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Literature summary extracted from
- Gerry Brooks and epoxide hydrolases: four decades to a pharmaceutical (2008), Pest Manag. Sci., 64, 594-609.
Activating Compound
| EC Number | Activating Compound | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.3.2.10 | angiotensin II | induces sEH activity | Homo sapiens |  |
| 3.3.2.10 | peroxisome proliferator-activated receptor alpha | strong inducer of sEH | Homo sapiens |
Inhibitors
| EC Number | Inhibitors | Comment | Organism | Structure |
|---|---|---|---|---|
| 3.3.2.9 | 1,1,1-trichloro-2,3-epoxypropane | - |
Homo sapiens | |
| 3.3.2.9 | 1,1,1-trichloro-2,3-epoxypropane | - |
Mus musculus | |
| 3.3.2.9 | Cyclohexene oxide | - |
Homo sapiens | |
| 3.3.2.9 | Cyclohexene oxide | - |
Mus musculus | |
| 3.3.2.9 | elaidamide | most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics | Homo sapiens | |
| 3.3.2.9 | elaidamide | most potent inhibitor, has a mix of competitive and non-competitive inhibition kinetics | Mus musculus | |
| 3.3.2.9 | progabide | low micromolar inhibitor | Homo sapiens | |
| 3.3.2.9 | progabide | low micromolar inhibitor | Mus musculus | |
| 3.3.2.9 | valpromide | low micromolar inhibitor | Homo sapiens | |
| 3.3.2.9 | valpromide | low micromolar inhibitor | Mus musculus | |
| 3.3.2.10 | 4-Phenylchalcone oxide | - |
Homo sapiens | |
| 3.3.2.10 | carbofuran | - |
Homo sapiens | |
| 3.3.2.10 | chlorpropham | - |
Homo sapiens | |
| 3.3.2.10 | Cyclohexene oxide | weak inhibitor | Homo sapiens | |
| 3.3.2.10 | dicyclohexyl urea | - |
Homo sapiens | |
| 3.3.2.10 | Diflubenzuron | - |
Homo sapiens | |
| 3.3.2.10 | diuron impurity | - |
Homo sapiens | |
| 3.3.2.10 | N-(1-(2,2,2-trifluoroethanoyl)piperidin-4-yl)-N'-(adamant-1-yl)urea | - |
Homo sapiens | |
| 3.3.2.10 | siduron | - |
Homo sapiens | |
| 3.3.2.10 | trans-4-[4-(3-adamantan-1-ylureido)cyclohexyloxy]benzoic acid | - |
Homo sapiens | |
| 3.3.2.10 | trichloropropene oxide | weak inhibitor | Homo sapiens | |
| 3.3.2.10 | triclocarban | - |
Homo sapiens | |
Localization
| EC Number | Localization | Comment | Organism | GeneOntology No. | Textmining |
|---|---|---|---|---|---|
| 3.3.2.9 | membrane | mEH is also associated with the nuclear and plasma membranes | Mus musculus | 16020 | - |
| 3.3.2.9 | membrane | mEH is also associated with the nuclear and plasma membranes | Homo sapiens | 16020 | - |
| 3.3.2.9 | microsome | - |
Mus musculus | - |
- |
| 3.3.2.9 | microsome | - |
Homo sapiens | - |
- |
| 3.3.2.9 | smooth endoplasmic reticulum | mEH is mostly found attached to the smooth endoplasmic reticulum | Mus musculus | 5790 | - |
| 3.3.2.9 | smooth endoplasmic reticulum | mEH is mostly found attached to the smooth endoplasmic reticulum | Homo sapiens | 5790 | - |
| 3.3.2.10 | cytosol | - |
Homo sapiens | 5829 | - |
| 3.3.2.10 | soluble | - |
Homo sapiens | - |
- |
Molecular Weight [Da]
| EC Number | Molecular Weight [Da] | Molecular Weight Maximum [Da] | Comment | Organism |
|---|---|---|---|---|
| 3.3.2.9 | 50000 | - |
- |
Mus musculus |
| 3.3.2.9 | 50000 | - |
- |
Homo sapiens |
| 3.3.2.10 | 62500 | - |
2 * 62500 | Homo sapiens |
Natural Substrates/ Products (Substrates)
| EC Number | Natural Substrates | Organism | Comment (Nat. Sub.) | Natural Products | Comment (Nat. Pro.) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.3.2.9 | additional information | Mus musculus | mEH mediates the transport of bile acid in the liver | ? | - |
? | |
| 3.3.2.9 | additional information | Homo sapiens | mEH mediates the transport of bile acid in the liver | ? | - |
? | |
Organism
| EC Number | Organism | UniProt | Comment | Textmining |
|---|---|---|---|---|
| 3.3.2.9 | Homo sapiens | - |
- |
- |
| 3.3.2.9 | Mus musculus | - |
- |
- |
| 3.3.2.10 | Homo sapiens | - |
- |
- |
Source Tissue
| EC Number | Source Tissue | Comment | Organism | Textmining |
|---|---|---|---|---|
| 3.3.2.9 | adrenal gland | mEH is particularly concentrated in the adrenal gland | Mus musculus | - |
| 3.3.2.9 | adrenal gland | mEH is particularly concentrated in the adrenal gland | Homo sapiens | - |
