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(3-(4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-ethoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone + H2O
(3-[4-[([[3-(hydroxymethyl)oxetan-3-yl]methyl]amino)methyl]phenoxy]azetidin-1-yl)[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
-
?
(3-(4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-ethoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone + H2O
?
-
-
-
-
?
(3-(4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenoxy)azetidin-1-yl)(5-(4-ethoxyphenyl)-1,3,4-oxadiazol-2-yl)methanone + H2O
[3-(4-[[3,3-bis(hydroxymethyl)azetidin-1-yl]methyl]phenoxy)azetidin-1-yl][5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
-
?
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
(5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
(5Z,8Z,14Z)-11,12-epoxyeicosa-5,8,14-trienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosa-5,8,14-trienoic acid
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
(exo)-2,3-epoxynorbornane + H2O
?
-
-
-
-
?
(R)-1,2-epoxybutane + H2O
(2R)-butane-1,2-diol
very limited preference for hydrolysis of the (R)-enantiomer
-
-
?
(R)-1,2-epoxyhexane + H2O
n-2-hydroxyhexanol
-
-
-
-
?
(R)-epichlorhydrin + H2O
(R)-3-chloro-1,2-propanediol
very limited preference for hydrolysis of the (S)-enantiomer
-
-
?
(R)-glycidyl tosylate + H2O
(2R)-4-(4-methylbenzene-1-sulfonyl)butane-1,2,4-triol
very limited preference for hydrolysis of the (R)-enantiomer
-
-
?
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
(R)-styrene oxide + H2O
(R)-styrene glycol
preferential hydrolysis of the (R)-enantiomer
-
-
?
(S)-1,2-epoxybutane + H2O
(2S)-butane-1,2-diol
very limited preference for hydrolysis of the (R)-enantiomer
-
-
?
(S)-1,2-epoxyhexane + H2O
n-2-hydroxyhexanol
-
-
-
-
?
(S)-epichlorhydrin + H2O
(S)-3-chloro-1,2-propanediol
very limited preference for hydrolysis of the (S)-enantiomer
-
-
?
(S)-glycidyl tosylate + H2O
(2S)-4-(4-methylbenzene-1-sulfonyl)butane-1,2,4-triol
very limited preference for hydrolysis of the (R)-enantiomer
-
-
?
(S)-styrene oxide + H2O
1,2-diphenylethane-1,2-diol
-
-
-
-
?
1,10-phenanthroline 5,6-oxide + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
1,2,3,4,9,9-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6,7-diol
1,2-epoxybutane + H2O
2-hydroxy-n-butanol
-
-
-
-
?
1-(4-methoxyphenyl)-N-methyl-N-[(3-methyloxetan-3-yl)methyl]methanamine + H2O
2-([[(4-methoxyphenyl)methyl](methyl)amino]methyl)-2-methylpropane-1,3-diol
-
-
-
ir
1-methyl-1-phenyloxirane + H2O
?
1-[3-[4-([methyl[(3-methyloxetan-3-yl)methyl]amino]methyl)phenoxy]azetidin-1-yl]ethan-1-one + H2O
1-[3-[4-([[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl](methyl)amino]methyl)phenoxy]azetidin-1-yl]ethan-1-one
-
[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl](methyl)amino]methyl)phenoxy]azetidin-1-yl]ethan-1-one
-
ir
11,12-epoxyeicosatrienoate + H2O
11,12-hydroxyeicosatrienoate
-
-
-
?
14,15-epoxyeicosatrienoic acid + H2O
?
-
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
16alpha,17alpha-epoxyandrosten-3-one + H2O
?
2,3-epoxypropyl ether + H2O
?
-
-
-
-
?
2,3-epoxypropyl-p-methoxyphenyl ether + H2O
3-(3-methoxyphenoxy)propane-1,2-diol
-
-
-
-
?
2,3-epoxypropyl-p-methoxyphenyl ether + H2O
?
-
-
-
-
?
2-(4-methoxyphenyl)-N-methyl-N-[(3-methyloxetan-3-yl)methyl]ethan-1-amine + H2O
2-([[2-(4-methoxyphenyl)ethyl](methyl)amino]methyl)-2-methylpropane-1,3-diol
-
-
-
ir
2-arachidonoylglycerol + H2O
arachidonic acid + glycerol
-
-
-
-
?
2-bromoethylene oxide + H2O
?
-
-
-
-
?
2-chloroethylene oxide + H2O
?
2-methyl styrene oxide + H2O
(2R)-2-phenylpropane-1,2-diol
-
-
highly enantioselective in ionic liquid [bmim][PF6]in presence of 10% water
-
?
3,3,3-trichloropropylene oxide + H2O
?
-
-
-
-
?
3-methylcholanthrene 11,12-oxide + H2O
?
4-chlorophenyl 2,3-epoxypropyl ether + H2O
?
4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate + H2O
?
4-nitrophenyl 3-(oxiran-2-yl)propanoate + H2O
?
4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate + H2O
?
4-nitrostyrene 7,8-oxide + H2O
1-(4-nitro)phenyl-ethane-1,2-diol
-
i.e. PNSO
-
-
?
4-t-butylstyrene oxide + H2O
(1R)-1-(4-t-butylphenyl)ethane-1,2-diol
-
-
highly enantioselective in ionic liquid [bmim][PF6]in presence of 10% water
-
?
4-vinylcyclohexene + H2O
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
4-vinylcyclohexene dioxide + H2O
?
-
low activity
-
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthra-3,4-diol-1,2-epoxide
-
-
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthracene-3,4-diol-1,2-epoxide
7,12-dimethylbenz[a]anthracene + H2O
?
-
-
-
-
?
7-glycidoxycoumarin + H2O
7-(1',2'-dihydroxy-3'-propoxy)coumarin
-
substrate is a stable epoxide
-
-
?
7-glycidoxycoumarin + H2O
?
-
-
-
-
?
7-methylbenzanthracene-5,6-oxide + H2O
?
-
-
-
-
?
7-methylbenzoanthracene + H2O
?
-
-
-
-
?
aflatoxin-B1-8,9-exo-epoxide + H2O
?
allylbenzene + H2O
3-phenylpropane-1,2-diol
androstene oxide + H2O
androstene diol
-
-
-
?
benzene oxide + H2O
?
-
-
-
-
?
benzo(a)pyrene 4,5-oxide + H2O
?
-
-
-
-
?
benzoanthracene 5,6-oxide + H2O
?
benzoanthracene-9,10-oxide + H2O
?
-
-
-
-
?
benzopyrene 11,12-oxide + H2O
?
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
benzopyrene 7,8-oxide + H2O
?
benzopyrene 9,10-oxide + H2O
?
-
-
-
-
?
benzo[a]pyrene 5-oxide + H2O
?
benzo[a]pyrene 7,8-oxide + H2O
benzo[a]pyrene 7,8-diol
-
-
-
?
benzo[a]pyrene-7,8-epoxide + H2O
benzo[a]pyrene-7,8-dihydrodiol
benz[a]anthracene 5,6-oxide + H2O
5,6-dihydro-chrysene-5,6-diol
-
-
-
-
?
benz[a]pyrene 4,5-oxide + H2O
4,5-dihydro-benzo[def]chrysene-4,5-diol
-
-
-
-
?
bisnorsqualene oxide + H2O
?
-
-
-
-
?
butadiene + H2O
butadienol
-
-
-
?
butadiene monoxide + H2O
?
-
low activity
-
-
?
carbamazepine-10,11-epoxide + H2O
?
cis-(9R,10S)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
cis-(9R,10S)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
cis-(9S,10R)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
cis-(9S,10R)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
cis-4,4'-dichlorostilbene oxide + H2O
(1R,2R)-1,2-bis(4-chlorophenyl)ethane-1,2-diol
-
-
product identification
-
?
cis-4,4'-diethylstilbene oxide + H2O
(1R,2R)-1,2-bis(4-ethylphenyl)ethane-1,2-diol
-
-
product identification
-
?
cis-4,4'-diisopropylstilbene oxide + H2O
(1R,2R)-1,2-bis(4-isopropylphenyl)ethane-1,2-diol
-
-
product identification
-
?
cis-4,4'-dimethylstilbene oxide + H2O
(1R,2R)-1,2-bis(4-methylphenyl)ethane-1,2-diol
-
-
product identification
-
?
cis-8-ethylstyrene 7,8-oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
cis-stilbene oxide + H2O
1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
?
cyano(2-methoxynaphthalen-6-yl)methyl trans-(2-(3-phenyloxiran-2-yl))acetate + H2O
?
