PMID-sentid	Pub_year	Sent_text	compound_name	comp_offset	prot_official_name	organism	prot_offset
16718329-1	2006	Diols are desymmetrized by a tandem oxidation/Wittig olefination to give alpha,beta-unsaturated hydroxy esters without the requirement for protecting group strategies; the alpha,beta-unsaturated hydroxy esters are transformed into dienyl diesters using a second oxidation/Wittig olefination sequence using PCC.	diols	0-5	crystallin gamma D	Homo sapiens	306-309
16961727-1	2006	Soluble epoxide hydrolase (sEH) is an enzyme responsible for the conversion of lipid epoxides to diols by the addition of water.	diols	97-102	epoxide hydrolase 2	Homo sapiens	0-25
16961727-1	2006	Soluble epoxide hydrolase (sEH) is an enzyme responsible for the conversion of lipid epoxides to diols by the addition of water.	diols	97-102	epoxide hydrolase 2	Homo sapiens	27-30
16961727-3	2006	Conversion of arachidonic acid epoxides to diols by sEH diminishes the beneficial cardiovascular properties of these epoxyeicosano-ids.	diols	43-48	epoxide hydrolase 2	Homo sapiens	52-55
16963132-6	2006	Like trout CYP1A1, cDNA-expressed zCYP1A was found to oxidize BaP to phenols, quinones and diols (BaP-7,8-diol and BaP-9,10-diol) in the presence of exogenous human microsomal epoxide hydrolase (hEH).	diols	91-96	cytochrome P450, family 1, subfamily A	Danio rerio	34-40
16963132-6	2006	Like trout CYP1A1, cDNA-expressed zCYP1A was found to oxidize BaP to phenols, quinones and diols (BaP-7,8-diol and BaP-9,10-diol) in the presence of exogenous human microsomal epoxide hydrolase (hEH).	diols	91-96	epoxide hydrolase 1	Homo sapiens	165-193
16402397-3	2006	The directing ability of this novel functional group was highlighted by a series of dihydroxylations, affording syn diols exclusively anti to the acetoxy sulfone as single diastereomers in excellent yields.	diols	116-121	synemin	Homo sapiens	112-115
18221075-2	2006	Soluble epoxide hydrolase (sEH, formerly referred to as cytosolic epoxide hydrolase), which is widely distributed in mammalian tissues, is the primary enzyme responsible for the conversion of epoxyeicosatrienoic acids (EETs), the bioactive lipid mediators formed from arachidonic acid by cytochrome P450 epoxygenase, to their corresponding diols.	diols	340-345	epoxide hydrolase 2	Homo sapiens	0-25
16408982-4	2006	Each one of compounds C was subjected to dihydroxylation to provide a set of two diols D. Anti/syn-differentiation in diol formation was manipulated by using (DHQD)2PHAL and (DHQ)2PHAL as chiral ligands.	diols	81-86	synemin	Homo sapiens	95-98
18221075-2	2006	Soluble epoxide hydrolase (sEH, formerly referred to as cytosolic epoxide hydrolase), which is widely distributed in mammalian tissues, is the primary enzyme responsible for the conversion of epoxyeicosatrienoic acids (EETs), the bioactive lipid mediators formed from arachidonic acid by cytochrome P450 epoxygenase, to their corresponding diols.	diols	340-345	epoxide hydrolase 2	Homo sapiens	27-30
15013014-2	2004	We found that hepatic microsomes oxidized trans-AA via cytochrome P450/NADPH system to epoxides, which were hydrolyzed by epoxide hydrolase to diols (DiHETEs).	diols	143-148	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	55-76
15162220-7	2004	Reduction of the C-8 ethyl ester of 23 and 24 to a hydroxymethyl group afforded diols 25 and 26 respectively.	diols	80-85	homeobox C8	Homo sapiens	17-20
11212000-1	2001	A novel reaction of gaseous acylium ions: ketalization with diols and analogs, has been systematically studied via pentaquadrupole MS2 and MS3 experiments and ab initio calculations.	diols	60-65	MS2	Homo sapiens	131-134
12943425-1	2003	[reaction: see text] Dihydroxylation under ruthenium catalysis provides an easy access to syn-diols, although overoxidation is a common side reaction.	diols	94-99	synemin	Homo sapiens	90-93
12126408-1	2002	By the promotion of samarium diiodide, thiophene-2-carboxylate reacted with 2 equiv of ketones at the C-4 and C-5 positions to give diols such as 2 and 9.	diols	132-137	complement C4A (Rodgers blood group)	Homo sapiens	102-105
12126408-1	2002	By the promotion of samarium diiodide, thiophene-2-carboxylate reacted with 2 equiv of ketones at the C-4 and C-5 positions to give diols such as 2 and 9.	diols	132-137	complement C5	Homo sapiens	110-113
12122999-0	2002	Albumin-controlled stereoselective reduction of 1,3-diketones to anti-diols.	diols	70-75	albumin	Homo sapiens	0-7
12816435-2	2003	Several bicyclic compounds bearing a 1,2-cyclopentanediol have been prepared from various anti- or syn-gamma-bromopropargylic diols and cis-dioxolanes under palladium(0) catalysis.	diols	126-131	synemin	Homo sapiens	99-102
11212000-1	2001	A novel reaction of gaseous acylium ions: ketalization with diols and analogs, has been systematically studied via pentaquadrupole MS2 and MS3 experiments and ab initio calculations.	diols	60-65	MS3	Homo sapiens	139-142
10775430-3	2000	The observed toxicity of ltx and iltx is, in fact, due to the metabolism of the epoxides to their corresponding diols by soluble epoxide hydrolase (sEH).	diols	112-117	epoxide hydrolase 2	Homo sapiens	121-146
11170627-3	2001	Diols 5 and 6 were converted via oxabicyclo[3.2.1]octanols 10 and 14 to target oxolanes 8 and 7 where C-4 had been inverted relative to that in 3 and 4.	diols	0-5	complement C4A (Rodgers blood group)	Homo sapiens	102-105
