Ligand 5beta-pregnane-3,20-dione

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Basic Ligand Information

Molecular Structure
Picture of 5beta-pregnane-3,20-dione (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C21H32O2
5beta-pregnane-3,20-dione
XMRPGKVKISIQBV-XWOJZHJZSA-N
Synonyms:
5beta-dihydroprogesterone, 5beta-pregnan-3,20-dione
Pathway Source
Pathways

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5beta-dihydroprogesterone + NADPH + H+ = pregnanolone + NADP+
show the reaction diagram
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5beta-pregnan-3,20-dione + NAD(P)H = 3alpha-hydroxy-5beta-pregnan-20-one + NAD(P)+
show the reaction diagram
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5beta-pregnan-3,20-dione + NADPH + H+ = 5beta-pregnane-3beta-ol-20-one + NADP+
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (2 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3beta-hydroxy-5beta-pregnane-20-one + NADP+ = 5beta-pregnane-3,20-dione + NADPH
show the reaction diagram
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progesterone + NADPH + H+ = 5beta-pregnane-3,20-dione + NADP+
show the reaction diagram

Substrate in Enzyme-catalyzed Reactions (22 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5beta-pregnan-3,20-dione + NADH = ?
show the reaction diagram
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5beta-pregnane-3,20-dione + 2 NAD(P)H + 2 H+ = 5beta-pregnan-3alpha,20-alpha-diol + 2 NAD(P)+
show the reaction diagram
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5beta-pregnane-3,20-dione + NADPH + H+ = 5beta-pregnane-3alpha-ol-20-one + NADP+
show the reaction diagram
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5beta-pregnane-3,20-dione + NADH + H+ = 5beta-pregnan-3alpha-ol-20-one + NAD+
show the reaction diagram
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5beta-pregnan-3,20-dione + NADPH + H+ = 5beta-pregnane-3beta-ol-20-one + NADP+
show the reaction diagram
-
5beta-pregnan-3,20-dione + NADPH = 3alpha-hydroxy-5beta-pregnan-20-one + NADP+
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (25 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5beta-pregnan-3beta-ol-20-one + NAD+ = 5beta-pregnan-3,20-dione + NADH
show the reaction diagram
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5beta-pregnan-3alpha-ol-20-one + NADP+ = 5beta-pregnan-3,20-dione + NADPH
show the reaction diagram
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5beta-pregnane-3beta-ol-20-one + NADP+ = 5beta-pregnan-3,20-dione + NADPH + H+
show the reaction diagram
-
3beta-hydroxy-5beta-pregnane-20-one + NADP+ = 5beta-pregnane-3,20-dione + NADPH
show the reaction diagram
-
3alpha-hydroxy-5beta-pregnan-20-one + NADP+ = 5beta-pregnan-3,20-dione + NADPH
show the reaction diagram
-
5beta-pregnan-20alpha-ol-3-one + NADPH = 5beta-pregnane-3,20-dione + NADP+
show the reaction diagram
-
progesterone + NADPH + H+ = 5beta-pregnane-3,20-dione + NADP+
show the reaction diagram

Inhibitor in Enzyme-catalyzed Reactions (3 results)

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) (15 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.063
-
pH 7.4, 25°C
0.028
-
at pH 7.4 and 37°C
0.158
-
-

KM Value (21 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0036
-
pH 7.3, 37°C, ADH1C*2 (gamma2gamma2)
0.0024
-
pH 7.4, 25°C, recombinant wild-type AKR1C17
0.0038
-
-
0.0171
-
-

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.00078
-
in 0.1 M potassium phosphate, pH 7.4, at 25°C

References & Links

Links to other databases for 5beta-pregnane-3,20-dione

ChEBI
PubChem
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PubChem