3.3.2.9 (5Z,11Z,14Z)-8,9-epoxyeicosatrienoic acid + H2O - 3.3.2.9 (5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O - 3.3.2.9 (5Z,8Z,11Z)-14,15-epoxyeicosatrienoic acid + H2O - 3.3.2.9 (5Z,8Z,14Z)-11,12-epoxyeicosatrienoic acid + H2O - 3.3.2.9 (8Z,11Z,14Z)-5,6-epoxyeicosatrienoic acid + H2O - 3.3.2.9 (R)-styrene oxide + H2O - 3.3.2.9 16,17-epoxyandrost-4-en-3-one + H2O high activity 3.3.2.9 4-vinylcyclohexene diepoxide + H2O - 3.3.2.9 7,12-dimethylbenz[a]anthracene + 3 H2O - 3.3.2.9 androstene oxide + H2O - 3.3.2.9 cis-stilbene oxide + H2O - 3.3.2.9 epoxyestratrienol + H2O - 3.3.2.9 juvenile hormone III + H2O poor substrate 3.3.2.9 additional information - 3.3.2.9 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 3.3.2.9 additional information the enzyme may play a significant role in the secondary metabolism of juvenile hormone acid generated by juvenile hormone esterase 3.3.2.9 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 3.3.2.9 additional information induced about threefold by 5 mM phenobarbital 3.3.2.9 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 3.3.2.9 additional information the enzyme is expected to play a purely protective role with respect to epoxides metabolically produced from pharmaceutical drugs 3.3.2.9 additional information role in benzopyrene-induced mutagenesis and carcinogenesis 3.3.2.9 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 3.3.2.9 additional information potent and selective induction by trans-stilbene oxide 3.3.2.9 additional information probably represents an important factor in the control of reactive epoxides 3.3.2.9 additional information the enzyme in Drosophila melanogaster is involved in xenobiotic biotransformation, but not in juvenile hormone metabolism 3.3.2.9 additional information genetic polymorphisms of the enzyme are responsible for varying susceptibility of cigarette smoking humans to chronic obstructive pulmonary disease, COPD 3.3.2.9 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 3.3.2.9 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 3.3.2.9 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 3.3.2.9 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 3.3.2.9 additional information the enzyme is critical for biotransformations in xenobiotic metabolism and detoxification 3.3.2.9 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 3.3.2.9 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 3.3.2.9 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 3.3.2.9 additional information the enzyme metabolizes xenobiotic epoxides 3.3.2.9 additional information EPHX1 detoxifies genotoxic compounds and participates in the removal of reactive oxygen species 3.3.2.9 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 3.3.2.9 additional information mEH mediates the transport of bile acid in the liver 3.3.2.9 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 3.3.2.9 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 3.3.2.9 additional information stereoselective hydrolysis of epoxyeicosatrienoic acids (EETs) by sEH 3.3.2.9 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 3.3.2.9 trans-diphenylpropene oxide + H2O - 3.3.2.9 trans-stilbene oxide + H2O -