10775430-3	2000	The observed toxicity of ltx and iltx is, in fact, due to the metabolism of the epoxides to their corresponding diols by soluble epoxide hydrolase (sEH).	diols	112-117	epoxide hydrolase 2	Homo sapiens	148-151
10775319-11	2000	These data support the hypothesis that long-chain epoxy fatty acid methyl esters are potential pro-toxins metabolized by sEH to more toxic diols.	diols	139-144	epoxide hydrolase 2	Homo sapiens	121-124
7697754-5	1995	Approximately 71% of the trans diols are derived from (+)-(9S,10R)-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene, indicating that cytochrome P450 1A1 has more than a 2:1 preference for selective epoxidation of an enantiotopic face of 7,8-dihydrobenzo[a]pyrene.	diols	31-36	cytochrome P450, family 1, subfamily a, polypeptide 1	Rattus norvegicus	124-143
9540987-4	1998	Following treatment with these diols or 3-isobutyl-1-methylxanthine, melanin and tyrosinase activity are increased within S91 cells and NHEM; however, for cultured NHEM, the largest increases of melanin and tyrosinase occur in an extracellular particulate fraction, shown by electron microscopy to consist almost entirely of stage III and IV melanosomes.	diols	31-36	tyrosinase	Mus musculus	81-91
9540987-4	1998	Following treatment with these diols or 3-isobutyl-1-methylxanthine, melanin and tyrosinase activity are increased within S91 cells and NHEM; however, for cultured NHEM, the largest increases of melanin and tyrosinase occur in an extracellular particulate fraction, shown by electron microscopy to consist almost entirely of stage III and IV melanosomes.	diols	31-36	tyrosinase	Mus musculus	207-217
9406998-1	1997	Human microsomal epoxide hydrolase (HYL1) plays an important role in the detoxification of environmental compounds and drugs, such as the aromatic anticonvulsants phenytoin, carbamazepine, and phenobarbital, by converting their P450-generated epoxide metabolites into nontoxic diols.	diols	277-282	epoxide hydrolase 1	Homo sapiens	6-34
9866708-1	1998	We first recorded the MS2 spectra of the carboxylate anions of epoxides, diols, omega-side chain, and bisallylic hydroxy fatty acids of arachidonic, octadeuterated arachidonic, and linoleic acids.	diols	73-78	MS2	Homo sapiens	22-25
9866708-3	1998	CYP2C9 converted arachidonic and linoleic acids to epoxides/diols and monohydroxy fatty acids.	diols	60-65	cytochrome P450 family 2 subfamily C member 9	Homo sapiens	0-6
9134230-8	1997	We have shown that P450 enzymes model the site of general anaesthesia in the tadpole with respect to (a) an absolute sensitivity to increasing chain-length series of flexible, straight chain primary and secondary alcohols and straight chain diols, (b) an absolute sensitivity to increasing molecular weight series of rigid cyclic alkanols and cyclic alkanemethanols, (c) the points of abrupt change and of reversal (cut-off) in the linear relationship between increasing anaesthetic potency with increasing carbon chain length, and (d) non-differentiation between secondary alkanol enantiomers.	diols	241-246	cytochrome P450 family 2 subfamily B member 6	Homo sapiens	19-23
1391625-0	1992	Examination of diols and diol epoxides of polycyclic aromatic hydrocarbons as substrates for rat liver dihydrodiol dehydrogenase.	diols	15-20	dihydrodiol dehydrogenase	Rattus norvegicus	103-128
1279222-11	1992	These studies suggest that the concentration of DHT in prostatic tissue is dependent on the level of NADPH necessary for the 3 alpha-HSORred and 3 beta-HSORred enzymes to convert DHT to its respective diols.	diols	201-206	2,4-dienoyl-CoA reductase 1	Homo sapiens	101-106
8024951-3	1994	The epoxides 2 first produced in incubations carried out in the presence of an NADPH regenerating system were not detected, being rapidly hydrolyzed by mEH to diols 3.	diols	159-164	epoxide hydrolase 1, microsomal	Mus musculus	152-155
1443548-6	1992	The sodium borate buffer is proposed to play a key role in the separation by preferentially complexing with the diols of specific carbohydrate moieties on ovalbumin.	diols	112-117	ovalbumin	Bos taurus	155-164
6644536-7	1983	The new metabolic pathways to the diols (M-2 and M-6) or the alcohols (M-3 and M-8) were also discussed.	diols	34-39	prion locus lncRNA, testis expressed	Homo sapiens	79-82
2294113-7	1990	Membrane ChOOHs were reduced by GSH/PHGPX to species that comigrated with borohydride reduction products (diols).	diols	106-111	glutathione peroxidase 4	Homo sapiens	36-41
3133260-2	1988	Whereas ethanol and acetaldehyde inhibited both processes at concentrations far greater than those found in alcoholic subjects, the two diols were extremely potent inhibitors of basal and insulin-stimulated adipocyte metabolism at concentrations far below those observed in alcoholic subjects.	diols	136-141	insulin	Homo sapiens	188-195
3133260-4	1988	The diols are therefore potent inhibitors of basal and insulin-stimulated adipocyte metabolism.	diols	4-9	insulin	Homo sapiens	55-62
2343577-3	1990	Accumulation of BP-diols in the incubation media correlated with their affinity to cytochrome P-450 isoenzymes which catalyzed the secondary metabolism of these diols.	diols	19-24	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	83-99
2433367-3	1986	BaP metabolites (phenols, diols, 6-substituted derivatives) exhibited significant inhibitory activity (50% or greater) only when they were activated enzymatically.	diols	26-31	prohibitin 2	Homo sapiens	0-3
