Ligand cholest-4-en-3-one

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Basic Ligand Information

Molecular Structure
Picture of cholest-4-en-3-one (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C27H44O
cholest-4-en-3-one
NYOXRYYXRWJDKP-GYKMGIIDSA-N
Synonyms:
4-Cholesten-3-one, 4-cholestene-3-one, cholestenone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (6 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cholest-4-en-3-one + O2 = ? + H2O2
show the reaction diagram
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cholest-4-en-3-one + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 27-hydroxycholest-4-en-3-one + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
show the reaction diagram
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cholest-4-en-3-one + acceptor + H2O = 25-hydroxycholest-4-en-3-one + reduced acceptor
show the reaction diagram
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cholest-4-en-3-one + NADPH + H+ = 5beta-cholestan-3-one + NADP+
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cholesterol + O2 = cholest-4-en-3-one + H2O2
show the reaction diagram
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Substrate in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
cholest-4-en-3-one + [reduced NADPH-hemoprotein reductase] + O2 = ?
show the reaction diagram
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cholest-4-en-3-one + O2 + reduced ferredoxin [iron-sulfur] cluster + H+ = ? + H2O + oxidized ferredoxin [iron-sulfur] cluster
show the reaction diagram
cholest-4-en-3-one + acceptor + H2O = 25-hydroxycholest-4-en-3-one + reduced acceptor
show the reaction diagram
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cholest-4-en-3-one + NADPH = 5-alpha-cholestan-3-one + NADP+
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5-Cholesten-3-one = 4-Cholesten-3-one
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (1 result)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE

3D Structure of Enzyme-Ligand-Complex (PDB) (3 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (9 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.195
-
at pH 7.5 and 25°C
1.4
-
21°C, pH 7.4
2.92
-
pH and temperature not specified in the publication
0.01
-
pH 6.0, 37°C

KM Value (10 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.036
-
at pH 7.5 and 25°C
0.0003
-
pH 6.0, 37°C

References & Links

Links to other databases for cholest-4-en-3-one

ChEBI
PubChem
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PubChem