1.1.1.145: 3beta-hydroxy-DELTA5-steroid dehydrogenase

This is an abbreviated version, for detailed information about 3beta-hydroxy-DELTA5-steroid dehydrogenase, go to the full flat file.

Reaction

a 3beta-hydroxy-DELTA5-steroid
+
NAD+
=
a 3-oxo-DELTA5-steroid
+
NADH
+
H+

Synonyms

3-beta-hydroxy-5-ene steroid dehydrogenase, 3-beta-hydroxy-delta(5)-steroid dehydrogenase, 3beta hydroxysteroid dehydrogenase, 3beta-HSD, 3beta-HSD type II, 3beta-HSD1, 3beta-HSD2, 3beta-HSD22, 3beta-HSDH, 3beta-HSD_1, 3beta-hydroxy steroid dehydrogenase/5-ene-4-ene isomerase, 3beta-hydroxy steroid dehydrogenase/isomerase, 3beta-hydroxy-5-ene steroid dehydrogenase, 3beta-hydroxy-5-ene-steroid dehydrogenase, 3beta-hydroxy-5-ene-steroid oxidoreductase, 3beta-hydroxy-DELTA5-C27-steroid dehydrogenase/isomerase, 3beta-hydroxy-DELTA5-C27-steroid oxidoreductase, 3beta-hydroxysteroid dehydrogenase, 3beta-hydroxysteroid dehydrogenase 1, 3beta-hydroxysteroid dehydrogenase type 1, 3beta-hydroxysteroid dehydrogenase type 2, 3beta-hydroxysteroid dehydrogenase type II, 3beta-hydroxysteroid dehydrogenase type1, 3beta-hydroxysteroid dehydrogenase/DELTA5-DELAT4 isomerase type 2, 3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4 isomerase, 3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4-isomerase, 3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4-isomerase type II, 3beta-hydroxysteroid dehydrogenase/isomerase, 3beta-hydroxysteroid dehydrogenase/isomerase type 1, 3betaHSD, 3betaHSD1, 3betaHSD2, 5-ene-3-beta-hydroxysteroid dehydrogenase, 5alpha-dihydrotestosterone 3beta-hydroxysteroid dehydrogenase, dehydrogenase, 3beta-hydroxy-DELTA5-steroid, DELTA5-3beta-hydroxysteroid dehydrogenase, DHRS4, HSD3B, HSD3B2, HSDB1, More, progesterone reductase, steroid-DELTA5-3beta-ol dehydrogenase, type 1 3beta-hydroxysteroid dehydrogenase, type 1 3beta-hydroxysteroid dehydrogenase/isomerase, type 2 3beta-hydroxysteroid dehydrogenase, type 2 3beta-hydroxysteroid dehydrogenase/isomerase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.145 3beta-hydroxy-DELTA5-steroid dehydrogenase