697930-0	1978	Alcohol dehydrogenase from human and horse liver--substrate specificity with diols.	diols	77-82	aldo-keto reductase family 1 member A1	Homo sapiens	0-21
6181068-3	1982	The two-electron reduction of quinones to diols, mediated by DT-diaphorase (NAD(P)H: (quinone-acceptor) oxidoreductase), may therefore represent a detoxifying pathway which protects the cell from the formation of these reactive intermediates.	diols	42-47	NAD(P)H quinone dehydrogenase 1	Homo sapiens	61-74
656456-3	1978	Pancreatic lipase specifically released only the fatty acids esterified with the primary hydroxyl groups of diols.	diols	108-113	pancreatic lipase	Homo sapiens	0-17
32192153-2	2020	EPHX2 metabolizes anti-inflammatory epoxyeicosatrienoic acids into pro-inflammatory diols.	diols	84-89	epoxide hydrolase 2	Homo sapiens	0-5
4784156-2	1973	Control by sugars and diols of the immunological effect of beta glucuronidase in mice and patients with hay fever.	diols	22-27	glucuronidase, beta	Mus musculus	59-77
4701548-1	1973	Procedures are described for the hydrolysis of neutral lipid fractions containing long-chain esters and alk-1-enyl ethers of short-chain diols, and for the identification and quantitation of the constituent diols as long-chain cyclic acetals using gas-liquid chromatography in combination with mass spectrometry.	diols	137-142	secretory leukocyte peptidase inhibitor	Homo sapiens	104-109
29960002-1	2018	CYP epoxygenases metabolize arachidonic acid into four regioisomers of epoxyeicosatrienoic acids (EETs) which are hydrolysed into their corresponding diols by soluble epoxide hydrolase (sEH).	diols	150-155	epoxide hydrolase 2	Homo sapiens	159-184
32182938-3	2020	Sorafenib might affect epoxyeicosanoids, as it is also a potent inhibitor of the soluble epoxide hydrolase (sEH), which catalyzes the conversion of epoxides derived from long-chain polyunsaturated fatty acids (PUFAs), such as arachidonic acid (AA) and omega-3 docosahexaenoic acid (DHA), into their corresponding diols.	diols	313-318	epoxide hydrolase 2	Homo sapiens	81-106
32182938-3	2020	Sorafenib might affect epoxyeicosanoids, as it is also a potent inhibitor of the soluble epoxide hydrolase (sEH), which catalyzes the conversion of epoxides derived from long-chain polyunsaturated fatty acids (PUFAs), such as arachidonic acid (AA) and omega-3 docosahexaenoic acid (DHA), into their corresponding diols.	diols	313-318	epoxide hydrolase 2	Homo sapiens	108-111
32176647-3	2020	Oxylipins generated from the cytochrome P450 pathway are enzymatically converted to diols by soluble epoxide hydrolase (sEH); sEH products have been associated with small vessel ischemic disease.	diols	84-89	epoxide hydrolase 2	Homo sapiens	93-118
32176647-3	2020	Oxylipins generated from the cytochrome P450 pathway are enzymatically converted to diols by soluble epoxide hydrolase (sEH); sEH products have been associated with small vessel ischemic disease.	diols	84-89	epoxide hydrolase 2	Homo sapiens	120-123
32176647-3	2020	Oxylipins generated from the cytochrome P450 pathway are enzymatically converted to diols by soluble epoxide hydrolase (sEH); sEH products have been associated with small vessel ischemic disease.	diols	84-89	epoxide hydrolase 2	Homo sapiens	126-129
30047995-2	2018	Soluble epoxide hydrolase (sEH) hydrolyzes epoxyeicosatrienoic acids (EETs) to less bioactive diols, and EETs have cardioprotective properties.	diols	94-99	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-25
30047995-2	2018	Soluble epoxide hydrolase (sEH) hydrolyzes epoxyeicosatrienoic acids (EETs) to less bioactive diols, and EETs have cardioprotective properties.	diols	94-99	epoxide hydrolase 2, cytoplasmic	Mus musculus	27-30
31310524-2	2019	We have shown previously that oxetanes are hydrolyzed to diols by human microsomal epoxide hydrolase (mEH).	diols	57-62	epoxide hydrolase 1	Homo sapiens	72-100
31310524-2	2019	We have shown previously that oxetanes are hydrolyzed to diols by human microsomal epoxide hydrolase (mEH).	diols	57-62	epoxide hydrolase 1, microsomal	Mus musculus	102-105
31061908-4	2019	In experiments, a variety of diols was selected as solvents for the probe molecule PATP, and power-dependent SERS spectra were obtained at an excitation wavelength of 532 nm.	diols	29-34	seryl-tRNA synthetase 1	Homo sapiens	109-113
29960002-1	2018	CYP epoxygenases metabolize arachidonic acid into four regioisomers of epoxyeicosatrienoic acids (EETs) which are hydrolysed into their corresponding diols by soluble epoxide hydrolase (sEH).	diols	150-155	epoxide hydrolase 2	Homo sapiens	186-189
30031209-3	2018	EETs are hydrolyzed by soluble epoxide hydrolase (sEH) to form corresponding diols, thereby reducing their biological activity.	diols	77-82	epoxide hydrolase 2	Homo sapiens	23-48
30031209-3	2018	EETs are hydrolyzed by soluble epoxide hydrolase (sEH) to form corresponding diols, thereby reducing their biological activity.	diols	77-82	epoxide hydrolase 2	Homo sapiens	50-53
29345370-3	2018	Soluble epoxide hydrolase (sEH) is known to play a pro-inflammatory role during inflammation by metabolizing anti-inflammatory epoxyeicosatrienoic acids (EETs) to pro-inflammatory diols.	diols	180-185	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-25
29345370-3	2018	Soluble epoxide hydrolase (sEH) is known to play a pro-inflammatory role during inflammation by metabolizing anti-inflammatory epoxyeicosatrienoic acids (EETs) to pro-inflammatory diols.	diols	180-185	epoxide hydrolase 2, cytoplasmic	Mus musculus	27-30
