Any feedback?
Please rate this page
(literature.php)
(0/150)

BRENDA support

Literature summary extracted from

  • de Medina, P.; Paillasse, M.R.; Segala, G.; Poirot, M.; Silvente-Poirot, S.
    Identification and pharmacological characterization of cholesterol-5,6-epoxide hydrolase as a target for tamoxifen and AEBS ligands (2010), Proc. Natl. Acad. Sci. USA, 107, 13520-13525.
    View publication on PubMedView publication on EuropePMC

Inhibitors

EC Number Inhibitors Comment Organism Structure
3.3.2.11 (11beta,17beta)-11-{4-[2-(Dimethylamino)ethoxy]phenyl}estra-1,3,5(10)-triene-3,17-diol
-
Rattus norvegicus
3.3.2.11 (4-(2-morpholinoethoxy)phenyl)(phenyl)methanone
-
Rattus norvegicus
3.3.2.11 (4-(6-(allyl (methyl)amino)hexyloxy)phenyl)(4-bromophenyl)methanone
-
Rattus norvegicus
3.3.2.11 (E)-N,3,6,6-tetra methyl-N-(naphthalene-1-ylmethyl)hept-2-en-4-yn-1-amine
-
Rattus norvegicus
3.3.2.11 (E)-N-(4-(3-chloro-4-cyclohexylphenyl)but-3-enyl)-N-ethylcyclohexanamine
-
Rattus norvegicus
3.3.2.11 1-(2-(4-(2-phenylpropan-2-yl) phenoxy)ethyl)pyrrolidine
-
Rattus norvegicus
3.3.2.11 1-(2-(4-benzylphenoxy)ethyl)-pyrrolidine
-
Rattus norvegicus
3.3.2.11 1-(4-(2-morpholino ethoxy)phenyl)-2-phenylethanone
-
Rattus norvegicus
3.3.2.11 1-[2-[4-[(Z)-1-(4-methoxyphenyl)-2-nitro-2-phenylethenyl]phenoxy]ethyl]pyrrolidine
-
Rattus norvegicus
3.3.2.11 2-(4-benzylphenoxy)-N,N-diethylethanamine
-
Rattus norvegicus
3.3.2.11 2-(4-chlorophenyl)-1-(4-(2-(diethylamino)ethoxy)phenyl)-1-p-tolyl ethanol
-
Rattus norvegicus
3.3.2.11 2-(diethylamino)ethyl 2,2-diphenylpentanoate
-
Rattus norvegicus
3.3.2.11 2-[4-[(Z)-2-chloro-1,2-di (phenyl)ethenyl]phenoxy]-N,N-diethylethanamine
-
Rattus norvegicus
3.3.2.11 3-beta-(2-(diethyl amino)ethoxy)androst-5-en-17-one
-
Rattus norvegicus
3.3.2.11 4-(2-(4-(2-phenylpropan-2-yl)phenoxy)ethyl)morpholine
-
Rattus norvegicus
3.3.2.11 4-(2-(4-benzylphenoxy)ethyl)morpholine
-
Rattus norvegicus
3.3.2.11 4-(4-(4-chloro phenyl)-4-hydroxypiperidin-1-yl)-1-(4-fluorophenyl)butan-1-one
-
Rattus norvegicus
3.3.2.11 4-[(Z)-1-[4-(2-dimethylaminoethyloxy)phenyl]-2-phenyl but-1-enyl]phenol
-
Rattus norvegicus
3.3.2.11 6-oxo-5-alpha-hydroxycholestanol
-
Rattus norvegicus
3.3.2.11 6-oxocholestanol
-
Rattus norvegicus
3.3.2.11 7-oxocholestanol
-
Rattus norvegicus
3.3.2.11 7-oxocholesterol
-
Rattus norvegicus
3.3.2.11 7alpha-hydroxycholesterol
-
Rattus norvegicus
3.3.2.11 7beta-hydroxycholesterol
-
Rattus norvegicus
3.3.2.11 AC-915
-
Rattus norvegicus
3.3.2.11 alpha-linolenic acid
-
Rattus norvegicus
3.3.2.11 amiodarone
-
Rattus norvegicus
3.3.2.11 arachidonic acid
-
Rattus norvegicus
3.3.2.11 cholestane-3beta,5alpha,6beta-triol
-
Rattus norvegicus
3.3.2.11 docosahexaenoic acid
-
Rattus norvegicus
3.3.2.11 ibogaine
-
Rattus norvegicus
3.3.2.11 N-(3,4-dichlorophenethyl)-N-methyl-2-(pyrrolidin-1-yl)ethanemine
-
Rattus norvegicus
3.3.2.11 oleic acid
-
Rattus norvegicus
3.3.2.11 phenyl{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}methanone
-
Rattus norvegicus
3.3.2.11 rimcazole
-
Rattus norvegicus
3.3.2.11 tamoxifen 0.01 mM, competitive Rattus norvegicus
3.3.2.11 trans-1,4-bis(2-chlorobenzaminomethyl)cyclohexane
-
Rattus norvegicus
3.3.2.11 trifluoroperazine
-
Rattus norvegicus
3.3.2.11 [6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone
-
Rattus norvegicus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
3.3.2.11 0.0074
-
5,6alpha-epoxy-5alpha-cholestan-3beta-ol pH 7.4, 37°C Rattus norvegicus

Localization

EC Number Localization Comment Organism GeneOntology No. Textmining
3.3.2.11 microsome
-
Homo sapiens
-
-
3.3.2.11 microsome
-
Rattus norvegicus
-
-

Organism

EC Number Organism UniProt Comment Textmining
3.3.2.11 Homo sapiens
-
-
-
3.3.2.11 Rattus norvegicus
-
-
-

Source Tissue

EC Number Source Tissue Comment Organism Textmining
3.3.2.11 liver
-
Rattus norvegicus
-
3.3.2.11 MCF-7 cell
-
Homo sapiens
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
3.3.2.11 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O
-
Homo sapiens 5alpha-cholestane-3beta,5alpha,6beta-triol
-
?
3.3.2.11 5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O
-
Rattus norvegicus 5alpha-cholestane-3beta,5alpha,6beta-triol
-
?
3.3.2.11 5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O
-
Homo sapiens 5alpha-cholestane-3beta,5alpha,6beta-triol
-
?
3.3.2.11 5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O
-
Rattus norvegicus 5alpha-cholestane-3beta,5alpha,6beta-triol
-
?

