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Literature summary for 3.3.2.11 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
Search for more literature for 3.3.2.11

Inhibitors

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

KM Value [mM]

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

Localization

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

Organism

Organism UniProt Comment Textmining
Homo sapiens
-
-
-
Rattus norvegicus
-
-
-

Source Tissue

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

Substrates and Products (Substrate)

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

Synonyms

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

Temperature Optimum [°C]

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

pH Optimum

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

Ki Value [mM]

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

General Information

General Information Comment Organism
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
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