28736260-2	2017	Here we found soluble epoxide hydrolase (sEH), which metabolizes cardioprotective epoxyeicosatrienoic acids into less effective diols, was rapidly activated during myocardial reperfusion in both mouse and rat models in expression-independent manner.	diols	128-133	epoxide hydrolase 2, cytoplasmic	Mus musculus	14-39
29407524-3	2018	During endoplasmic reticulum stress, the soluble epoxide hydrolase (sEH) enzyme converts anti-inflammatory fatty acid epoxides generated by cytochrome p450 enzymes into their corresponding and generally less anti-inflammatory, or even pro-inflammatory, diols, slowing the resolution of inflammation.	diols	253-258	epoxide hydrolase 2	Rattus norvegicus	41-66
29407524-3	2018	During endoplasmic reticulum stress, the soluble epoxide hydrolase (sEH) enzyme converts anti-inflammatory fatty acid epoxides generated by cytochrome p450 enzymes into their corresponding and generally less anti-inflammatory, or even pro-inflammatory, diols, slowing the resolution of inflammation.	diols	253-258	epoxide hydrolase 2	Rattus norvegicus	68-71
29112447-1	2017	The transition-metal-free diastereoselective C(sp2)-C(sp3) cross-coupling between unprotected diols and boronic acids or potassium organotrifluoroborates is reported.	diols	94-99	Sp2 transcription factor	Homo sapiens	45-50
28863368-2	2017	FFA epoxides are quickly metabolized to biologically less active diols by soluble epoxide hydrolase (sEH).	diols	65-70	epoxide hydrolase 2	Rattus norvegicus	74-99
28863368-2	2017	FFA epoxides are quickly metabolized to biologically less active diols by soluble epoxide hydrolase (sEH).	diols	65-70	epoxide hydrolase 2	Rattus norvegicus	101-104
28736260-2	2017	Here we found soluble epoxide hydrolase (sEH), which metabolizes cardioprotective epoxyeicosatrienoic acids into less effective diols, was rapidly activated during myocardial reperfusion in both mouse and rat models in expression-independent manner.	diols	128-133	epoxide hydrolase 2, cytoplasmic	Mus musculus	41-44
28686815-1	2017	Re2 O7 catalysis effects efficient and stereoselective dehydrative cyclization reactions from monoallylic diols, with stereocontrol arising from thermodynamic equilibration.	diols	106-111	G protein-coupled receptor 161	Homo sapiens	0-3
28356494-1	2017	Epoxyeicosatrienoic acids (EETs), metabolites of arachidonic acid derived from the cytochrome P450 enzymes, are mainly metabolized by soluble epoxide hydrolase (sEH) to their corresponding diols.	diols	189-194	epoxide hydrolase 2, cytoplasmic	Mus musculus	134-159
27753791-4	2017	EETs are rapidly hydrated by soluble epoxide hydrolase (sEH) to their less potent diols.	diols	82-87	epoxide hydrolase 2, cytoplasmic	Mus musculus	56-59
27417650-1	2016	Soluble epoxide hydrolase (sEH) is a bifunctional enzyme located within cytosol and peroxisomes that converts epoxides to the corresponding diols and hydrolyzes phosphate monoesters.	diols	140-145	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-25
27417650-1	2016	Soluble epoxide hydrolase (sEH) is a bifunctional enzyme located within cytosol and peroxisomes that converts epoxides to the corresponding diols and hydrolyzes phosphate monoesters.	diols	140-145	epoxide hydrolase 2, cytoplasmic	Mus musculus	27-30
27607467-10	2016	Overexpression of catalase reduced the concentrations of microsomal BaP phenols and diols/diones by ~45 and 95%, respectively.	diols	84-89	catalase	Mus musculus	18-26
27740594-0	2016	Cross-Linked Dependency of Boronic Acid-Conjugated Chitosan Nanoparticles by Diols for Sustained Insulin Release.	diols	77-82	insulin	Homo sapiens	97-104
27740594-6	2016	High concentration of diols resulted in a sustained release of insulin due to crosslink formation with boronic acid moieties within the nanoparticles.	diols	22-27	insulin	Homo sapiens	63-70
27354541-1	2016	Epoxyeicosatrienoic acids (EETs) are cardioprotective mediators metabolized by soluble epoxide hydrolase (sEH) to form corresponding diols (DHETs).	diols	133-138	epoxide hydrolase 2, cytoplasmic	Mus musculus	79-104
27354541-1	2016	Epoxyeicosatrienoic acids (EETs) are cardioprotective mediators metabolized by soluble epoxide hydrolase (sEH) to form corresponding diols (DHETs).	diols	133-138	epoxide hydrolase 2, cytoplasmic	Mus musculus	106-109
27079253-3	2016	Epoxyecosatrienoic acids (EETs), the products of arachidonic acid metabolism mediated by cytochrome P450 (CYP) 2J, 2C and other isoforms, are regulated by soluble epoxide hydrolase (sEH)-catalyzed conversion into less active diols.	diols	225-230	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	89-104
26621325-2	2016	Epoxyeicosatrienoic acids can be further hydrolyzed to less active diols by the enzyme soluble epoxide hydrolase (sEH).	diols	67-72	epoxide hydrolase 2	Homo sapiens	87-112
26621325-2	2016	Epoxyeicosatrienoic acids can be further hydrolyzed to less active diols by the enzyme soluble epoxide hydrolase (sEH).	diols	67-72	epoxide hydrolase 2	Homo sapiens	114-117
27079253-3	2016	Epoxyecosatrienoic acids (EETs), the products of arachidonic acid metabolism mediated by cytochrome P450 (CYP) 2J, 2C and other isoforms, are regulated by soluble epoxide hydrolase (sEH)-catalyzed conversion into less active diols.	diols	225-230	cytochrome P450 family 4 subfamily F member 3	Homo sapiens	106-109
