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1.3.1.22: 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+)

This is an abbreviated version!
For detailed information about 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+), go to the full flat file.

Word Map on EC 1.3.1.22

Reaction

a 3-oxo-5alpha-steroid
+
NADP+
=
a 3-oxo-DELTA4-steroid
 +
NADPH
 +
H+

Synonyms

3-oxosteroid 5alpha-reductase, 3-oxosteroid DELTA4-dehydrogenase, 4-ene-3-oxosteroid 5alpha-reductase, 4-ene-5alpha-reductase, 5 alpha-R2, 5 alpha-reductase type 2, 5-alpha reductase I, 5-alpha reductase II, 5-alpha-reductase type 1, 5-alpha-reductase type 2, 5a-reductase type 1, 5a-reductase type 2, 5A2, 5alpha-R1, 5alpha-R2, 5alpha-reductase 1, 5alpha-reductase II, 5alpha-reductase type 1, 5alpha-reductase type 2, 5alpha-reductase type II, 5alpha-SR2, 5alphaR, 5alphaR type 2, 5alphaR1, 5alphaR2, AtDET2, brainneurosteroidogenic 5x02-reductase 1, cholest-4-en-3-one 5alpha-reductase, cortisone alpha-reductase, cortisone DELTA 4-5alphareductase, DCC71_03205, DELTA4-3-ketosteroid 5alpha-oxidoreductase, DELTA4-3-ketosteroid reductase (5alpha), DELTA4-3-oxosteroid-5 alpha-reductase, DELTA4-5alpha-reductase, DELTA4-steroid 5alpha-reductase (progesterone), EC 1.3.1.30, EC 1.3.1.4, LeDET2, microsomal steroid reductase (5alpha), More, NADPH:DELTA4-3-oxosteroid-5alpha-oxidoreductase, neurosteroidogenic 5alpha-reductase 1, progesterone 5alpha-reductase, reduced nicotinamide adenine dinucleotide phosphate:DELTA4-3-ketosteroid 5alpha-oxidoreductase, reductase, cholestenone 5alpha-, reductase, cortisone DELTA: 4-5alpha-, reductase, progesterone 5alpha-, S5alphaR, SRD5A1, SRD5A2, SRDA1, SRDA2, SRDA3, steroid 5-alpha reductase, steroid 5-alpha-reductase, steroid 5alpha reductase type 2, steroid 5alpha-hydrogenase, steroid 5alpha-reductase, steroid 5alpha-reductase type II, testosterone 5alpha-reductase, testosterone delta4-5alpha-reductase, testosterone delta4-hydrogenase, type 1 5alpha-reductase, type 1 5alphaR, type 1 SR, type 1 steroid 5alpha reductase, type 1 steroid 5alpha-reductase, type 2 5alpha-reductase, type 2 5alphaR, type 2 SR, type 2 steroid 5alpha reductase, type 2 steroid 5alpha-reductase, type II 5alpha-reductase, type-1 5alpha-reductase, type-2 5alpha-reductase

ECTree

     1 Oxidoreductases
         1.3 Acting on the CH-CH group of donors
             1.3.1 With NAD+ or NADP+ as acceptor
                1.3.1.22 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+)

IC50 Value

IC50 Value on EC 1.3.1.22 - 3-oxo-5alpha-steroid 4-dehydrogenase (NADP+)

