3.3.2.9: microsomal epoxide hydrolase
This is an abbreviated version!
For detailed information about microsomal epoxide hydrolase, go to the full flat file.
Word Map on EC 3.3.2.9
-
3.3.2.9
-
phenobarbital
-
cholesterol
-
phospholipid
-
hepatocytes
-
monooxygenase
-
hydroxylase
-
triglyceride
-
xenobiotics
-
steroid
-
nadph-cytochrome
-
thyroid
-
isozymes
-
lipoprotein
-
s-transferase
-
testosterone
-
aniline
-
benzoapyrene
-
phosphatidylcholine
-
glucuronidation
-
3-methylcholanthrene
-
bile
-
drug-metabolizing
-
arachidonic
-
prostaglandin
-
acyltransferase
-
heme
-
hepatotoxicity
-
nadph-dependent
-
cyp2e1
-
gsh
-
autoimmune
-
apolipoprotein
-
cyp1a2
-
autoantibody
-
biphenyls
-
polycyclic
-
udp-glucuronosyltransferase
-
monoxide
-
glucose-6-phosphatase
-
tetrachloride
-
polychlorinated
-
thyroglobulin
-
ketoconazole
-
demethylase
-
ccl4
-
desaturation
-
n-oxide
-
androstenedione
-
beta-hydroxysteroid
-
21-hydroxylase
-
synthesis
-
medicine
-
drug development
-
analysis
- 3.3.2.9
- phenobarbital
- cholesterol
- phospholipid
- hepatocytes
- monooxygenase
- hydroxylase
- triglyceride
- xenobiotics
- steroid
-
nadph-cytochrome
- thyroid
- isozymes
- lipoprotein
- s-transferase
- testosterone
- aniline
-
benzoapyrene
- phosphatidylcholine
-
glucuronidation
- 3-methylcholanthrene
- bile
-
drug-metabolizing
-
arachidonic
- prostaglandin
- acyltransferase
- heme
-
hepatotoxicity
-
nadph-dependent
- cyp2e1
- gsh
- autoimmune
-
apolipoprotein
- cyp1a2
- autoantibody
- biphenyls
-
polycyclic
-
udp-glucuronosyltransferase
- monoxide
- glucose-6-phosphatase
-
tetrachloride
-
polychlorinated
- thyroglobulin
- ketoconazole
- demethylase
- ccl4
-
desaturation
- n-oxide
- androstenedione
-
beta-hydroxysteroid
- 21-hydroxylase
- synthesis
- medicine
- drug development
- analysis
Reaction
Synonyms
alpha,beta fold epoxide hydrolase, alpha,beta-fold type EH, E1-b', EC 3.3.2.3, EC 4.2.1.63, EC 4.2.1.64, EH1, EH2, Eha, EHb, EPHX, EPHX 1, EPHX1, EPOX, epoxide hydrolase, HYL1, JH epoxide hydrolase, JHEH, juvenile hormone epoxide hydrolase, mEH, mEH-like protein, mEH1, mEPHX, microsomal, microsomal EH, microsomal EPHX1, Microsomal epoxide hydrolase, microsomal epoxide hydrolase 1, microsomal epoxide hydrolase-like protein, microsomal xenobiotic epoxide hydrolase, More, PNSO hydrolase, SEH, styrene-epoxide hydrolase, Tcjheh-r1, Tcjheh-r3, XEHase, xenobiotic epoxide hydrolase
ECTree
3.3.2.9 microsomal epoxide hydrolaseAdvanced search results
results (
results (Inhibitors
Inhibitors on EC 3.3.2.9 - microsomal epoxide hydrolase
Please wait a moment until all data is loaded. This message will disappear when all data is loaded.
top
INHIBITOR 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
IMAGE
(2R,3R)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
-
9.0% inhibition at 0.1 mM
(2S,3S)-1-benzyloxy-2,3-epoxy-3-(4-nitrophenyl)propane
-
11% inhibition at 0.1 mM
(S)-1-(1-phenylethyl)-3-(3-phenylpropyl)urea
15.4% inhibition at 0.01 mM
Lipid
-
above the critrical micelle concentration gives kinetic pattern that mimics competitive inhibition
Metyrapone
-
strong inhibition of hydration of benzopyrene 11,12-oxide and dibenzoanthracene 5,6-oxide
trans-stilbene oxide
-
inhibits hydration of estroxide, androstene oxide and styrene 7,8-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
-
most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics
elaidamide
-
most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics
trichloropropene oxide
-
inhibits hydration of estroxide, androstene oxide and styrene 7,8-oxide
additional information
HNF3 negatively regulates the transactivation of E1 promoter by GATA-4 in hepatoma cells
-
additional information
-
HNF3 negatively regulates the transactivation of E1 promoter by GATA-4 in hepatoma cells
-
additional information
-
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
-
additional information
-
quantitative structure-activity relationships in epoxides inhibiting EH activity, molecular modelling, kinetics, overview
-
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 inhibited by trans-4-[4-(1-adamantylcarbamoylamino)cyclohexyloxy] benzoic acid
-
additional information
-
no inhibition by cis-2,3-epoxybutane and 2,3-dimethyl-2,3-epoxybutane
-
additional information
-
no inhibition by 3-phenylglycidol enantiomers, inhibitor synthesis, overview, inhibition mechanisms, overview
-
additional information
-
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
-
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
-
5,6alpha-epoxy-5alpha-cholestan-3beta-ol causes down-regulation of the enzyme, no effect by cholestyramine and clofibrate
-
additional information
-
no inhibition by 5,6alpha-imino-5alpha-cholestane-3beta-ol
-
additional information
-
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
-