27079253-3	2016	Epoxyecosatrienoic acids (EETs), the products of arachidonic acid metabolism mediated by cytochrome P450 (CYP) 2J, 2C and other isoforms, are regulated by soluble epoxide hydrolase (sEH)-catalyzed conversion into less active diols.	diols	225-230	epoxide hydrolase 2	Homo sapiens	155-180
27079253-3	2016	Epoxyecosatrienoic acids (EETs), the products of arachidonic acid metabolism mediated by cytochrome P450 (CYP) 2J, 2C and other isoforms, are regulated by soluble epoxide hydrolase (sEH)-catalyzed conversion into less active diols.	diols	225-230	epoxide hydrolase 2	Homo sapiens	182-185
26800511-3	2016	In this study, renewable diacetoacetate monomers with different spacer chain lengths (C3, C6, C10, C20) were prepared via simple transesterification of renewable diols and commercial acetoacetates.	diols	162-167	homeobox C10	Homo sapiens	94-97
26310139-1	2016	Epoxyeicosatrienoic acids (EETs), the metabolites of arachidonic acid derived from the cytochrome P450 (CYP450) epoxygenases, are mainly metabolized by soluble epoxide hydrolase (sEH) to their corresponding diols.	diols	207-212	epoxide hydrolase 2, cytoplasmic	Mus musculus	152-177
25824304-3	2016	Because epoxide hydrolase 2 (EPHX2) was identified as a novel AN susceptibility gene, and because its protein product, soluble epoxide hydrolase (sEH), converts bioactive epoxides of polyunsaturated fatty acid (PUFA) to the corresponding diols, lipidomic and metabolomic targets of EPHX2 were assessed to evaluate the biological functions of EPHX2 and their role in AN.	diols	238-243	epoxide hydrolase 2	Homo sapiens	8-27
25824304-3	2016	Because epoxide hydrolase 2 (EPHX2) was identified as a novel AN susceptibility gene, and because its protein product, soluble epoxide hydrolase (sEH), converts bioactive epoxides of polyunsaturated fatty acid (PUFA) to the corresponding diols, lipidomic and metabolomic targets of EPHX2 were assessed to evaluate the biological functions of EPHX2 and their role in AN.	diols	238-243	epoxide hydrolase 2	Homo sapiens	29-34
25824304-3	2016	Because epoxide hydrolase 2 (EPHX2) was identified as a novel AN susceptibility gene, and because its protein product, soluble epoxide hydrolase (sEH), converts bioactive epoxides of polyunsaturated fatty acid (PUFA) to the corresponding diols, lipidomic and metabolomic targets of EPHX2 were assessed to evaluate the biological functions of EPHX2 and their role in AN.	diols	238-243	epoxide hydrolase 2	Homo sapiens	119-144
25824304-3	2016	Because epoxide hydrolase 2 (EPHX2) was identified as a novel AN susceptibility gene, and because its protein product, soluble epoxide hydrolase (sEH), converts bioactive epoxides of polyunsaturated fatty acid (PUFA) to the corresponding diols, lipidomic and metabolomic targets of EPHX2 were assessed to evaluate the biological functions of EPHX2 and their role in AN.	diols	238-243	epoxide hydrolase 2	Homo sapiens	146-149
26310139-1	2016	Epoxyeicosatrienoic acids (EETs), the metabolites of arachidonic acid derived from the cytochrome P450 (CYP450) epoxygenases, are mainly metabolized by soluble epoxide hydrolase (sEH) to their corresponding diols.	diols	207-212	epoxide hydrolase 2, cytoplasmic	Mus musculus	179-182
26545915-3	2016	Cytochrome P450 (CYP) epoxygenases metabolize arachidonic acid to biologically active eicosanoids called epoxyeicosatrienoic acids (EETs), which are further converted by soluble epoxide hydrolase (sEH) to less bioactive diols.	diols	220-225	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	0-15
26545915-3	2016	Cytochrome P450 (CYP) epoxygenases metabolize arachidonic acid to biologically active eicosanoids called epoxyeicosatrienoic acids (EETs), which are further converted by soluble epoxide hydrolase (sEH) to less bioactive diols.	diols	220-225	cytochrome P450, family 2, subfamily g, polypeptide 1	Rattus norvegicus	17-20
26545915-3	2016	Cytochrome P450 (CYP) epoxygenases metabolize arachidonic acid to biologically active eicosanoids called epoxyeicosatrienoic acids (EETs), which are further converted by soluble epoxide hydrolase (sEH) to less bioactive diols.	diols	220-225	epoxide hydrolase 2	Rattus norvegicus	170-195
26545915-3	2016	Cytochrome P450 (CYP) epoxygenases metabolize arachidonic acid to biologically active eicosanoids called epoxyeicosatrienoic acids (EETs), which are further converted by soluble epoxide hydrolase (sEH) to less bioactive diols.	diols	220-225	epoxide hydrolase 2	Rattus norvegicus	197-200
26729717-3	2016	In this study, we have used the activity of Bdh1p in different forms-purified enzyme, yeast extracts, permeabilized yeast cells, and as a fusion protein (with yeast formate dehydrogenase, Fdh1p)-to transform several vicinal diketones to the corresponding diols.	diols	255-260	(R,R)-butanediol dehydrogenase	Saccharomyces cerevisiae S288C	44-49
26729717-5	2016	While the use of purified Bdh1p allows the synthesis of enantiopure (2R,3R)-2,3-butanediol, (2R,3R)-2,3-pentanediol, (2R,3R)-2,3-hexanediol, and (3R,4R)-3,4-hexanediol, the use of the engineered strain (as an extract or as permeabilized cells) yields mixtures of the diols.	diols	267-272	(R,R)-butanediol dehydrogenase	Saccharomyces cerevisiae S288C	26-31
26071213-1	2015	Roles of soluble epoxide hydrolase (sEH), the enzyme responsible for hydrolysis of epoxyeicosatrienoic acids (EETs) to their diols (DHETs), in the coronary circulation and cardiac function remain unknown.	diols	125-130	epoxide hydrolase 2, cytoplasmic	Mus musculus	9-34
