Ligand Epitestosterone

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 Epitestosterone (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C19H28O2
Epitestosterone
MUMGGOZAMZWBJJ-KZYORJDKSA-N
Synonyms:
(17alpha)-17-hydroxyandrost-4-en-3-one, 4-androsten-17alpha-ol-3-one, 17-epitestosterone, 17alpha-Hydroxy-4-androsten-3-one, 17alpha-hydroxyandrosten-3-one

Roles as Enzyme Ligand

Substrate in Enzyme-catalyzed Reactions (13 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
show the reaction diagram
17alpha-hydroxy-4-androsten-3-one + NADP+ = 4-androsten-3,17-dione + NADPH
-
show the reaction diagram
epitestosterone + NADP+ = 4-androsten-3,17-dione + NADPH + H+
-
show the reaction diagram
epitestosterone + NAD(P)+ = ?
show the reaction diagram
epitestosterone + NADPH + H+ = ?
-
show the reaction diagram
3'-phosphoadenylylsulfate + epitestosterone = adenosine 3',5'-bisphosphate + epitestosterone sulfate
-

Product in Enzyme-catalyzed Reactions (3 results)

EC NUMBER
LITERATURE
REACTION DIAGRAM
REACTION
ENZYME 3D STRUCTURE
-
show the reaction diagram
androstenedione + NADPH + H+ = epitestosterone + NADP+
-
-
show the reaction diagram
epitestosterone 17-sulfate + H2O = epitestosterone + sulfate
-
-
show the reaction diagram
epitestosterone 17-sulfate + H2O = epitestosterone + sulfate
-

Inhibitor in Enzyme-catalyzed Reactions (4 results)

COMMENTARY
EC NUMBER
LITERATURE
ENZYME 3D STRUCTURE
substrate inhibition for all isoforms at concentration above 0.003 mM, not observed with other substrates
-
i.e. epitestosterone
-
competitive inhibitor of 17alpha-hydroxylation of pregnenolone and of the subsequent C17,20-side chain cleavage reaction
-

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

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (6 results)

COMMENTARY
EC NUMBER
LITERATURE
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
mutant G225P/G226P
0.25
-
mutant Q222N, pH 7.0, 25°C
0.23
-
mutant Y224F, pH 7.0, 25°C
0.57
-
wild-type
0.3
-
wild-type, pH 7.0, 25°C
0.3
-
pH 6.0, 37°C
0.1
-

KM Value (17 results)

COMMENTARY
EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
LITERATURE
for six isoforms
0.0002
0.0052
-
0.07
-
kidney isozyme II
0.00061
-
wild-type, pH 7.0, 25°C
0.0006
-
wild-type
0.0006
-
mutant Y224F, pH 7.0, 25°C
0.014
-
mutant Q222N, pH 7.0, 25°C
0.02
-
mutant G225P/G226P
0.018
-
liver isozyme IB, androsterone, kidney, isozyme IB
0.0021
0.0024
liver isozyme IB
0.00053
-
kidney isozyme IB
0.00291
-
cofactor NADP+
0.0001
-
in living cells
0.00078
-
in homogenates
0.00057
-
pH 6.0, 37°C
0.0029
-
isoform UGT2B7, pH 7.4, 37°C
0.0017
-
isoform UGT2A1, pH 7.4, 37°C
0.0116
-

Ki Value (2 results)

COMMENTARY
EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
LITERATURE
17alpha-hydroxylase activity
0.0096
-
C17,20-lyase activity
0.00124
-

IC50 Value (1 result)

COMMENTARY
EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
LITERATURE
in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0033
-

References & Links

Links to other databases for Epitestosterone

ChEBI
PubChem
-
PubChem