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Ligand cholestane-3beta,5alpha,6beta-triol

Basic Ligand Information

Molecular Structure

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Roles as Enzyme Ligand

In Vivo Product in Enzyme-catalyzed Reactions (4 results)

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Show Natural Product (4 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.3.2.11

5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6beta-epoxy-5alpha-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O = cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O = cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

4 entries

Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Substrate (1 entry)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.1.1.146

cholestane-3beta,5alpha,6beta-triol + NAD(P)+ = 6-oxocholestan-3beta,5alpha-diol + NAD(P)H + H+

743697

-

Product in Enzyme-catalyzed Reactions (6 results)

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Show Product (6 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

3.3.2.11

5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6beta-epoxy-5alpha-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O = 5alpha-cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6-epoxy-5alpha-cholestan-3beta-ol + H2O = cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6alpha-epoxy-5alpha-cholestan-3beta-ol + H2O = cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

5,6beta-epoxy-5beta-cholestan-3beta-ol + H2O = cholestane-3beta,5alpha,6beta-triol

0

-

3.3.2.11

6 entries

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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Show Inhibitors (3 entries)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

3.3.2.11

-

706552, 731693

-

3.3.2.11

IC50 is 0.03 mM

660783

-

3.3.2.11

product inhibition

662084

-

3.3.2.11

3 entries

Enzyme Kinetic Parameters

K_i Value (2 results)

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Show KI Value (2 entries)

EC NUMBER

KI VALUE [MM]

KI VALUE MAXIMUM [MM]

COMMENTARY

LITERATURE

3.3.2.11

0.0097

-

pH 7.4, 37°C

706552

3.3.2.11

0.0097

-

pH and temperature not specified in the publication

731693

3.3.2.11

2 entries

IC₅₀ Value (1 result)

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Show IC50 Value (1 entry)

EC NUMBER

IC50 VALUE

IC50 VALUE MAXIMUM

COMMENTARY

LITERATURE

3.3.2.11

0.03

-

IC50 is 0.03 mM

660783

References & Links

Literature References (5)

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Show Reference (5 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

660783

4026314

Properties of liver microsomal cholesterol 5,6-oxide hydrolase

1985

Nashed, N.T.; Michaud, D.P.; Levin, W.; Jerina, D.M.

Arch. Biochem. Biophys.

241

149-162

662084

3941086

Catalytic properties and inhibition of hepatic cholesterol-epoxide hydrolase

1986

Sevanian, A.; McLeod, L.L.

J. Biol. Chem.

261

54-59

706552

20615952

Identification and pharmacological characterization of cholesterol-5,6-epoxide hydrolase as a target for tamoxifen and AEBS ligands

2010

de Medina, P.; Paillasse, M.R.; Segala, G.; Poirot, M.; Silvente-Poirot, S.

Proc. Natl. Acad. Sci. USA

107

13520-13525

731693

22917620

Cholesterol epoxide hydrolase and cancer

2012

Silvente-Poirot, S.; Poirot, M.

Curr. Opin. Pharmacol.

12

696-703

743697

29078321

Identification of a tumor-promoter cholesterol metabolite in human breast cancers acting through the glucocorticoid receptor

2017

Voisin, M.; de Medina, P.; Mallinger, A.; Dalenc, F.; Huc-Claustre, E.; et, al.

Proc. Natl. Acad. Sci. USA

114

E9346-E9355

Links to other databases for cholestane-3beta,5alpha,6beta-triol

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Show Links (1 entry)

ChEBI

PubChem