25908301-2	2015	Conversion of arachidonic acid epoxides to diols by soluble epoxide hydrolase (sEH) diminishes the beneficial cardiovascular properties of these epoxyeicosanoids.	diols	43-48	epoxide hydrolase 2, cytoplasmic	Mus musculus	52-77
25908301-2	2015	Conversion of arachidonic acid epoxides to diols by soluble epoxide hydrolase (sEH) diminishes the beneficial cardiovascular properties of these epoxyeicosanoids.	diols	43-48	epoxide hydrolase 2, cytoplasmic	Mus musculus	79-82
26453326-2	2015	Soluble epoxide hydrolase (sEH) metabolizes EETs to less active diols, thus diminishing their biological activity.	diols	64-69	epoxide hydrolase 2	Homo sapiens	0-25
26453326-2	2015	Soluble epoxide hydrolase (sEH) metabolizes EETs to less active diols, thus diminishing their biological activity.	diols	64-69	epoxide hydrolase 2	Homo sapiens	27-30
26216302-1	2015	Microsomal epoxide hydrolase (EPHX1) is an evolutionarily highly conserved biotransformation enzyme for converting epoxides to diols.	diols	127-132	epoxide hydrolase 1	Homo sapiens	0-28
26216302-1	2015	Microsomal epoxide hydrolase (EPHX1) is an evolutionarily highly conserved biotransformation enzyme for converting epoxides to diols.	diols	127-132	epoxide hydrolase 1	Homo sapiens	30-35
26071213-1	2015	Roles of soluble epoxide hydrolase (sEH), the enzyme responsible for hydrolysis of epoxyeicosatrienoic acids (EETs) to their diols (DHETs), in the coronary circulation and cardiac function remain unknown.	diols	125-130	epoxide hydrolase 2, cytoplasmic	Mus musculus	36-39
25330284-6	2015	The omega3-epoxides, like the EETs, are metabolized by the soluble epoxide hydrolase (sEH) to corresponding diols, and epoxide hydrolase inhibition increases epoxide levels and demonstrates anti-hypertensive as well as anti-inflammatory effects.	diols	108-113	epoxide hydrolase 2	Homo sapiens	59-84
25330284-6	2015	The omega3-epoxides, like the EETs, are metabolized by the soluble epoxide hydrolase (sEH) to corresponding diols, and epoxide hydrolase inhibition increases epoxide levels and demonstrates anti-hypertensive as well as anti-inflammatory effects.	diols	108-113	epoxide hydrolase 2	Homo sapiens	86-89
25550510-2	2015	sEH limits tissue levels of cytochrome P450 (CYP) epoxides derived from omega-6 and omega-3 polyunsaturated fatty acids (PUFA) by converting these antiinflammatory mediators into their less active diols.	diols	197-202	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-3
25951330-6	2015	Moreover, mesenteric bed and carotid were harvested to measure CYP2C23 and CYP2J2, the key isoenzymes in the formation of epoxyeicosatrienoic acids, and the soluble epoxide hydrolase, which is responsible for their degradation in the corresponding diols.	diols	248-253	epoxide hydrolase 2	Rattus norvegicus	157-182
25091705-2	2014	It was found that the solubilities of racemic and enantiomeric diols rac- and (R)-1 depend strongly on temperature.	diols	63-68	Rac family small GTPase 1	Homo sapiens	38-41
25154333-5	2014	On the other hand, phenylboronic acid-functionalized UCNPs can specifically recognize the phospho-glucoses anchored on the ZrMBs through strong boronic acid-diols interaction, so the UCNPs finally accumulated on the ZrMBs are proportional to the HK activity.	diols	157-162	hexokinase 1	Homo sapiens	246-248
25082272-2	2014	It is shown that the unique organometallic complex [Rh(OTf)(trop2NH)(PPh3)] employed as molecular active site in an anode of an OMFC selectively oxidizes a number of renewable diols, such as ethylene glycol , 1,2-propanediol (1,2-P), 1,3-propanediol (1,3-P), and 1,4-butanediol (1,4-B) to their corresponding mono-carboxylates.	diols	176-181	caveolin 1	Homo sapiens	69-73
25173047-2	2014	EETs are hydrolyzed to less biologically active diols by soluble epoxide hydrolase (encoded for by EPHX2).	diols	48-53	epoxide hydrolase 2	Homo sapiens	99-104
24647792-1	2014	Ruthenium(II) PNN complexes depolymerize many polyesters into diols and polycarbonates into glycols plus methanol via hydrogenation.	diols	62-67	pinin, desmosome associated protein	Homo sapiens	14-17
24760204-9	2014	Targeted lipidomics profiling highlighted a remarkable increase in EPA-derived diols and epoxides formed via the cytochrome P450 (CYP450) pathway in the plasma of fat-1 mice compared with WT mice.	diols	79-84	FAT atypical cadherin 1	Mus musculus	163-168
24446488-1	2014	Cytochrome P450 (CYP) epoxygenases generate bioactive lipid epoxides which can be further metabolized to supposedly less active diols by the soluble epoxide hydrolase (sEH).	diols	128-133	epoxide hydrolase 2, cytoplasmic	Mus musculus	141-166
24718617-2	2014	EETs are hydrolyzed by soluble epoxide hydrolase (sEH) to form the corresponding diols, thus altering and reducing the activity of these oxylipins.	diols	81-86	epoxide hydrolase 2, cytoplasmic	Mus musculus	23-48
24718617-2	2014	EETs are hydrolyzed by soluble epoxide hydrolase (sEH) to form the corresponding diols, thus altering and reducing the activity of these oxylipins.	diols	81-86	epoxide hydrolase 2, cytoplasmic	Mus musculus	50-53
24446488-1	2014	Cytochrome P450 (CYP) epoxygenases generate bioactive lipid epoxides which can be further metabolized to supposedly less active diols by the soluble epoxide hydrolase (sEH).	diols	128-133	epoxide hydrolase 2, cytoplasmic	Mus musculus	168-171