-
-
-
?
cyano(2-methoxynaphthalen-6-yl)methyl trans-2-(3-propyloxiran-2-yl)acetate + H2O
?
cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate + H2O
?
cyano(6-methoxy-naphthalen-2-yl)methyl oxiran-2-ylmethyl carbonate + H2O
?
-
-
-
?
cyano(6-methoxy-naphthalen-2-yl)methyl trans-[(3-phenyloxiran-2-yl)methyl]carbonate + H2O
?
-
-
-
?
cyano-(6-methoxy-naphthalen-2-yl)-methyl 3,3-dimethyl-oxiranylmethyl carbonate + H2O
?
-
-
-
?
cyano-(6-methoxy-naphthalen-2-yl)-methyl trans-((3-ethyl-oxiran-2-yl)methyl) carbonate + H2O
?
-
-
-
?
cyano-(6-methoxynaphthalen-2-yl)methyl trans-2-pentenylacetate + H2O
?
-
prepared from trans-styrylacetic acid and 7-methoxy-2-naphthaldehyde. Enzyme EH catalyzed hydrolysis of the epoxide substrate produces an intermediate diol which lactonizes to release a fluorescent reporter after hydrolysis of the intermediate cyanohydrin
-
-
?
cyclododecene-1,2-oxide + H2O
?
-
-
-
-
?
cyclohexene + H2O
cyclohexadiol
-
-
-
?
cyclohexene oxide + H2O
?
-
-
-
-
?
cyclohexene-1,2-oxide + H2O
?
-
-
-
-
?
cytochrome P450 isoform 1B1 + H2O
7,12-dimethylbenz(a)anthracene-3,4-diol
di(2-ethylhexyl)phthalate + H2O
?
dibenzanthracene 5,6-oxide + H2O
?
dibenzoanthracene + H2O
?
-
-
-
-
?
dihydronaphthalene oxide + H2O
(1S,2S)-1,2,3,4-tetrahydronaphthalene-1,2-diol
-
-
highly enantioselective in ionic liquid [bmim][PF6]in presence of 10% water
-
?
dl-1,3-butadiene diepoxide + H2O
?
-
low activity
-
-
?
epibromhydrin + H2O
?
-
-
-
-
?
epichlorhydrin + H2O
3-chloro-1,2-propanediol
-
-
-
-
?
epifluorohydrin + H2O
?
-
-
-
-
?
epoxy-stearic acid + H2O
?
-
highly enantiospecific reaction, low activity
-
-
?
epoxyestratrienol + H2O
?
-
-
-
?
epoxyestratrienol + H2O
dihydroxyestratrienol
-
-
-
?
ethylene oxide + H2O
ethane-1,2-diol
ethylene oxide + H2O
ethylene glycol
-
-
-
?
glycidyl methacrylate + H2O
?
-
low activity
-
-
?
indene-1,2-oxide + H2O
?
-
-
-
-
?
juvenile hormone I + H2O
?
-
-
-
-
?
juvenile hormone II + H2O
?
-
-
-
-
?
juvenile hormone III + H2O
?
naphthalene 1,2-oxide + H2O
naphthalene 1,2-diol
-
-
-
-
?
naphthalene-1,2-oxide + H2O
?
octene 1,2-oxide + H2O
octan-1,2-diol
-
-
-
-
?
octene-1,2-oxide + H2O
?
-
-
-
-
?
okadaic acid + H2O
?
-
-
-
-
?
p-chlorophenyl-2,3-epoxypropylether + H2O
?
-
-
-
-
?
p-nitrostyrene 7,8-oxide + H2O
?
phenanthrene-9,10-oxide + H2O
?
propylene oxide + H2O
?
-
low activity
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
racemic ethyl 3-phenylglycidate + H2O
(2R,3S)-ethyl 3-phenylglycidate
styrene 7,8-oxide + H2O
1-phenyl-ethane-1,2-diol
styrene 7,8-oxide + H2O
styrene glycol
styrene epoxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenyl-ethane-1,2-diol
styrene oxide + H2O
1-phenylethane-1,2-diol
styrene oxide + H2O
styrene glycol
styrene-7,8-oxide + H2O
1-phenylethane-1,2-diol
trans-4,5-epoxy-hexanol
1-(tetrahydrofuran-2-yl)ethanol
-
exo-tet cyclization reaction
-
-
?
trans-4,5-epoxy-hexanol
2-methyltetrahydro-2H-pyran-3-ol
-
endo-tet cyclization reaction
-
-
?
trans-8-ethylstyrene 7,8-oxide + H2O
?
-
i.e. TESO
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
trans-diphenylpropene oxide + H2O
?
trans-ethyl styrene oxide + H2O
?
trans-stilbene oxide + H2O
1,2-diphenylethane-1,2-diol
trans-stilbene oxide + H2O
?
[3-(4-[[(oxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone + H2O
[3-(4-[[(1,3-dihydroxypropan-2-yl)amino]methyl]phenoxy)azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone
-
-
-
ir
[3-[4-([((3-methyloxetan-3-yl)methyl)amino]methyl)phenoxy]azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone + H2O
[3-[4-([[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl]amino]methyl)phenoxy]azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone
-
-
-
ir
[3-[4-([methyl[(3-methyloxetan-3-yl)methyl]amino]methyl)phenoxy]azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone + H2O
[3-[4-([[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl](methyl)amino]methyl)phenoxy]azetidin-1-yl](5-phenyl-1,3,4-oxadiazol-2-yl)methanone
-
-
-
ir
[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-(4-[[(oxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl]methanone + H2O
[3-(4-[[(1,3-dihydroxypropan-2-yl)amino]methyl]phenoxy)azetidin-1-yl][5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
ir
[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-[4-([methyl[(3-methyloxetan-3-yl)methyl]amino]methyl)phenoxy]azetidin-1-yl]methanone + H2O
[3-[4-([[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl](methyl)amino]methyl)phenoxy]azetidin-1-yl][5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
ir
[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-[4-([[(3-methyloxetan-3-yl)methyl]amino]methyl)phenoxy]azetidin-1-yl]methanone + H2O
[3-[4-([[3-hydroxy-2-(hydroxymethyl)-2-methylpropyl]amino]methyl)phenoxy]azetidin-1-yl][5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
ir
[5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-[4-([[(oxetan-3-yl)methyl]amino]methyl)phenoxy]azetidin-1-yl]methanone + H2O
[3-[4-([[3-hydroxy-2-(hydroxymethyl)propyl]amino]methyl)phenoxy]azetidin-1-yl][5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl]methanone
-
-
-
ir
additional information
?
-
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosa-5,8,14-trienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosa-5,8,14-trienoic acid
-
i.e. 11,12-EET
i.e. 11,12-DHET
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosa-5,8,14-trienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosa-5,8,14-trienoic acid
-
i.e. 11,12-EET
i.e. 11,12-DHET
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
-
-
-
-
?
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
-
-
-
-
?
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
-
-
-
-
?
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
-
-
-
?
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
-
R-enantiomer is preferred
-
-
?
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
-
-
-
?
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
Pigeon
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
quail
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
toad
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
?
trout
-
-
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
1,2,3,4,9,9-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6,7-diol
-
excellent and selective substrate for mEH
-
-
?
1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O
1,2,3,4,9,9-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6,7-diol
-
excellent and selective substrate for mEH
-
-
?
1-methyl-1-phenyloxirane + H2O
?
-
-
-
-
?
1-methyl-1-phenyloxirane + H2O
?
-
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
16alpha,17alpha-epoxyandrosten-3-one + H2O
?
-
endogenous substrate of mEH
-
-
?
16alpha,17alpha-epoxyandrosten-3-one + H2O
?
-
endogenous substrate of mEH
-
-
?
2-chloroethylene oxide + H2O
?
-
-
-
-
?
2-chloroethylene oxide + H2O
?