Inhibitors

Inhibitors on EC 1.1.1.145 - 3beta-hydroxy-DELTA5-steroid dehydrogenase

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INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+)-gossypol
(-)-gossypol
(12S,12aS,14bR)-N,N,12a,14b-tetramethyl-3-oxo-1,2,3,4,5,6,7,9,9a,9b,10,11,12,12a,13,14,14a,14b-octadecahydroazepino[3,2,1-de]cyclopenta[i]phenanthridine-12-carboxamide
-
(1R,4S,9aR,11aR)-4,9a,11a-trimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
-
(1R,9aR,11aR)-9a,11a-dimethyl-1-((R)-6-methylheptan-2-yl)-3,3a,3b,4,5,8,9,9a,9b,10,11,11a-dodecahydro-1H-cyclopenta[i]phenanthridin-7(2H)-one
-
(1S,8bS,10aS)-N,N-diethyl-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,7,7a,8,8a,8b,8c,9,10,10a-hexadecahydrocyclopenta[i]cyclopropa[a]phenanthridine-1-carboxamide
-
(1S,8bS,10aS)-N-tert-butyl-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,4,5,7,7a,8,8a,8b,8c,9,10,10a-hexadecahydrocyclopenta[i]cyclopropa[a]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-1-(4,5-diphenyl-4,5-dihydro-1,3-oxazol-2-yl)-9a,11a-dimethyl-1,2,3,3a,3b,4,5,8,9,9a,9b,10,11,11a-tetradecahydro-7H-cyclopenta[i]phenanthridin-7-one
-
(1S,9aR,11aS)-5-butyl-N,N,9a,11a-tetramethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-5-hexyl-N,N,9a,11a-tetramethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-6-ethyl-N,N,9a,11a-tetramethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxylic acid
-
(1S,9aR,11aS)-9a,11a-dimethyl-N-[4-(morpholin-4-yl)phenyl]-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N,N,5,9a,11a-pentamethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N,N,6,9a,11a-pentamethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N,N,9a,11a-tetramethyl-7-oxo-5-propyl-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N-(2,5-di-tert-butylphenyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N-(2-benzoylphenyl)-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N-tert-butyl-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(1S,9aR,11aS)-N-[2-tert-butyl-5-(trifluoromethyl)phenyl]-9a,11a-dimethyl-7-oxo-2,3,3a,3b,4,5,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-cyclopenta[i]phenanthridine-1-carboxamide
-
(4aR,6aS,7S)-7-[2,5-bis(trifluoromethyl)benzoyl]-4a,6a-dimethyl-1,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-2H-indeno[5,4-f]quinolin-2-one
-
(4aR,6aS,7S)-N-tert-butyl-4a,6a-dimethyl-2-oxo-2,4a,4b,5,6,6a,7,8,9,9a,9b,10,11,11a-tetradecahydro-1H-indeno[5,4-f]quinoline-7-carboxamide
-
17alpha-hydroxypregnenolone
-
competitive inhibition
17beta-acetoxy-trilostane
-
-
17beta-estradiol
-
-
20alpha-hydroxy-4-pregnen-3-one
-
-
20beta-hydroxy-4-pregnen-3-one
-
-
3-Chloroacetylpyridine adenine dinucleotide
-
-
4-nonylphenol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
4alpha,5alpha-epoxy-testosterone
-
-
5'-fluorosulfonylbenzoyl adenosine
-
-
5,10-Secoestr-4-yne-3,10,17-trione
-
irreversible
6-hydroxyflavone
-
0.00056 mM, 50% inhibition; competitive
AgNO3
-
-
androstenedione
-
-
apigenin
Biochanin A
Cetylpyridinium chloride
-
-
corticosterone
-
0.08 mM, 50% inhibition
cyanoketone
-
0.0000076 mM, 50% inhibition; competitive
daidzein
dehydroepiandrosterone
-
0.01 mM reduced conversion of pregnenolone to 50%
deoxycorticosterone
-
-
diethyldicarbonate
-
-
diethylhexyl phthalate
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
diethylstilbestrol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
Disulfiram
-
-
epostane
estradiol
-
0.0005 mM, 40% inhibition, 0.001 mM, 62% inhibition
estradiol-17beta
-
-
ethynylestradiol
Fe2+
-
1 mM: weak, 100 mM: strong
flavanones
-
diverse derivatives, inhibitory potential determination, overview
flavones
-
diverse derivatives, inhibitory potential determination, overview
formononetin
genistein
Hexestrol
-
-
Hg2+
-
-
isoflavones
-
diverse derivatives, inhibitory potential determination, overview
ketoconazole
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
lauric acid
-
0.05 mM, less than 10% inhibition
Mn2+
-
1 mM: weak
monooctyltin
-
0.081 mM, 50% inhibition; inhibition mechanism, overview
myricetin
-
0.011 mM, 50% inhibition
myristic acid
-
0.05 mM, less than 10% inhibition
N-(Anilino-naphthyl-4)-maleimide
-
-
N-Iodoacetyl-N'-(5-sulfo-1-naphthyl)ethylene diamine
-
-
NADH
-
mixed type inhibition
Norethisterone
Norethisterone acetate
octylphenol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
oestradiol
-
0.00024 mM, 50% inhibition
p-chloromercuribenzoate
phenylhexane
-
-
pregnenolone
-
competitive inhibition
progesterone
prunetin
-
-
puerarin
-
-
quercetin
Stilbestrol
-
-
testosterone
tributyltin
-
0.012 mM, almost complete loss of activity; complete inhibition at 0.012 mM, the inhibition mechanism is not entirely competitive, overview
trilostane
Zn2+
-
1 mM: strong
additional information
-