23862564-2	2013	In contrast to the previously proposed syn-oxypalladation mechanism for acyclic monoallylic diols, calculations and experiments strongly suggest that hydrogen bonding templates a hydroxyl group and Pd addition across the alkene and provides a low energy pathway via anti-addition (anti-oxypalladation) followed by intramolecular proton transfer and anti-elimination of water.	diols	92-97	synemin	Homo sapiens	39-42
23701967-1	2013	Mammalian soluble epoxide hydrolase (sEH) converts epoxides to their corresponding diols through the addition of a water molecule.	diols	83-88	epoxide hydrolase 2	Homo sapiens	10-35
23701967-1	2013	Mammalian soluble epoxide hydrolase (sEH) converts epoxides to their corresponding diols through the addition of a water molecule.	diols	83-88	epoxide hydrolase 2	Homo sapiens	37-40
24324059-1	2013	Soluble epoxide hydrolase (sEH) hydrolyses/inactivates anti-inflammatory epoxyeicosatrienoic acids (EETs) to their corresponding diols, and targeting sEH leads to strong anti-inflammatory effects.	diols	129-134	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-25
24324059-1	2013	Soluble epoxide hydrolase (sEH) hydrolyses/inactivates anti-inflammatory epoxyeicosatrienoic acids (EETs) to their corresponding diols, and targeting sEH leads to strong anti-inflammatory effects.	diols	129-134	epoxide hydrolase 2, cytoplasmic	Mus musculus	27-30
24324059-1	2013	Soluble epoxide hydrolase (sEH) hydrolyses/inactivates anti-inflammatory epoxyeicosatrienoic acids (EETs) to their corresponding diols, and targeting sEH leads to strong anti-inflammatory effects.	diols	129-134	epoxide hydrolase 2, cytoplasmic	Mus musculus	150-153
23295224-3	2013	We have studied the enantiospecificities of several fungal (AKR3C1, AKR5F and AKR5G) and human (AKR1B1 and AKR1B10) aldo-keto reductases in the production of alpha-hydroxy ketones and diols from vicinal diketones.	diols	184-189	aldo-keto reductase family 1 member B	Homo sapiens	96-102
23631353-1	2013	The chiral SalenCo(III)OAc-catalyzed hydrolytic kinetic resolution (HKR) of racemic terminal epoxides to afford both enantioenriched epoxides and diols presents one of the most important achievements in asymmetric synthesis chemistry.	diols	146-151	mitochondrially encoded cytochrome c oxidase III	Homo sapiens	19-22
23199002-3	2012	Basic hydrolysis of the crude reaction mixture provides access to syn-diols in high yield and stereoselectivity.	diols	70-75	synemin	Homo sapiens	66-69
22303912-2	2013	EETs are regulated through conversion to less active corresponding diols by soluble epoxide hydrolase (sEH).	diols	67-72	epoxide hydrolase 2	Homo sapiens	76-101
22303912-2	2013	EETs are regulated through conversion to less active corresponding diols by soluble epoxide hydrolase (sEH).	diols	67-72	epoxide hydrolase 2	Homo sapiens	103-106
21264428-0	2011	Albumin-directed stereoselective reduction of 1,3-diketones and beta-hydroxyketones to anti diols.	diols	92-97	albumin	Homo sapiens	0-7
23421205-2	2012	Polyketal PK3 was synthesized by the acetal exchange reaction between 2,2-dimethoxypropane and diols.	diols	95-100	pyruvate kinase M1/2	Homo sapiens	10-13
22116511-8	2012	However, EETs are quickly degraded by the enzyme soluble epoxide hydrolase (sEH) to their less active diols, dihydroxyeicosatrienoic acids (DHETs).	diols	102-107	epoxide hydrolase 2	Homo sapiens	49-74
22116511-8	2012	However, EETs are quickly degraded by the enzyme soluble epoxide hydrolase (sEH) to their less active diols, dihydroxyeicosatrienoic acids (DHETs).	diols	102-107	epoxide hydrolase 2	Homo sapiens	76-79
22298653-2	2012	The contribution of EETs to vascular and cardiac function is further influenced by soluble epoxide hydrolase (sEH) that degrades EETs to diols.	diols	137-142	epoxide hydrolase 2	Homo sapiens	83-108
22298653-2	2012	The contribution of EETs to vascular and cardiac function is further influenced by soluble epoxide hydrolase (sEH) that degrades EETs to diols.	diols	137-142	epoxide hydrolase 2	Homo sapiens	110-113
21825980-4	2011	However, targeting the sEH which metabolizes fatty acid epoxides to their corresponding diols is a highly effective way of manipulating levels of these lipid mediators in vivo.	diols	88-93	epoxide hydrolase 2	Homo sapiens	23-26
20574850-4	2011	Polycondensates of diethylenetriaminepentaacetic acid (DTPA) with either diols or diamines were synthesised and coupled to the targeting group, a lectin (Lycopersicon esculentum agglutinin, tomato lectin) which binds with high affinity to specific oligosaccharide configurations in the endothelial glycocalyx.	diols	73-78	LTL	Solanum lycopersicum	146-152
21571638-3	2011	The availability of EETs is limited primarily by the soluble epoxide hydrolase (sEH, EPHX2), which metabolizes EETs to their less active diols.	diols	137-142	epoxide hydrolase 2, cytoplasmic	Mus musculus	53-78
21571638-3	2011	The availability of EETs is limited primarily by the soluble epoxide hydrolase (sEH, EPHX2), which metabolizes EETs to their less active diols.	diols	137-142	epoxide hydrolase 2, cytoplasmic	Mus musculus	80-83
21571638-3	2011	The availability of EETs is limited primarily by the soluble epoxide hydrolase (sEH, EPHX2), which metabolizes EETs to their less active diols.	diols	137-142	epoxide hydrolase 2, cytoplasmic	Mus musculus	85-90