-
-
-
-
?
3-methylcholanthrene 11,12-oxide + H2O
?
-
-
-
-
?
3-methylcholanthrene 11,12-oxide + H2O
?
-
-
-
-
?
4-chlorophenyl 2,3-epoxypropyl ether + H2O
?
-
-
-
-
?
4-chlorophenyl 2,3-epoxypropyl ether + H2O
?
-
-
-
-
?
4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate + H2O
?
-
-
-
-
?
4-methyl-2-oxo-2H-chromen-7-yl oxiran-2-ylmethyl carbonate + H2O
?
-
-
-
-
?
4-nitrophenyl 3-(oxiran-2-yl)propanoate + H2O
?
-
-
-
-
?
4-nitrophenyl 3-(oxiran-2-yl)propanoate + H2O
?
-
-
-
-
?
4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate + H2O
?
-
-
-
-
?
4-nitrophenyl 6-oxabicyclo[3.1.0]hexane-3-carboxylate + H2O
?
-
-
-
-
?
4-vinylcyclohexene + H2O
?
-
-
after exposure of ovary to 4-vinylcyclohexene, an inactive tetrol metabolite 4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane can be formed, potentially through detoxification action of mEH
-
?
4-vinylcyclohexene + H2O
?
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthracene-3,4-diol-1,2-epoxide
-
-
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthracene-3,4-diol-1,2-epoxide
-
-
bioactivation reaction
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthracene-3,4-diol-1,2-epoxide
-
-
-
?
aflatoxin-B1-8,9-exo-epoxide + H2O
?
-
-
-
-
?
aflatoxin-B1-8,9-exo-epoxide + H2O
?
-
-
-
-
?
allylbenzene + H2O
3-phenylpropane-1,2-diol
-
-
-
-
?
allylbenzene + H2O
3-phenylpropane-1,2-diol
-
-
-
-
?
allylbenzene + H2O
3-phenylpropane-1,2-diol
-
-
-
-
?
androstene oxide + H2O
?
-
-
-
-
?
androstene oxide + H2O
?
-
-
-
?
androstene oxide + H2O
?
-
-
-
-
?
benzoanthracene 5,6-oxide + H2O
?
-
-
-
-
?
benzoanthracene 5,6-oxide + H2O
?
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
Pigeon
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
quail
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
208878, 208879, 208880, 208886, 208890, 208892, 208893, 208894, 208895, 208899, 208901 -
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
toad
-
-
-
-
?
benzopyrene 4,5-oxide + H2O
(-)benzopyrene 4,5-dihydrodiol
trout
-
-
-
-
?
benzopyrene 7,8-oxide + H2O
?
-
-
-
-
?
benzopyrene 7,8-oxide + H2O
?
-
-
-
-
?
benzo[a]pyrene 5-oxide + H2O
?
-
-
-
-
?
benzo[a]pyrene 5-oxide + H2O
?
-
-
-
-
?
benzo[a]pyrene-7,8-epoxide + H2O
benzo[a]pyrene-7,8-dihydrodiol
-
-
-
-
?
benzo[a]pyrene-7,8-epoxide + H2O
benzo[a]pyrene-7,8-dihydrodiol
-
-
-
-
?
carbamazepine-10,11-epoxide + H2O
?
-
-
-
-
?
carbamazepine-10,11-epoxide + H2O
?
-
-
-
-
?
cis-(9R,10S)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
-
enantioselective production of 80% (9R,10R)-diol and 20% (9S,10S)-diol
-
?
cis-(9R,10S)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
-
enantioselective production of 84% (9R,10R)-diol and 16% (9S,10S)-diol
-
?
cis-(9R,10S)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
-
-
enantioselective production of 79% (9R,10R)-diol and 21% (9S,10S)-diol
-
?
cis-(9R,10S)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
-
-
enantioselective production of 83% (9R,10R)-diol and 17% (9S,10S)-diol
-
?
cis-(9S,10R)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
-
enantioselective production of 39% (9R,10R)-diol and 61% (9S,10S)-diol
-
?
cis-(9S,10R)-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
-
enantioselective production of 52% (9R,10R)-diol and 48% (9S,10S)-diol
-
?
cis-(9S,10R)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
-
-
enantioselective production of 48% (9R,10R)-diol and 52% (9S,10S)-diol
-
?
cis-(9S,10R)-epoxystearic acid methyl ester + H2O
threo-(9R,10R)-dihydroxystearic acid methyl ester + threo-(9S,10S)-dihydroxystearic acid methyl ester
-
-
enantioselective production of 68% (9R,10R)-diol and 32% (9S,10S)-diol
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
the recombinant enzyme expressed in Escherichia coli acts stereospecifically on the the (R)-styrene
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
692205, 695933, 696572, 697577, 698150, 699759, 700328, 700555, 700587, 701302, 713743 -
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
cis-stilbene oxide + H2O
?
-
-
-
-
?
clofibrate + H2O
?
-
-
-
-
?
clofibrate + H2O
?
-
-
-
-
?
clofibrate + H2O
?
-
-
-
-
?
clofibrate + H2O
?
-
-
-
-
?
clofibrate + H2O
?
-
-
-
-
?
cyano(2-methoxynaphthalen-6-yl)methyl trans-2-(3-propyloxiran-2-yl)acetate + H2O
?
-
-
-
?
cyano(2-methoxynaphthalen-6-yl)methyl trans-2-(3-propyloxiran-2-yl)acetate + H2O
?
-
-
-
-
?
cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate + H2O
?
-
synthetic fluorescent substrate
-
-
?
cyano(6-methoxy-naphthalen-2-yl)methyl glycidyl carbonate + H2O
?
-
synthetic fluorescent substrate
-
-
?
cytochrome P450 isoform 1B1 + H2O
7,12-dimethylbenz(a)anthracene-3,4-diol
-
-
-
-
?
cytochrome P450 isoform 1B1 + H2O
7,12-dimethylbenz(a)anthracene-3,4-diol
-
-
-
-
?
di(2-ethylhexyl)phthalate + H2O
?
-
-
-
-
?
di(2-ethylhexyl)phthalate + H2O
?
-
-
-
-
?
di(2-ethylhexyl)phthalate + H2O
?
-
-
-
-
?
di(2-ethylhexyl)phthalate + H2O
?
-
-
-
-
?
di(2-ethylhexyl)phthalate + H2O
?
-
-
-
-
?
dibenzanthracene 5,6-oxide + H2O
?
-
-
-
-
?
dibenzanthracene 5,6-oxide + H2O
?
-
-
-
-
?
estroxide + H2O
?
-
-
-
-
?
estroxide + H2O
?
-
-
-
-
?
estroxide + H2O
?
-
16alpha,17alpha-epoxyestratrienol
-
-
?
ethylene oxide + H2O
ethane-1,2-diol
-
-
-
-
?
ethylene oxide + H2O
ethane-1,2-diol
-
-
-
-
?
indene 1,2-oxide + H2O
?
-
-
-
-
?
indene 1,2-oxide + H2O
?
-
-
-
?
juvenile hormone III + H2O
?
poor substrate
-
-
?
juvenile hormone III + H2O
?
-
-
-
?
juvenile hormone III + H2O
?
-
-
-
-
?
juvenile hormone III + H2O
?
-
-
-
?
juvenile hormone III + H2O
?
-
activity is less than 4 pmol/min/mg protein
-
?
naphthalene-1,2-oxide + H2O
?
-
-
-
-
?
naphthalene-1,2-oxide + H2O
?
-
-
-
-
?
naphthalene-1,2-oxide + H2O
?
-
-
-
-
?
octene 1,2-oxide + H2O
?
-
-
-
-
?
octene 1,2-oxide + H2O
?
-
-
-
-
?
p-nitrostyrene 7,8-oxide + H2O
?
-
-
-
-
?
p-nitrostyrene 7,8-oxide + H2O
?
-
-
-
-
?
phenanthrene-9,10-oxide + H2O
?
-
-
-
-
?
phenanthrene-9,10-oxide + H2O
?
-
-
-
-
?
phenanthrene-9,10-oxide + H2O
?
-
-
-
-
?
phenanthrene-9,10-oxide + H2O
?
