Ligand 17alpha-hydroxyprogesterone

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Basic Ligand Information

Molecular Structure
Picture of 17alpha-hydroxyprogesterone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C21H30O3
17alpha-hydroxyprogesterone
DBPWSSGDRRHUNT-CEGNMAFCSA-N
Synonyms:
17-alpha-hydroxyprogesterone, 17-hydroxy-progesterone, 17-hydroxyprogesterone, 17a-hydroxyprogesterone, 17alpha-hydroxy-4-pregnen-3,20-dione, 17alpha-hydroxy-progesterone, 17alpha-hydroxypregn-4-en-3,20-dione, 17alpha-hydroxypregn-4-ene-3,20-dione


Show all pahtways known for Show all BRENDA pathways known for 17alpha-hydroxyprogesterone

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
17alpha-hydroxyprogesterone + NAD(P)H = 17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+
show the reaction diagram
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17alpha-hydroxyprogesterone + NADPH = 17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
show the reaction diagram
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17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2 = androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
show the reaction diagram
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17alpha-hydroxyprogesterone + AH2 + O2 = 11alpha,17alpha-dihydroxyprogesterone + A + H2O
show the reaction diagram
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17alpha-hydroxyprogesterone + NADPH = ?
show the reaction diagram
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In Vivo Product in Enzyme-catalyzed Reactions (8 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H
show the reaction diagram
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-

Substrate in Enzyme-catalyzed Reactions (37 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
17-hydroxyprogesterone + NADPH = 3beta,17-dihydroxy-4-pregnen-20-one + NADP+
show the reaction diagram
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17alpha-hydroxyprogesterone + NADPH = ?
show the reaction diagram
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17alpha-Hydroxyprogesterone + NADPH + O2 = androstenedione + acetate + NADP+ + H2O
show the reaction diagram
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17alpha-hydroxyprogesterone + AH2 + O2 = ?
show the reaction diagram
17alpha-hydroxyprogesterone + reduced megaredoxin + O2 = (15beta,17alpha)-15,17-dihydroxyprogesterone + oxidized megaredoxin + H2O
show the reaction diagram
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17alpha-hydroxyprogesterone + AH2 + O2 = 11alpha,17alpha-dihydroxyprogesterone + A + H2O
show the reaction diagram
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17alpha-hydroxypregn-4-ene-3,20-dione + NADPH + O2 = androst-4-ene-3,17-dione + NADP+ + ?
show the reaction diagram
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17alpha-hydroxyprogesterone + NADPH = 17alpha-hydroxy-5alpha-pregnan-3,20-dione + NADP+
show the reaction diagram
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17alpha-hydroxyprogesterone + NADPH = ?
show the reaction diagram
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17alpha-hydroxy-progesterone + acceptor = 1,4-pregnene-17alpha-ol-3,20-dione + reduced acceptor
show the reaction diagram
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Product in Enzyme-catalyzed Reactions (12 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
17alpha,20alpha-dihydroxypregn-4-en-3-one + NAD(P)+ = 17alpha-hydroxyprogesterone + NAD(P)H
show the reaction diagram
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17alpha-hydroxypregnenolone + NADH + H+ = 17alpha-hydroxyprogesterone + NAD+
show the reaction diagram
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17alpha,20beta-dihydroxypregn-4-ene-3-one + NADP+ = 17alpha-hydroxypregn-4-en-3,20-dione + NADPH
show the reaction diagram
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pregn-5-ene-3,20-dione-17alpha-ol = 17alpha-hydroxyprogesterone
show the reaction diagram
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Inhibitor in Enzyme-catalyzed Reactions (7 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
most inhibitory at pH 8.0, significant at pH 6.8
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inhibits above 0.2mM

3D Structure of Enzyme-Ligand-Complex (PDB) (2 results)

EC NUMBER
ENZYME 3D STRUCTURE

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (23 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.178
-
+/-0.8

KM Value (61 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.206
-
-
0.56
-
22°C

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.055
-
22°C

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.5
-
value above 0.5 mM

References & Links

Links to other databases for 17alpha-hydroxyprogesterone

ChEBI
PubChem
ChEBI
PubChem