21264428-6	2011	The albumin-controlled reduction is not stereospecific as both enantiomers of 1-aryl-3-hydroxy-1-butanones are reduced to diols with identical stereoselectivities.	diols	122-127	albumin	Homo sapiens	4-11
21204554-2	2011	A PNN pincer ruthenium complex, the Milstein catalyst, was used for this reaction and polyamides with number average molecular weight from ~10 to 30 kDa could be obtained from a wide variety of diols and diamines bearing aliphatic or aromatic, linear or cyclic spacers.	diols	194-199	pinin, desmosome associated protein	Homo sapiens	2-5
21187082-3	2011	Soluble epoxide hydrolase (s-EH) rapidly hydrolyses certain epoxylipids (e.g. EETs) to less bioactive diols (DHETs), thereby attenuating the evoked vasodilator effects.	diols	102-107	epoxide hydrolase 2, cytoplasmic	Mus musculus	0-25
20339956-2	2010	Under physiological conditions, EETs are quickly converted by the soluble epoxide hydrolase (sEH) to diols which do not have the beneficiary roles.	diols	101-106	epoxide hydrolase 2	Homo sapiens	93-96
20531214-3	2010	One approach has been to prevent the conversion of EETs to their inactive diols by inhibiting the soluble epoxide hydrolase (sEH) enzyme.	diols	74-79	epoxide hydrolase 2	Homo sapiens	98-123
20531214-3	2010	One approach has been to prevent the conversion of EETs to their inactive diols by inhibiting the soluble epoxide hydrolase (sEH) enzyme.	diols	74-79	epoxide hydrolase 2	Homo sapiens	125-128
20224052-2	2010	The soluble epoxide hydrolase (sEH) metabolizes EETs to their less active diols.	diols	74-79	epoxide hydrolase 2, cytoplasmic	Mus musculus	4-29
20224052-2	2010	The soluble epoxide hydrolase (sEH) metabolizes EETs to their less active diols.	diols	74-79	epoxide hydrolase 2, cytoplasmic	Mus musculus	31-34
19346242-5	2009	In the mah1 mutant stem wax, diols and ketols could not be detected, while the amounts of secondary alcohols and ketones were drastically reduced.	diols	29-34	cytochrome P450, family 96, subfamily A, polypeptide 15	Arabidopsis thaliana	7-11
20425256-2	2010	Hydration of EETs by the soluble epoxide hydrolase (sEH) is the major route of their degradation to the less bioactive diols.	diols	119-124	epoxide hydrolase 2	Homo sapiens	25-50
20425256-2	2010	Hydration of EETs by the soluble epoxide hydrolase (sEH) is the major route of their degradation to the less bioactive diols.	diols	119-124	epoxide hydrolase 2	Homo sapiens	52-55
19794443-2	2009	These endogenous lipid mediators are broken down into diols by soluble epoxide hydrolase (sEH), and so inhibiting this enzyme would be expected to enhance the beneficial cardiovascular properties of EETs.	diols	54-59	epoxide hydrolase 2	Homo sapiens	63-88
19794443-2	2009	These endogenous lipid mediators are broken down into diols by soluble epoxide hydrolase (sEH), and so inhibiting this enzyme would be expected to enhance the beneficial cardiovascular properties of EETs.	diols	54-59	epoxide hydrolase 2	Homo sapiens	90-93
19679679-1	2010	AIMS: The C-terminal domain of the soluble epoxide hydrolase (sEH) metabolizes epoxyeicosatrienoic acids (EETs) to their less active diols, while the N-terminal domain demonstrates lipid phosphatase activity.	diols	133-138	epoxide hydrolase 2, cytoplasmic	Mus musculus	35-60
19679679-1	2010	AIMS: The C-terminal domain of the soluble epoxide hydrolase (sEH) metabolizes epoxyeicosatrienoic acids (EETs) to their less active diols, while the N-terminal domain demonstrates lipid phosphatase activity.	diols	133-138	epoxide hydrolase 2, cytoplasmic	Mus musculus	62-65
19661211-3	2009	UGT2B7 conjugated all four androgens at the 3-OH but not at the 17-OH that is available in both diols.	diols	96-101	UDP glucuronosyltransferase family 2 member B7	Homo sapiens	0-6
19661211-6	2009	UGT2B15 did not glucuronidate any of the studied four androgens at the 3-OH, but it did conjugate both diols at the 17-OH, with a clear preference for 5alpha-diol.	diols	103-108	UDP glucuronosyltransferase family 2 member B15	Homo sapiens	0-7
19120447-10	2009	Epoxides generated by CYP77A4 are further metabolized to the corresponding diols by epoxide hydrolases located in microsomal and cytosolic subcellular fractions from Arabidopsis thaliana.	diols	75-80	cytochrome P450, family 77, subfamily A, polypeptide 4	Arabidopsis thaliana	22-29
18312493-2	2008	EETs are hydrolyzed to their less active diols, dihydroxyeicosatrienoic acids (DHET), by the enzyme soluble epoxide hydrolase (sEH).	diols	41-46	epoxide hydrolase 2	Rattus norvegicus	100-125
19042114-7	2008	LpL-mediated VLDL lipolysis of PUFA alcohols, diols and ketones was detected and the relative abundance of oxygenated linoleates was enhanced in the lipolysates, relative to their corresponding VLDL.	diols	46-51	lipoprotein lipase	Rattus norvegicus	0-3
18312493-2	2008	EETs are hydrolyzed to their less active diols, dihydroxyeicosatrienoic acids (DHET), by the enzyme soluble epoxide hydrolase (sEH).	diols	41-46	epoxide hydrolase 2	Rattus norvegicus	127-130
17924372-4	2007	It was revealed that the proposed chiral ligand-exchange CE using the SAP-borate system was applicable to enantioseparation of not only diols but also polyols.	diols	136-141	SH2 domain containing 1A	Homo sapiens	70-73
17567599-2	2007	EpETrE actions are regulated through their metabolism to diols (dihydroxyeicosatrienoic acids; DiHETrE) via the enzyme soluble epoxide hydrolase (EPHX2).	diols	57-62	epoxide hydrolase 2	Macaca mulatta	146-151