-
-
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
30% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
94% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
63.5% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
94% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
74% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
90% enantioselective (9S,10S)-cis-diol production by the constitutive enzyme, 86% by the pathogen-induced enzyme
-
-
?
racemic cis-9,10-epoxystearic acid + H2O
threo-(9R,10R)-dihydroxystearic acid + threo-(9S,10S)-dihydroxystearic acid
-
59% enantioselective (9S,10S)-cis-diol production
-
-
?
racemic ethyl 3-phenylglycidate + H2O
(2R,3S)-ethyl 3-phenylglycidate
-
-
production of (2R,3S)-ethyl 3-phenylglycidate with 95% enantiomeric excess and 26% yield in 12 h from 0.2% (w/v) of the racemat
-
?
racemic ethyl 3-phenylglycidate + H2O
(2R,3S)-ethyl 3-phenylglycidate
-
-
production of (2R,3S)-ethyl 3-phenylglycidate with 95% enantiomeric excess and 26% yield in 12 h from 0.2% (w/v) of the racemat
-
?
styrene 7,8-oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene 7,8-oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene 7,8-oxide + H2O
styrene glycol
-
-
-
-
?
styrene 7,8-oxide + H2O
styrene glycol
-
-
-
-
?
styrene 7,8-oxide + H2O
styrene glycol
-
-
-
?
styrene 7,8-oxide + H2O
styrene glycol
-
-
-
-
?
styrene 7,8-oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenyl-ethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
recombinant enzyme, low activity
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
Pigeon
-
-
-
-
?
styrene oxide + H2O
styrene glycol
quail
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
-
?
styrene oxide + H2O
styrene glycol
toad
-
-
-
-
?
styrene oxide + H2O
styrene glycol
trout
-
-
-
-
?
styrene oxide + H2O
styrene glycol
-
-
-
?
styrene-7,8-oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
styrene-7,8-oxide + H2O
1-phenylethane-1,2-diol
-
-
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
-
-
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
-
-
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
-
-
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
-
-
-
-
?
trans-9,10-epoxystearate + H2O
9,10-dihydroxy-octadecanoic acid
-
-
-
-
?
trans-diphenylpropene oxide + H2O
?
-
-
-
?
trans-diphenylpropene oxide + H2O
?
-
-
-
?
trans-ethyl styrene oxide + H2O
?
-
-
-
-
?
trans-ethyl styrene oxide + H2O
?
-
trans-beta-ethyl styrene oxide
-
-
?
trans-ethyl styrene oxide + H2O
?
-
-
-
-
?
trans-ethyl styrene oxide + H2O
?
-
-
-
-
?
trans-stilbene oxide + H2O
1,2-diphenylethane-1,2-diol
-
-
-
?
trans-stilbene oxide + H2O
1,2-diphenylethane-1,2-diol
-
-
-
-
?
trans-stilbene oxide + H2O
1,2-diphenylethane-1,2-diol
-
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
-
?
trans-stilbene oxide + H2O
?
-
cis-stilbene oxide hydrolase and trans-stilbene hydrolase isoenzymes are not structurally identical
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
the enzyme in Drosophila melanogaster is involved in xenobiotic biotransformation, but not in juvenile hormone metabolism
-
-
?
additional information
?
-
-
the enzyme in Drosophila melanogaster is involved in xenobiotic biotransformation, but not in juvenile hormone metabolism
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
no activity with trans-stilbene oxide
-
-
?
additional information
?
-
-
no activity with trans-stilbene oxide
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
substrate specificity
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
involved in the biotransformation of epoxides produced from either xeno- or endobiotics. The diols produced are generally detoxification products but in several instances, such as 9,10-epoxybenzopyrene-7,8-diol, they are very potent mutagens and possible carcinogens. The enzyme is induced by phenobarbital
-
-
?
additional information
?
-
-
the enzyme is expected to play a purely protective role with respect to epoxides metabolically produced from pharmaceutical drugs
-
-
?
additional information
?
-
-
genetic polymorphisms of the enzyme are responsible for varying susceptibility of cigarette smoking humans to chronic obstructive pulmonary disease, COPD
-
-
?
additional information
?
-
-
key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level, the enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport, the enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is a phase II biotransformation enzyme which detoxifies epoxides, including carcinogens such as polycyclic aromatic hydrocarbons found in cigarette smoke and cooked meats, enzyme polymorphisms are not associated with colon cancer risk
-
-
?
additional information
?
-
-
the enzyme is critical for biotransformations in xenobiotic metabolism and detoxification
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide, enzyme deficiency leads to acute and severe phenytoin toxicity in vivo, the enzyme is involved in transport of bile acids in the liver
-
-
?
additional information
?
-
-
mEH prefers mono- and cis-substituted epoxides, low but highly enantioselective activity with epoxy fatty acids
-
-
?
additional information
?
-
-
substrate specificity, no activity with 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene,i.e. HEOM, 2-acetylaminofluorene, arochlor 1254, and benzopyrene 4,5-oxide, the cytosolic enzyme hydrates epoxides on cyclic sytems very slowly, but hydrates a wide variety of aliphatic epoxides rapidly, trisubstituted terpenoid epoxides show low Km-values, fatty acid and ester epoxides are hydrated very quickly
-
-
?
additional information
?
-
-
wide substrate specificity, epoxide-containing glycerol-phospholipids are poor substrates, the enzyme prefers mono- and cis-1,2-disubstituted epoxides as substrates, while gem-di-, trans-di-, tri- and tetra-substituted epoxides are either low turnover substrates or inhibitors, the enzyme has a tamaoxifen binding site
-
-
?
additional information
?
-
-
EPHX1 detoxifies genotoxic compounds and participates in the removal of reactive oxygen species
-
-
?
additional information
?
-
-
mEH is capable of inactivating a large number of structurally different, highly reactive epoxides and hence is an important part of the enzymatic defence of our organism against adverse effects of foreign compounds
-
-
?
additional information
?
-
-
mEH mediates the transport of bile acid in the liver
-
-
?
additional information
?
-
-
mEH prefers mono- and cis-1,2-disubstituted epoxides, while gem-di-, trans-di-, tri- and tetrasubstituted epoxides are low-turnover substrates or inhibitors
-
-
?
additional information
?
-
-
no activity with 14,15-epoxyexicosatrienoic acid
-
-
?
additional information
?
-
enzyme mEH in collaboration with cytochrome-P-450 (CYP) converts benzo(a)pyrene to more reactive intermediate, benzo(a)pyrene-7,8-dihydrodiol 8,9-epoxide (benzo(a)pyrene diolepoxide, BPDE) which displays higher mutagenic and carcinogenic potential than its substrate
-
-
?
additional information
?
-
-
enzyme mEH in collaboration with cytochrome-P-450 (CYP) converts benzo(a)pyrene to more reactive intermediate, benzo(a)pyrene-7,8-dihydrodiol 8,9-epoxide (benzo(a)pyrene diolepoxide, BPDE) which displays higher mutagenic and carcinogenic potential than its substrate
-
-
?
additional information
?
-
oxetanes are a nonepoxide class of substrates for human mEH, which is known to catalyze the hydrolytic ring opening of electrophilic and potentially toxic epoxide-containing drugs, drug metabolites, and exogenous organochemicals
-
-
?
additional information
?
-
-
oxetanes are a nonepoxide class of substrates for human mEH, which is known to catalyze the hydrolytic ring opening of electrophilic and potentially toxic epoxide-containing drugs, drug metabolites, and exogenous organochemicals
-
-
?
additional information
?
-
the enzyme converts epoxides to diols and is able to either detoxify or bioactivate a wide range of substrates. The prototypical EPHX1 reaction involves conversion of epoxides to trans-dihydrodiols. EPHX1 more readily converts xenobiotics than endogenous substrates
-
-
?
additional information
?
-
-
the enzyme converts epoxides to diols and is able to either detoxify or bioactivate a wide range of substrates. The prototypical EPHX1 reaction involves conversion of epoxides to trans-dihydrodiols. EPHX1 more readily converts xenobiotics than endogenous substrates
-
-
?
additional information
?
