Ligand 5beta-androstane-3,17-dione

Please wait a moment until all data is loaded. This message will disappear when all data is loaded.

Basic Ligand Information

Molecular Structure
Picture of 5beta-androstane-3,17-dione (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C19H28O2
5beta-androstane-3,17-dione
RAJWOBJTTGJROA-QJISAEMRSA-N
Synonyms:
(5beta)-androstan-3,17-dione, 5beta-androst-3,17-dione, 5beta-androstan-3,17-dione, 5beta-androstan-3,17dione, ethiocholan-3,17-dione, Etiocholan-3,17-dione, etiocholane-3,17-dione
Pathway Source
Pathways

Roles as Enzyme Ligand

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

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
3alpha-hydroxy-5beta-androstane-17-one + NAD+ = 5beta-androstane-3,17-dione + NADH
show the reaction diagram
-
5beta-androstan-3alpha-ol-17-one + NADP+ = (5beta)-androstan-3,17-dione + NADPH + H+
show the reaction diagram
-
-
4-androstene-3,17-dione + NADPH = 5beta-androstan-3,17-dione + NADP+
show the reaction diagram
-
-

Substrate in Enzyme-catalyzed Reactions (21 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5beta-androstane-3,17-dione + NAD(P)H = 5beta-androstane-3alpha-ol-17-one + NAD(P)+
show the reaction diagram
-
5beta-androstane-3,17-dione + NADPH = ?
show the reaction diagram
-
5beta-androstane-3,17-dione + NADPH = 5beta-androstan-3alpha-ol-17-one + NADP+
show the reaction diagram
-
5beta-androstane-3,17-dione + NADPH = 5beta-androstan-3alpha-ol-17-one + NADP+
show the reaction diagram
-
5beta-androstane-3,17-dione + NADH + H+ = ? + NAD+
show the reaction diagram
-
5beta-androstan-3,17-dione + NADPH + H+ = 5beta-androstan-3beta-ol-17-one + NADP+
show the reaction diagram
-
5beta-androstan-3,17-dione + NADPH + H+ = 5beta-androstan-3alpha-ol-17-one + NADP+
show the reaction diagram
-
5beta-androstane-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 9alpha-hydroxy-5beta-androstane-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
show the reaction diagram
-
5beta-androstan-3,17-dione + NADPH = 5beta-androstan-3alpha-ol-17-one + NADP+
show the reaction diagram
-
5beta-androstan-3,17-dione + acceptor = 5beta-androst-1-en-3,17-dione + reduced acceptor
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (27 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
5beta-androstan-3beta-ol-17-one + NADP+ = 5beta-androstane-3,17-dione + NADPH
show the reaction diagram
-
-
3alpha-hydroxy-5beta-androstane-17-one + NAD+ = 5beta-androstane-3,17-dione + NADH
show the reaction diagram
-
5beta-androstane-3alpha-ol-17-one + NADP+ = 5beta-androstane-3,17-dione + NADPH
show the reaction diagram
-
5beta-androstan-3beta-ol-17-one + NADP+ = 5beta-androstan-3,17-dione + NADPH + H+
show the reaction diagram
-
-
5beta-androstane-17beta-ol-3-one + NADP+ = 5beta-androstane-3,17-dione + NADPH
show the reaction diagram
-
5beta-androstan-3alpha,17beta-diol + NADP+ = 5beta-androstan-3,17-dione + NADPH
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
product inhibition, forward reaction
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (7 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
0.077
-
pH 7.4, 25°C
0.167
-
-
0.047
-
pH 7.4, 25°C, recombinant wild-type AKR1C17

KM Value (16 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.0031
-
-
0.0021
-
pH 7.4, 25°C, recombinant wild-type AKR1C17
0.0066
-
-
0.0029
-
DD1

Ki Value (1 result)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.041
-
DD3

IC50 Value (1 result)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.0021
-
in 0.1 M potassium phosphate, pH 7.4, at 25°C

References & Links

Links to other databases for 5beta-androstane-3,17-dione

ChEBI
PubChem
-
PubChem