Synonyms

EC Number Synonyms Comment Organism
3.3.2.11 ChEH
-
Homo sapiens
3.3.2.11 ChEH
-
Rattus norvegicus
3.3.2.11 cholesterol-5,6-epoxide hydrolase
-
Homo sapiens
3.3.2.11 cholesterol-5,6-epoxide hydrolase
-
Rattus norvegicus

Temperature Optimum [°C]

EC Number Temperature Optimum [°C] Temperature Optimum Maximum [°C] Comment Organism
3.3.2.11 37
-
assay at Rattus norvegicus

pH Optimum

EC Number pH Optimum Minimum pH Optimum Maximum Comment Organism
3.3.2.11 7.4
-
assay at Rattus norvegicus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
3.3.2.11 0.000006
-
(E)-N-(4-(3-chloro-4-cyclohexylphenyl)but-3-enyl)-N-ethylcyclohexanamine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000009
-
2-[4-[(Z)-2-chloro-1,2-di (phenyl)ethenyl]phenoxy]-N,N-diethylethanamine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000018
-
1-[2-[4-[(Z)-1-(4-methoxyphenyl)-2-nitro-2-phenylethenyl]phenoxy]ethyl]pyrrolidine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000027
-
1-(2-(4-benzylphenoxy)ethyl)-pyrrolidine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000027
-
4-(2-(4-benzylphenoxy)ethyl)morpholine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000034
-
tamoxifen pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000035
-
1-(2-(4-(2-phenylpropan-2-yl) phenoxy)ethyl)pyrrolidine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000036
-
[6-hydroxy-2-(4-hydroxyphenyl)-1-benzothiophen-3-yl]-[4-(2-piperidin-1-ylethoxy)phenyl]methanone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000039
-
2-(4-chlorophenyl)-1-(4-(2-(diethylamino)ethoxy)phenyl)-1-p-tolyl ethanol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000057
-
4-(2-(4-(2-phenylpropan-2-yl)phenoxy)ethyl)morpholine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000062
-
2-(4-benzylphenoxy)-N,N-diethylethanamine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000089
-
(4-(6-(allyl (methyl)amino)hexyloxy)phenyl)(4-bromophenyl)methanone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.00009
-
3-beta-(2-(diethyl amino)ethoxy)androst-5-en-17-one pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000099
-
N-(3,4-dichlorophenethyl)-N-methyl-2-(pyrrolidin-1-yl)ethanemine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000135
-
trifluoroperazine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000145
-
4-[(Z)-1-[4-(2-dimethylaminoethyloxy)phenyl]-2-phenyl but-1-enyl]phenol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000155
-
(11beta,17beta)-11-{4-[2-(Dimethylamino)ethoxy]phenyl}estra-1,3,5(10)-triene-3,17-diol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000203
-
phenyl{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}methanone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000241
-
(4-(2-morpholinoethoxy)phenyl)(phenyl)methanone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000649
-
trans-1,4-bis(2-chlorobenzaminomethyl)cyclohexane pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000733
-
amiodarone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000864
-
7-oxocholestanol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.000902
-
1-(4-(2-morpholino ethoxy)phenyl)-2-phenylethanone pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0019
-
2-(diethylamino)ethyl 2,2-diphenylpentanoate pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.002
-
ibogaine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0023
-
6-oxocholestanol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0023
-
rimcazole pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0035
-
AC-915 pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0042
-
7-oxocholesterol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0061
-
7alpha-hydroxycholesterol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0069
-
7beta-hydroxycholesterol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0085
-
6-oxo-5-alpha-hydroxycholestanol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0091
-
(E)-N,3,6,6-tetra methyl-N-(naphthalene-1-ylmethyl)hept-2-en-4-yn-1-amine pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0097
-
cholestane-3beta,5alpha,6beta-triol pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.012
-
docosahexaenoic acid pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.018
-
4-(4-(4-chloro phenyl)-4-hydroxypiperidin-1-yl)-1-(4-fluorophenyl)butan-1-one pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.024
-
arachidonic acid pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.0363
-
alpha-linolenic acid pH 7.4, 37°C Rattus norvegicus
3.3.2.11 0.054
-
oleic acid pH 7.4, 37°C Rattus norvegicus

General Information

EC Number General Information Comment Organism
3.3.2.11 malfunction knockdown of D8D7I (3beta-hydroxysterol-DELTA8-DELTA7-isomerase) and DHCR7 (3beta-hydroxysterol-DELTA7-reductase) abolishes ChEH activity. D8D7I and DHCR7 cooperate in the ChEH activity Homo sapiens
3.3.2.11 physiological function the existence of ChEH activity in MCF-7 cells, and thus ChEH inhibition and accumulation are likely to play a role in the mechanism of induction of breast cancer cell differentiation and apoptosis by antiestrogen binding site (AEBS) ligands that require sterol autoxidation products Homo sapiens