-
EPHX1 has a broad substrate specificity. It also metabolizes endocannabinoid 2-arachidonoylglycerol to free arachidonic acid and glycerol
-
-
?
additional information
?
-
-
EPHX1 has a broad substrate specificity. It also metabolizes endocannabinoid 2-arachidonoylglycerol to free arachidonic acid and glycerol
-
-
?
additional information
?
-
no activity with [5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-(4-[[methyl(oxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl]methanone, [5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-(4-[[(3-methyloxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl]methanone, 2-(4-methoxyphenyl)-N-[(3-methyloxetan-3-yl)methyl]ethan-1-amine, and 2-(4-methoxyphenyl)-N-methyl-N-[(oxetan-3-yl)methyl]ethan-1-amine
-
-
?
additional information
?
-
-
no activity with [5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-(4-[[methyl(oxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl]methanone, [5-(4-methoxyphenyl)-1,3,4-oxadiazol-2-yl][3-(4-[[(3-methyloxetan-3-yl)amino]methyl]phenoxy)azetidin-1-yl]methanone, 2-(4-methoxyphenyl)-N-[(3-methyloxetan-3-yl)methyl]ethan-1-amine, and 2-(4-methoxyphenyl)-N-methyl-N-[(oxetan-3-yl)methyl]ethan-1-amine
-
-
?
additional information
?
-
the microsomal epoxide hydrolase (EPHX1) is inactive with cis- or trans-allylic epoxides, such as 9R,10R-trans-epoxy-13R-hydroxy-octadeca-11E-enoic acid, 9R,10S-cis-epoxy-13R-hydroxyoctadeca-11E-enoic acid, 12,13-trans-epoxy-octadeca-9E-enoic acid, and 12,13-cis-epoxy-octadeca-9E-enoic acid, in contrast to the soluble epoxide hydrolase, (EPHX2 and EPHX3, EC 3.3.2.10)
-
-
?
additional information
?
-
-
the enzyme has the potential to catalyze the critical endo-tet cyclization of epoxy alcohols via a endo-tet cyclization, mechanism, overview. Reaction of polyepoxide pre-momensin to momensin, a polyether, or of another polyepoxide to brevetoxin B
-
-
?
additional information
?
-
-
substrate specificity, no activity with 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene,i.e. HEOM, 2-acetylaminofluorene, arochlor 1254, and benzopyrene 4,5-oxide, the cytosolic enzyme hydrates epoxides on cyclic systems very slowly, but hydrates a wide variety of aliphatic epoxides rapidly, trisubstituted terpenoid epoxides show low Km-valus, fatty acid and ester epoxides are hydrated very quickly
-
-
?
additional information
?
-
-
the enzyme may play a significant role in the secondary metabolism of juvenile hormone acid generated by juvenile hormone esterase
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
the enzyme plays an important role in the metabolism of various xenobiotic compounds including the polycyclic aromatic hydrocarbon carcinogens. It is specifically involved in the formation of the ultimate carcinogen of benzopyrene
-
-
?
additional information
?
-
-
probably represents an important factor in the control of reactive epoxides
-
-
?
additional information
?
-
-
key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level. The enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport. The enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide, the enzyme is important in sexual development
-
-
?
additional information
?
-
-
mEH prefers mono- and cis-substituted epoxides, low but highly enantioselective activity with epoxy fatty acids, the enzyme acts as an antiestrogen binding site subunit
-
-
?
additional information
?
-
-
substrate specificity, no activity with 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene,i.e. HEOM, 2-acetylaminofluorene, arochlor 1254, and benzopyrene 4,5-oxide, the cytosolic enzyme hydrates epoxides on cyclic sytems very slowly, but hydrates a wide variety of aliphatic epoxides rapidly, trisubstituted terpenoid epoxides show low Km-values, fatty acid and ester epoxides are hydrated very quickly
-
-
?
additional information
?
-
-
wide substrate specificity, the enzyme prefers mono- and cis-1,2-disubstituted epoxides as substrates, while gem-di-, trans-di-, tri- and tetra-substituted epoxides are either low turnover substrates or inhibitors
-
-
?
additional information
?
-
-
mEH is capable of inactivating a large number of structurally different, highly reactive epoxides and hence is an important part of the enzymatic defence of our organism against adverse effects of foreign compounds
-
-
?
additional information
?
-
-
mEH mediates the transport of bile acid in the liver
-
-
?
additional information
?
-
-
mEH prefers mono- and cis-1,2-disubstituted epoxides, while gem-di-, trans-di-, tri- and tetrasubstituted epoxides are low-turnover substrates or inhibitors
-
-
?
additional information
?
-
microsomal epoxide hydrolase (mEH) has a wide substrate specificity
-
-
?
additional information
?
-
-
microsomal epoxide hydrolase (mEH) has a wide substrate specificity
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
substrate specificity, no activity with 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene,i.e. HEOM, 2-acetylaminofluorene, arochlor 1254, and benzopyrene 4,5-oxide, the cytosolic enzyme hydrates epoxides on cyclic sytems very slowly, but hydrates a wide variety of aliphatic epoxides rapidly, trisubstituted terpenoid epoxides show low Km-values, fatty acid and ester epoxides are hydrated very quickly
-
-
?
additional information
?
-
-
the enzyme shows a broad substrate specificity, all epoxides with a trisubstituted oxirane ring are no or poor substrates, no activity with 5,6alpha-epoxy-5alpha-cholestan-3beta-ol
-
-
?
additional information
?
-
stereoselective hydrolysis of epoxyeicosatrienoic acids (EETs) by sEH
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
the enzyme exhibits broad hydrolytic activity toward several racemic epoxides including styrene oxide, epichlorohydrin, and 1,2-epoxybutane
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
role in benzopyrene-induced mutagenesis and carcinogenesis
-
-
?
additional information
?
-
-
enzyme is involved in the metabolism of steroids, the microsomal enzyme plays a central role in both the inactivation of primary mutagenic and carcinogenic metabolites of polycyclic aromatic hydrocarbons, and in activating these metabolites to even more toxic or mutagenic secondary products, enzyme production is induced by 3-methylcholanthrene, phenobarbital, trans-stilbene oxide, 2(3)-tert-butyl-4-hydroxyanisol or 2-acetylaminofluorene
-
-
?
additional information
?
-
-
potent and selective induction by trans-stilbene oxide
-
-
?
additional information
?
-
-
the enzyme activity in diabetic and in fasted rats is reduced by 60-71%, key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level, the enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport, the enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is critical for biotransformations in xenobiotic metabolism and detoxification
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide
-
-
?
additional information
?
-
-
the enzyme metabolizes xenobiotic epoxides
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
mEH prefers mono- and cis-substituted epoxides, low but highly enantioselective activity with epoxy fatty acids, the enzyme acts as an antiestrogen binding site subunit
-
-
?
additional information
?
-
-
no activity with 5,6alpha-epoxy-5alpha-cholestan-3beta-ol and 5,6beta-epoxy-5alpha-cholestan-3beta-ol
-
-
?
additional information
?
-
-
substrate specificity, no activity with 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,41,5,6,7,8,8a-octahydro-1,4-methanonaphthalene,i.e. HEOM, 2-acetylaminofluorene, arochlor 1254, and benzopyrene 4,5-oxide, the cytosolic enzyme hydrates epoxides on cyclic sytems very slowly, but hydrates a wide variety of aliphatic epoxides rapidly, trisubstituted terpenoid epoxides show low Km-values, fatty acid and ester epoxides are hydrated very quickly
-
-
?
additional information
?
-
-
the enzyme is distinct from the microsomal epoxide hydrolase EC 3.3.2.11, which specifically utilizes 5,6alpha-epoxy-5alpha-cholestan-3beta-ol, that is no substrate for EC 3.3.2.9
-
-
?
additional information
?
-
-
the enzyme shows a broad substrate specificity, all epoxides with a trisubstituted oxirane ring are no or poor substrates, no activity with 5,6alpha-epoxy-5alpha-cholestan-3beta-ol
-
-
?
additional information
?
-
-
wide substrate specificity, the enzyme prefers mono- and cis-1,2-disubstituted epoxides as substrates, while gem-di-, trans-di-, tri- and tetra-substituted epoxides are either low turnover substrates or inhibitors
-
-
?
additional information
?