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IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00003
(+/-)-LY191704
Homo sapiens
-
i.e. (4aS,10aR)-7-chloro-1-methyl-3,4,4a,9,10,10a-hexahydrophenanthren-2(1H)-one, non-steroidal, most potent benzoquinoline mimicing 4-azasteroid inhibitors, and specific for isozyme 5alphaR-1, IC50 is 30 nM
0.00892
(1E,4E,6E)-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one
Homo sapiens
-
at pH 7.4 and 37°C
0.0935
(1E,4E,6E)-1,7-bis(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
Homo sapiens
-
at pH 7.4 and 37°C
0.0788
(1E,4E,6E)-1-(4-hydroxy-3-methoxyphenyl)-7-(3-hydroxyphenyl)hepta-1,4,6-trien-3-one
Homo sapiens
-
at pH 7.4 and 37°C
0.0886
(1E,4E,6E)-7-(3-hydroxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one
Homo sapiens
-
at pH 7.4 and 37°C
0.0153
(1E,6E)-1,7-bis(3,4-dihydroxyphenyl)hepta-1,6-diene-3,5-dione
Homo sapiens
-
at pH 7.4 and 37°C
0.00076
(2E,4E,6E,8E)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-enyl)nona-2,4,6,8-tetraenoate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.00053
(2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)-3,4-dihydro-2H-chromen-3-yl palmitoate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.44
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-6-ylmethyl)tetrahydrofuran-2-ol
Rattus norvegicus
-
-
0.44
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(1,3,5-benzotrioxepin-7-ylmethyl)tetrahydrofuran-2-ol
Rattus norvegicus
-
-
1.03
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(2,3-dimethoxybenzyl)tetrahydrofuran-2-ol
Rattus norvegicus
-
-
1.03
(3R,4R)-3-(1,3-benzodioxol-5-ylmethyl)-4-(3,4-dimethoxybenzyl)tetrahydrofuran-2-ol
Rattus norvegicus
-
-
0.00072
(5'S)-17beta-(2-chlorophenyl-4,5-dihydrooxazol-5-yl)androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.00105
(5'S)-17beta-(4-bromophenyl-4,5-dihydrooxazol-5-yl)androst-5-en-3-one
Rattus norvegicus
-
pH 7.3, 37°C
0.00048
(Z)-((2R,3R)-5,7-dihydroxy-2-(3,4,5-trihydroxyphenyl)chroman-3-yl) hexadec-9-enoate
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.000026
17a-(2-propionoxyethyl)-17-oxo-17a-aza-D-homo-3,5-androstadien-3-oic acid
Homo sapiens
pH not specified in the publication, 37°C
0.000073
17a-allyl-17-oxo-17a-aza-D-homo-3,5-androstadien-3-oic acid
Homo sapiens
pH not specified in the publication, 37°C
0.000022
17a-ethyl-17-oxo-17a-aza-D-homo-3,5-androstadien-3-oic acid
Homo sapiens
pH not specified in the publication, 37°C
0.000054
17a-methyl-17-oxo-17a-aza-D-homo-3,5-androstadien-3-oic acid
Homo sapiens
pH not specified in the publication, 37°C
0.00005
17alpha-p-bromophenylcarbamoyloxy-4-pregnen-3 20-dione
Homo sapiens
-
in the presence of 1 mM dithiothreitol, in 40 mM sodium phosphate buffer, at pH 6.5
0.00005
17alpha-p-bromophenylcarbamoyloxy-4-pregnen-3,20-dione
Homo sapiens
-
with 1 mM dithiothreitol in 40 mM sodium phosphate buffer, at pH 6.5 and 37°C
0.00001
17alpha-phenylcarbamoyloxy-4-pregnen-3,20-dione
0.2
2,5-dihydroxy-1,4-benzoquinone
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
-
0.0096
2-(2-hydroxypropan-2-yl)-2,3-dihydronaphtho[2,3-b]furan-4,9-dione
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
-
0.0012
2-acetyl-2,3-dihydronaphtho[2,3-b]furan-4,9-dione
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
-
0.0002
2-propanoylnaphtho[2,3-b]furan-4,9-dione
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
-
0.0000011
3beta-(3'-oxapentanoyloxy)-androst-5-en-17-one
Homo sapiens
-
pH 6.5, 37°C
0.0000052
3beta-acetoxyandrost-5-en-17-one
Homo sapiens
-
pH 6.5, 37°C
0.000000002
3beta-hexanoyloxyandrost-5-en-17-one
Homo sapiens
-
pH 6.5, 37°C
0.00084
4-(3-(4-(N-methylacetamido)phenyl)pentan-3-yl)phenyl dibenzylcarbamate
Homo sapiens
-
-
0.1
apigenin
Rattus norvegicus
37°C, pH not specified in the publication
0.0045
avicequinone C
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
-
0.14
Biochanin A
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.3
bisdemethoxycurcumin
Homo sapiens
-
at pH 7.4 and 37°C
0.0134
curcumin
Homo sapiens
-
at pH 7.4 and 37°C
0.000025
dehydroepiandrosterone
Homo sapiens
-
pH 6.5, 37°C
0.0225
demethoxycurcumin
Homo sapiens
-
at pH 7.4 and 37°C
0.0016
dutasteride
Proteobacteria bacterium
pH 7.4, 37°C
0.37
equol
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.81
ethinylestradiol
Rattus norvegicus
-
-
0.000008 - 0.008
finasteride
0.71
genistein
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.086
ginsenoside Rg3
Rattus norvegicus
-
pH 7.2, 37°C
0.259
ginsenoside Ro
Rattus norvegicus
-
pH 7.2, 37°C
0.2
Lapachol
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
0.2
Lawsone
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
0.0005
MK386
Homo sapiens
-
-
0.0043
naphtho[2,3-b]furan-4,9-dione
Homo sapiens
-
cell-based assay, 37°C, pH not specified in the publication
0.48
piperine
Rattus norvegicus
-
-
0.017
riboflavin
Rattus norvegicus
-
pH not specified in the publication, temperature not specified in the publication
0.0047
tert-butyl-4-hydroxyanisole
Rattus norvegicus
37°C, pH not specified in the publication