| 3.3.2.9 | heart | mEH is particularly concentrated in the heart | Mus musculus | - |
| 3.3.2.9 | heart | mEH is particularly concentrated in the heart | Homo sapiens | - |
| 3.3.2.9 | liver | mEH is particularly concentrated in the liver | Mus musculus | - |
| 3.3.2.9 | liver | mEH is particularly concentrated in the liver | Homo sapiens | - |
| 3.3.2.9 | lung | mEH is particularly concentrated in the lung | Mus musculus | - |
| 3.3.2.9 | lung | mEH is particularly concentrated in the lung | Homo sapiens | - |
| 3.3.2.9 | ovarian follicle | - |
Mus musculus | - |
| 3.3.2.9 | ovary | - |
Mus musculus | - |
| 3.3.2.9 | testis | mEH is particularly concentrated in the testis | Mus musculus | - |
| 3.3.2.9 | testis | mEH is particularly concentrated in the testis | Homo sapiens | - |
| 3.3.2.10 | kidney | exceptionally high concentration in the kidney | Homo sapiens | - |
| 3.3.2.10 | liver | exceptionally high concentration in the liver | Homo sapiens | - |
| 3.3.2.10 | vascular endothelium | - |
Homo sapiens | - |
Substrates and Products (Substrate)
| EC Number | Substrates | Comment Substrates | Organism | Products | Comment (Products) | Rev. | Reac. |
|---|---|---|---|---|---|---|---|
| 3.3.2.9 | 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O | excellent and selective substrate for mEH | Mus musculus | 1,2,3,4,9,9-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6,7-diol | - |
? | |
| 3.3.2.9 | 1,2,3,4,9,9-hexachloro-6,7-epoxy-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene + H2O | excellent and selective substrate for mEH | Homo sapiens | 1,2,3,4,9,9-hexachloro-1,4,4a,5,6,7,8,8a-octahydro-1,4-methanonaphthalene-6,7-diol | - |
? | |
| 3.3.2.9 | 16alpha,17alpha-epoxyandrosten-3-one + H2O | endogenous substrate of mEH | Mus musculus | ? | - |
? | |
| 3.3.2.9 | 16alpha,17alpha-epoxyandrosten-3-one + H2O | endogenous substrate of mEH | Homo sapiens | ? | - |
? | |
| 3.3.2.9 | cis-stilbene oxide + H2O | - |
Mus musculus | (1R,2R)-1,2-diphenylethane-1,2-diol | - |
? | |
| 3.3.2.9 | cis-stilbene oxide + H2O | - |
Homo sapiens | (1R,2R)-1,2-diphenylethane-1,2-diol | - |
? | |
| 3.3.2.9 | additional information | mEH mediates the transport of bile acid in the liver | Mus musculus | ? | - |
? | |
| 3.3.2.9 | additional information | mEH mediates the transport of bile acid in the liver | Homo sapiens | ? | - |
? | |
| 3.3.2.9 | 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 | Mus musculus | ? | - |
? | |
| 3.3.2.9 | 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 | Homo sapiens | ? | - |
? | |
| 3.3.2.9 | trans-stilbene oxide + H2O | - |
Mus musculus | 1,2-diphenylethane-1,2-diol | - |
? | |
| 3.3.2.9 | trans-stilbene oxide + H2O | - |
Homo sapiens | 1,2-diphenylethane-1,2-diol | - |
? | |
| 3.3.2.10 | (5Z,8Z,11Z)-14,15-epoxyeicosa-5,8,11-trienoic acid + H2O | i.e. 14,15-EET | Homo sapiens | (5Z,8Z,11Z)-14,15-dihydroxyeicosa-5,8,11-trienoic acid | i.e. 14,15-DHET | ? | |
| 3.3.2.10 | cis-stilbene oxide + H2O | - |
Homo sapiens | (1R,2R)-1,2-diphenylethane-1,2-diol | - |
? | |
| 3.3.2.10 | squalene oxide + H2O | weak substrate | Homo sapiens | ? | - |
? | |
| 3.3.2.10 | styrene oxide + H2O | very poor substrate for sEH | Homo sapiens | ? | - |
? | |
Subunits
| EC Number | Subunits | Comment | Organism |
|---|---|---|---|
| 3.3.2.10 | homodimer | 2 * 62500 | Homo sapiens |
Synonyms
| EC Number | Synonyms | Comment | Organism |
|---|---|---|---|
| 3.3.2.9 | mEH | - |
Mus musculus |
| 3.3.2.9 | mEH | - |
Homo sapiens |
| 3.3.2.10 | EC 3.3.2.3 | - |
Homo sapiens |
| 3.3.2.10 | SEH | - |
Homo sapiens |
pH Range
| EC Number | pH Minimum | pH Maximum | Comment | Organism |
|---|---|---|---|---|
| 3.3.2.10 | additional information | - |
sEH is largely inactive at basic pH values | Homo sapiens |
Ki Value [mM]
| EC Number | Ki Value [mM] | Ki Value maximum [mM] | Inhibitor | Comment | Organism | Structure |
|---|---|---|---|---|---|---|
| 3.3.2.9 | 0.00007 | - |
elaidamide | - |
Homo sapiens | |
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