-
-
not active with trans-1,3-diphenylpropene oxide
-
-
?
additional information
?
-
microsomal epoxide hydrolase (mEH) has wide a substrate specificity
-
-
?
additional information
?
-
microsomal epoxide hydrolase (mEH) has wide a substrate specificity
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
additional information
?
-
-
induced about threefold by 5 mM phenobarbital
-
-
?
additional information
?
-
-
enantioselectivity with fatty acid epoxide substrates
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
(5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
(R)-styrene oxide + H2O
(1R)-1-phenylethane-1,2-diol
-
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthra-3,4-diol-1,2-epoxide
-
-
-
?
7,12-dimethylbenz[a]anthracene + 3 H2O
7,12-dimethylbenz[a]anthracene-3,4-diol-1,2-epoxide
-
-
-
?
androstene oxide + H2O
?
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
epoxyestratrienol + H2O
?
-
-
-
?
juvenile hormone III + H2O
?
poor substrate
-
-
?
trans-diphenylpropene oxide + H2O
?
-
-
-
?
trans-stilbene oxide + H2O
?
-
-
-
?
additional information
?
-
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O
(5Z,11Z,14Z)-8,9-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O
(5Z,8Z,11Z)-14,15-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
-
-
-
-
?
(5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O
(5Z,8Z,14Z)-11,12-dihydroxyeicosatrienoic acid
-
-
-
-
?
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
-
-
-
-
?
(8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O
(8Z,11Z,14Z)-5,6-dihydroxyeicosatrienoic acid
-
-
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
16,17-epoxyandrost-4-en-3-one + H2O
16,17-dihydroxyandrost-4-en-3-one
-
high activity
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
4-vinylcyclohexene diepoxide + H2O
4-(1,2-dihydroxy)ethyl-1,2-dihydroxycyclohexane
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
-
?
cis-stilbene oxide + H2O
(+)-(1R,2R)-1,2-diphenylethane-1,2-diol
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
the enzyme in Drosophila melanogaster is involved in xenobiotic biotransformation, but not in juvenile hormone metabolism
-
-
?
additional information
?
-
-
the enzyme in Drosophila melanogaster is involved in xenobiotic biotransformation, but not in juvenile hormone metabolism
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
involved in the biotransformation of epoxides produced from either xeno- or endobiotics. The diols produced are generally detoxification products but in several instances, such as 9,10-epoxybenzopyrene-7,8-diol, they are very potent mutagens and possible carcinogens. The enzyme is induced by phenobarbital
-
-
?
additional information
?
-
-
the enzyme is expected to play a purely protective role with respect to epoxides metabolically produced from pharmaceutical drugs
-
-
?
additional information
?
-
-
genetic polymorphisms of the enzyme are responsible for varying susceptibility of cigarette smoking humans to chronic obstructive pulmonary disease, COPD
-
-
?
additional information
?
-
-
key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level, the enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport, the enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is a phase II biotransformation enzyme which detoxifies epoxides, including carcinogens such as polycyclic aromatic hydrocarbons found in cigarette smoke and cooked meats, enzyme polymorphisms are not associated with colon cancer risk
-
-
?
additional information
?
-
-
the enzyme is critical for biotransformations in xenobiotic metabolism and detoxification
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide, enzyme deficiency leads to acute and severe phenytoin toxicity in vivo, the enzyme is involved in transport of bile acids in the liver
-
-
?
additional information
?
-
-
EPHX1 detoxifies genotoxic compounds and participates in the removal of reactive oxygen species
-
-
?
additional information
?
-
-
mEH is capable of inactivating a large number of structurally different, highly reactive epoxides and hence is an important part of the enzymatic defence of our organism against adverse effects of foreign compounds
-
-
?
additional information
?
-
-
mEH mediates the transport of bile acid in the liver
-
-
?
additional information
?
-
enzyme mEH in collaboration with cytochrome-P-450 (CYP) converts benzo(a)pyrene to more reactive intermediate, benzo(a)pyrene-7,8-dihydrodiol 8,9-epoxide (benzo(a)pyrene diolepoxide, BPDE) which displays higher mutagenic and carcinogenic potential than its substrate
-
-
?
additional information
?
-
-
enzyme mEH in collaboration with cytochrome-P-450 (CYP) converts benzo(a)pyrene to more reactive intermediate, benzo(a)pyrene-7,8-dihydrodiol 8,9-epoxide (benzo(a)pyrene diolepoxide, BPDE) which displays higher mutagenic and carcinogenic potential than its substrate
-
-
?
additional information
?
-
oxetanes are a nonepoxide class of substrates for human mEH, which is known to catalyze the hydrolytic ring opening of electrophilic and potentially toxic epoxide-containing drugs, drug metabolites, and exogenous organochemicals
-
-
?
additional information
?
-
-
oxetanes are a nonepoxide class of substrates for human mEH, which is known to catalyze the hydrolytic ring opening of electrophilic and potentially toxic epoxide-containing drugs, drug metabolites, and exogenous organochemicals
-
-
?
additional information
?
-
the enzyme converts epoxides to diols and is able to either detoxify or bioactivate a wide range of substrates. The prototypical EPHX1 reaction involves conversion of epoxides to trans-dihydrodiols. EPHX1 more readily converts xenobiotics than endogenous substrates
-
-
?
additional information
?
-
-
the enzyme converts epoxides to diols and is able to either detoxify or bioactivate a wide range of substrates. The prototypical EPHX1 reaction involves conversion of epoxides to trans-dihydrodiols. EPHX1 more readily converts xenobiotics than endogenous substrates
-
-
?
additional information
?
-
-
the enzyme may play a significant role in the secondary metabolism of juvenile hormone acid generated by juvenile hormone esterase
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
the enzyme plays an important role in the metabolism of various xenobiotic compounds including the polycyclic aromatic hydrocarbon carcinogens. It is specifically involved in the formation of the ultimate carcinogen of benzopyrene
-
-
?
additional information
?
-
-
probably represents an important factor in the control of reactive epoxides
-
-
?
additional information
?
-
-
key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level. The enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport. The enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide, the enzyme is important in sexual development
-
-
?
additional information
?
-
-
mEH is capable of inactivating a large number of structurally different, highly reactive epoxides and hence is an important part of the enzymatic defence of our organism against adverse effects of foreign compounds
-
-
?
additional information
?
-
-
mEH mediates the transport of bile acid in the liver
-
-
?
additional information
?
-
stereoselective hydrolysis of epoxyeicosatrienoic acids (EETs) by sEH
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
-
-
-
?
additional information
?
-
-
enzyme is induced by a number of xenobiotics, the enzyme is thought to play a detoxifying role by preventing epoxides from reacting irreversibly with critical cellular macromolecules. Some evidence exists to support the hypothesis that microsomal epoxide hydrolase is closely associated with at least certain forms of cytochrome P-450, such association may influence the functional role of the microsomal epoxide hydrolase in the various pathways of bioactivation
-
-
?
additional information
?
-
-
role in benzopyrene-induced mutagenesis and carcinogenesis
-
-
?
additional information
?
-
-
enzyme is involved in the metabolism of steroids, the microsomal enzyme plays a central role in both the inactivation of primary mutagenic and carcinogenic metabolites of polycyclic aromatic hydrocarbons, and in activating these metabolites to even more toxic or mutagenic secondary products, enzyme production is induced by 3-methylcholanthrene, phenobarbital, trans-stilbene oxide, 2(3)-tert-butyl-4-hydroxyanisol or 2-acetylaminofluorene
-
-
?
additional information
?
-
-
potent and selective induction by trans-stilbene oxide
-
-
?
additional information
?
-
-
the enzyme activity in diabetic and in fasted rats is reduced by 60-71%, key enzyme in the metabolism of environmental contaminants being responsible for xenobiotic transformations, regulation of the enzyme occurs at transcriptional, translational, and post-translational level, the enzyme is also involved in cytoprotection and steroid metabolism, as well as in cellular responses to glucose metabolism and in Na+-dependent bile acid transport, the enzyme is part of a multi-transport system at the cell surface
-
-
?
additional information
?
-
-
the enzyme is critical for biotransformations in xenobiotic metabolism and detoxification
-
-
?
additional information
?
