Reversible Posttranslational Modification Regulated by Sirt2.	4-oxo-2-nonenal	31-46	sirtuin 2	Homo sapiens	107-112
27978618-4	2017	Here, we show that PKM2 is covalently modified by the lipid electrophiles 4-hydroxy-2-nonenal (HNE) and 4-oxo-2-nonenal (ONE).	4-oxo-2-nonenal	104-119	pyruvate kinase M1/2	Homo sapiens	19-23