-
-
the enzyme is involved in xenobiotic metabolism and detoxification, e.g. of 1,3-butadiene oxide, styrene oxide, and benzo[a]pyrene-4,5-oxide
-
-
?
additional information
?
-
-
the enzyme metabolizes xenobiotic epoxides
-
-
?
additional information
?
-
-
induced about threefold by 5 mM phenobarbital
-
-
?
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(1R,2R)-1,2-epoxy-1-phenyl-1-propane
-
88% inhibition at 0.8 mM
(1S,2S)-1,2-epoxy-1-phenyl-1-propane
-
89% inhibition at 0.8 mM
(2R,3R)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
-
9.0% inhibition at 0.1 mM
(2R,3R)-3-(4-nitrophenyl)glycidol
-
8.2% inhibition at 0.2 mM
(2S,3S)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
-
11% inhibition at 0.1 mM
(2S,3S)-3-(4-nitrophenyl)glycidol
-
17% inhibition at 0.2 mM
(2S,3S)-p-nitrophenyl-glycidol
-
-
(S)-1-(1-phenylethyl)-3-(3-phenylpropyl)urea
15.4% inhibition at 0.01 mM
1,1,1-trichloro-2,3-epoxypropane
1,1,1-Trichloropropene 2,3-oxide
1,1,1-trichloropropene oxide
1,1,1-trichloropropene-2,3-oxide
1,1,1-trifluoro-2-propanone
-
-
1-chloro-2,3-epoxypropane
-
non-competitive inhibitor
1-isopropyl-1-phenyloxirane
1-methylcyclohexene oxide
1-trichloropropene oxide
-
-
2-(nonylsulfanyl)propanamide
2-Bromo-4'-nitroacetophenone
2-nonylsulfanyl-propionamide
3,3,3-trichloropropene oxide
3,3,3-trifluoropropene oxide
3-(decylthio)-1,1,1-trifluoropropan-2-one
-
moderate inhibition
3-(dodecylthio)-1,1,1-trifluoropropan-2-one
-
moderate inhibition
3-(octylthio)-1,1,1-trifluoropropan-2-one
-
moderate inhibition
3-methylcyclohexene oxide
3-phenylpropene 1,2-oxide
4-Chlorophenyl-2,3-epoxypropyl ether
-
competitive
5,5'-dithiobis(2-nitrobenzoic acid)
-
-
7-oxabicyclo[4.1.0]heptane
-
IC50 is 0.0022 mM
androstene oxide
-
inhibits hydration of estroxide and styrene 7,8-oxide
beta-dimethylstyrene oxide
-
-
cis-2-methyl-1-phenyloxirane
cis-beta-methylstyrene oxide
-
-
estroxide
-
inhibits hydration of androstene oxide and styrenen 7,8-oxide
H2O2
5 mM, 79% residual activity
juvenile hormone I
-
competitive
Lipid
-
above the critrical micelle concentration gives kinetic pattern that mimics competitive inhibition
Mersalyl
-
0.09 mM, 13% inhibition
methoxyarachidonyl fluorophosphate
-
-
methyl-p-epoxymethylbenzoate
Metyrapone
-
strong inhibition of hydration of benzopyrene 11,12-oxide and dibenzoanthracene 5,6-oxide
N-(phenylcarbamothioyl)acetamide
-
-
N-(phenylcarbamothioyl)benzamide
-
-
N-(pyridin-4-ylcarbamothioyl)acetamide
-
-
N-(pyridin-4-ylcarbamothioyl)benzamide
-
-
N-(tert-butylcarbamothioyl)acetamide
-
-
N-(tert-butylcarbamothioyl)benzamide
-
-
N-acetyl-N'-adamantyl thiourea
-
-
N-acetyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
-
N-benzoyl-N'-adamantyl thiourea
-
-
N-benzoyl-N'-[(3-trifluoromethyl-4-bromo)phenyl] thiourea
-
-
N-[(2,6-dichlorophenyl)carbamothioyl]acetamide
-
-
N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
-
-
N-[(2,6-diethoxyphenyl)carbamothioyl]acetamide
-
-
N-[(2,6-diethoxyphenyl)carbamothioyl]benzamide
-
-
N-[(2-methoxy-4-methylphenyl)carbamothioyl]acetamide
-
-
N-[(2-methoxy-4-methylphenyl)carbamothioyl]benzamide
-
-
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]acetamide
-
-
N-[(2-methoxy-4-nitrophenyl)carbamothioyl]benzamide
-
-
N-[(2-methylphenyl)carbamothioyl]acetamide
-
-
N-[(2-methylphenyl)carbamothioyl]benzamide
-
-
N-[(4-bromonaphthalen-1-yl)carbamothioyl]acetamide
-
-
N-[(4-bromonaphthalen-1-yl)carbamothioyl]benzamide
-
-
N-[(4-bromophenyl)carbamothioyl]acetamide
-
-
N-[(4-bromophenyl)carbamothioyl]benzamide
-
-
N-[(4-chlorophenyl)carbamothioyl]acetamide
-
-
N-[(4-chlorophenyl)carbamothioyl]benzamide
-
-
N-[(4-phenoxyphenyl)carbamothioyl]acetamide
-
-
N-[(4-phenoxyphenyl)carbamothioyl]benzamide
-
-
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]acetamide
-
-
N-[[4-(morpholin-4-yl)phenyl]carbamothioyl]benzamide
-
-
omega-bromo-nitro-acetophenone
-
-
p-chlorophenyl 2,3-epoxypropyl ether
sodium cholate
-
inhibits hydration of estroxide and androstene oxide
sodium deoxycholate
-
inhibits hydration of estroxide and androstene oxide
styrene 7,8-oxide
-
inhibits hydration of estroxide and androstene oxide
trans-beta-methylstyrene oxide
-
-
trans-stilbene oxide
-
inhibits hydration of estroxide, androstene oxide and styrene 7,8-oxide
(9E)-octadec-9-enamide
-
-
(9E)-octadec-9-enamide
-
-
1,1,1-trichloro-2,3-epoxypropane
-
-
1,1,1-trichloro-2,3-epoxypropane
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-Trichloropropene 2,3-oxide
-
-
1,1,1-trichloropropene oxide
-
-
1,1,1-trichloropropene oxide
-
-
1,1,1-trichloropropene-2,3-oxide
-
1,1,1-trichloropropene-2,3-oxide
-
1,1,1-trichloropropene-2,3-oxide
-
1,1-diphenyloxirane
-
-
1-isopropyl-1-phenyloxirane
-
-
1-isopropyl-1-phenyloxirane
-
-
1-isopropyl-1-phenyloxirane
-
-
1-methyl-1-phenyloxirane
-
-
1-methyl-1-phenyloxirane
-
-
1-methyl-1-phenyloxirane
-
-
1-methylcyclohexene oxide
-
-
1-methylcyclohexene oxide
-
-
12-hydroxyoctadecanamide
-
-
12-hydroxyoctadecanamide
-
-
2-(nonylsulfanyl)propanamide
-
-
2-(nonylsulfanyl)propanamide
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-Bromo-4'-nitroacetophenone
-
-
2-nonylsulfanyl-propionamide
-
2-nonylsulfanyl-propionamide
-
2-nonylsulfanyl-propionamide
-
2-nonylsulfanyl-propionamide
-
-
3,3,3-trichloropropene oxide
-
-
3,3,3-trichloropropene oxide
-
-
3,3,3-trichloropropene oxide
-
-
3,3,3-trifluoropropene oxide
-
-
3,3,3-trifluoropropene oxide
-
-
3,3,3-trifluoropropene oxide
-
-
3,3-dimethylbutene oxide
-
-
3,3-dimethylbutene oxide
-
-
3,3-dimethylbutene oxide
-
-
3-methylbutene 1,2-oxide
-
-
3-methylbutene 1,2-oxide
-
-
3-methylbutene 1,2-oxide
-
-
3-methylcyclohexene oxide
-
-
3-methylcyclohexene oxide
-
-
3-methylcyclohexene oxide
-
-
3-phenylpropene 1,2-oxide
-
-
3-phenylpropene 1,2-oxide
-
-
3-phenylpropene 1,2-oxide
-
-
4-Phenylchalcone oxide
-
-
4-Phenylchalcone oxide
-
-
Al3+
-
slight inhibition at 1 mM
Al3+
-
slight inhibition at 1 mM
Ba2+
-
15% inhibition at 1 mM
Ba2+
-
15% inhibition at 1 mM
Ba2+
-
slight inhibition at 1 mM
Ca2+
-
20% inhibition at 1 mM
Ca2+
-
25% inhibition at 1 mM
Ca2+
-
slight inhibition at 1 mM
Cd2+
-
20% inhibition at 1 mM
Cd2+
-
70% inhibition at 1 mM
Cd2+
5 mM, 14% residual activity
Cd2+
-
20% inhibition at 1 mM
cis-2-methyl-1-phenyloxirane
-
-
cis-2-methyl-1-phenyloxirane
-
-
cis-2-methyl-1-phenyloxirane
-
-
cis-stilbene oxide
-
-
Co2+
-
20% inhibition at 1 mM
Co2+
-
25% inhibition at 1 mM
Cu2+
-
-
Cu2+
-
slight inhibition at 1 mM
Cu2+
-
25% inhibition at 1 mM
Cu2+
-
slight inhibition at 1 mM
Cyclohexene oxide
-
Cyclohexene oxide
-
inhibits hydration of estroxide, androstene oxide and styrene 7,8-oxide
Cyclohexene oxide
using a post-natal day 4 Fischer 344 rat whole ovary culture system, inhibition of mEH using cyclohexene oxide during 4-vinylcyclohexene exposure results in a greater loss of primordial and small primary follicles relative to 4-vinylcyclohexene-treated ovaries. Also, relative to controls, mEH mRNA is increased on day 4 of 4-vinylcyclohexene exposure, followed by increased mEH protein after 6 days. Inhibition of PI3K signaling increases mEH mRNA and protein expression
Cyclohexene oxide
a post-natal day 4 Fischer 344 rat whole ovary culture system inhibition of mEH using cyclohexene oxide during VCD exposure results in a greater loss of primordial and small primary follicles relative to VCD-treated ovaries
elaidamide
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elaidamide
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mixed inhibition type
elaidamide
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most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics
elaidamide
-
mixed inhibition type
elaidamide
-
most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics
elaidamide
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mixed inhibition type
Emulgen 911
-
slight inhibition
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Emulgen 911
-
0.1%, 53% inhibition
-
Hg2+
-
90% inhibition at 1 mM
Hg2+
-
over 90% inhibition at 1 mM
Hg2+
5 mM, 36% residual activity
Hg2+
-
70% inhibition at 1 mM
indene 1,2-oxide
-
-
iodoacetamide
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0.1 mM, 15% inhibition
Lubrol
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Lubrol PX
-
Lubrol
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Lubrol PX; phospholipid reverses the inhibition
-
m-bromostyrene oxide
-
-
m-nitrostyrene oxide
-
-
methyl-p-epoxymethylbenzoate
-
-
methyl-p-epoxymethylbenzoate
-
-
methyl-p-epoxymethylbenzoate
-
-
Mg2+
-
30% inhibition at 1 mM
Mg2+
-
10% inhibition at 1 mM
Mg2+
-
10% inhibition at 1 mM
Mn2+
-
10% inhibition at 1 mM
Mn2+
-
20% inhibition at 1 mM
Mn2+
-
10% inhibition at 1 mM
n-octene 1,2-oxide
-
-
naphthalene 1,2-oxide
-
-
naphthalene 1,2-oxide
-
-
naphthalene 1,2-oxide
-
-
Ni2+
-
30% inhibition at 1 mM
Ni2+
-
30% inhibition at 1 mM
Ni2+
-
30% inhibition at 1 mM
p-bromostyrene oxide
-
-
p-chlorophenyl 2,3-epoxypropyl ether
-
-
p-chlorophenyl 2,3-epoxypropyl ether
-
-
p-chlorophenyl 2,3-epoxypropyl ether
-
-
p-hydroxymercuribenzoate
-
0.1 mM, 15% inhibition
p-hydroxymercuribenzoate
-
-
p-nitrostyrene oxide
-
-
p-phenylstyrene oxide
-
-
p-phenylstyrene oxide
-
-
p-phenylstyrene oxide
-
-
Pb2+
-
10% inhibition at 1 mM
Pb2+
-
30% inhibition at 1 mM
Pb2+
-
10% inhibition at 1 mM
progabide
-
low micromolar inhibitor
progabide
-
less than 20% residual activity at 0.02 mM
progabide
-
low micromolar inhibitor
propene oxide
-
-
styrene oxide
-
-
trichloropropene oxide
-
-
trichloropropene oxide
-
-
trichloropropene oxide
-
-
trichloropropene oxide
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inhibits hydration of estroxide, androstene oxide and styrene 7,8-oxide
trichloropropene oxide
-
-
Tween-80
-
inhibits hydration of estroxide and androstene oxide
urea derivatives
-
-
valpromide
-
-
valpromide
-
low micromolar inhibitor
valpromide
-
low micromolar inhibitor
valpromide
50% inhibition at 0.01 mM
Zn2+
-
80% inhibition at 1 mM
Zn2+
-
over 90% inhibition at 1 mM
Zn2+
5 mM, 41% residual activity
Zn2+
-
80% inhibition at 1 mM
additional information
HNF3 negatively regulates the transactivation of E1 promoter by GATA-4 in hepatoma cells
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additional information
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HNF3 negatively regulates the transactivation of E1 promoter by GATA-4 in hepatoma cells
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additional information
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suppression of enzyme expression by glucocorticoid, interacting with the 5'-flanking sequence, and by dexamethasone, gadolinium chloride, acriflavine, lipopolysaccharide, gem-di-, trans-di-, tri- and tetra-substituted epoxides are either low turnover substrates or inhibitors
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additional information
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quantitative structure-activity relationships in epoxides inhibiting EH activity, molecular modelling, kinetics, overview
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additional information
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metal chelators like 1,10-phenanthroline, 1,7-phenanthroline, EDTA, EGTA, and dipicolinic acid preserve enzyme activity in presence of metal ions
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additional information
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not inhibited by trans-4-[4-(1-adamantylcarbamoylamino)cyclohexyloxy] benzoic acid
-
additional information
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no inhibition by cis-2,3-epoxybutane and 2,3-dimethyl-2,3-epoxybutane
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additional information
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no inhibition by 3-phenylglycidol enantiomers, inhibitor synthesis, overview, inhibition mechanisms, overview
-
additional information
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no inhibition by Co2+ at 1 mM, metal chelators like 1,10-phenanthroline, 1,7-phenanthroline, EDTA, EGTA, and dipicolinic acid preserve enzyme activity in presence of metal ions
-
additional information
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no inhibition by 5,6alpha-imino-5alpha-cholestane-3beta-ol
-
additional information
enantioselective urea inhibitors of soluble epoxide hydrolase (sEH, EC 3.3.2.9) have mostly no inhibitory effect on the microsomal epoxide hydrolase, mEH, some are slightly activating for mEH. No inhibition by 12-[[(tricyclo[3.3.1.13,7]dec-1-ylamino)carbonyl]amino]-dodecanoic acid (AUDA)
-
additional information
not inhibitory: EDTA
-
additional information
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5,6alpha-epoxy-5alpha-cholestan-3beta-ol causes down-regulation of the enzyme, no effect by cholestyramine and clofibrate
-
additional information
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no inhibition by 5,6alpha-imino-5alpha-cholestane-3beta-ol
-
additional information
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no inhibition by isoquinoline, 7-oxocholesterol, 7-oxocholestanol, and 6-oxocholestanol
-
additional information
-
suppression of enzyme expression by dexamethasone, gadolinium chloride, acriflavine, lipopolysaccharide
-
additional information
-
metal chelators like 1,10-phenanthroline, 1,7-phenanthroline, EDTA, EGTA, and dipicolinic acid preserve enzyme activity in presence of metal ions
-
additional information
not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone
-
additional information
not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone
-
additional information
not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone
-
additional information
-
not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone; not inhibitory: 3-octylthio-1,1,1-trifluoro-2-propanone
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