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(S)-1-indanol + NADP+
? + NADPH
-
-
-
-
r
(S)-1-tetralol + NADP+
? + NADPH
-
-
-
-
r
(S)-phenyl-1-butanol + NADP+
? + NADPH
-
-
-
-
r
1,4-naphthoquinone + NADPH + H+
? + NADP+
-
-
-
-
r
1-phenylisatin + NADPH
? + NADP+
-
-
-
-
r
11beta,17alpha,21-trihydroxy-4-pregnen-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-4-pregnen-20-one + NADP+
-
-
-
-
?
11beta,17alpha,21-trihydroxy-5alpha-pregnane-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-5alpha-pregnan-20-one + NADP+
-
-
-
-
?
11beta,17alpha,21-trihydroxy-5beta-pregnane-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-5beta-pregnan-20-one + NADP+
-
-
-
-
?
13,14-dihydro-15-keto-prostaglandin F2 + NADPH
?
-
-
-
-
?
13,14-dihydro-15-keto-prostaglandin F2alpha + NADPH
?
-
-
-
-
?
16alpha-hydroxy-dehydroepiandrosterone + NAD+
?
-
-
-
?
16alpha-hydroxy-dehydroepiandrosterone + NAD+
? + NADH
-
-
-
?
16beta-hydroxy-dehydroepiandrosterone + NAD+
?
-
-
-
?
16beta-hydroxy-dehydroepiandrosterone + NAD+
? + NADH
-
-
-
?
17-hydroxyprogesterone + NADPH
3beta,17-dihydroxy-4-pregnen-20-one + NADP+
-
-
-
-
?
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
17beta-hydroxy-5alpha-androstane-3-one + NADPH
3beta,17beta-dihydroxy-5alpha-androstane + NADP+
-
-
-
-
?
17beta-hydroxy-5beta-androstane-3-one + NADPH
3beta,17beta-dihydroxy-5beta-androstane + NADP+
-
-
-
-
?
2,3-heptanedione + NADPH
? + NADP+
-
-
-
-
r
2,3-hexanedione + NADPH
? + NADP+
-
-
-
-
r
2,3-pentanedione + NADPH + H+
? + NADP+
-
-
-
-
r
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
3beta,7alpha-dihydroxy-5-cholestenoic acid + NAD+
7alpha-hydroxy-3-oxo-5-cholestenoic acid + NADH
-
-
-
-
?
3beta-hydroxy-5-androsten-17-one + NAD+
androstendione + NADH + H+
3beta-hydroxyandrostan-17-one + NAD+
androstan-3,17-dione + NADH
-
-
-
-
?
4,4'-dimethylbenzil + NADPH
? + NADP+
-
-
-
-
r
4-androsten-17beta-ol-3-one + NADH + H+
4-androsten-3beta,17beta-diol + NAD+
-
-
-
r
4-androsten-3beta,17beta-diol + NAD+
4-androsten-17beta-ol-3-one + NADH
-
-
-
-
?
4-benzoylpyridine + NADPH
? + NADP+
-
-
-
-
r
4-benzylpyridine + NADPH
?
-
-
-
-
?
4-carboxybenzaldehyde + NADP+ + H2O
4-carboxybenzoic acid + NADPH + H+
-
-
-
-
?
4-hexanoylpyridine + NADPH
? + NADP+
-
-
-
-
r
4-nitroacetophenone + NADPH
1-(4-nitrophenyl)ethanol + NADP+
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzyl alcohol + NADP+
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
? + NADP+
-
-
-
-
r
5,16-androstadien-3beta-ol + NAD+
5,16-androstadien-3-one + NADH
-
-
-
-
?
5-androsten-3beta-ol-17-one + NAD+
5-androsten-3,17-dione + NADH
-
-
-
r
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
5alpha-androstan-3beta-ol-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
5alpha-androstane-3,17-dione + NADPH
3beta-hydroxy-5alpha-androstane-17-one + NADP+
-
-
-
-
?
5alpha-androstane-3,17-dione + NADPH
5alpha-androstane-3beta-ol-17-one + NADP+
-
-
-
-
r
5alpha-androstane-3beta,17beta-diol + NADP+
5alpha-androstane-17beta-ol-3-one + NADPH
-
-
-
-
r
5alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH
-
-
-
-
r
5alpha-dihydrotestosterone + NADPH
5alpha-androstane-3beta,17beta-diol + NADP+
-
-
-
-
?
5alpha-dihydrotestosterone + NADPH
? + NADP+
-
-
-
-
r
5alpha-pregnan-3beta-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH
-
-
-
-
?
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
5alpha-pregnane-3,20-dione + NADH
5alpha-pregnane-3beta-ol-20-one + NAD+
-
-
-
r
5alpha-pregnane-3beta-ol-20-one + NAD+
5alpha-pregnane-3,20-dione + NADH
-
-
-
r
5alpha-pregnane-3beta-ol-20-one + NADP+
5alpha-pregnane-3,20-dione + NADPH
-
-
-
-
r
5beta-androstan-17beta-ol-3-one + NADPH
5beta-androstane-3beta,17beta-diol + NADP+
-
-
-
-
r
5beta-androstan-3beta-ol-17-one + NADP+
5beta-androstane-3,17-dione + NADPH
-
-
-
-
r
5beta-androstane-3,17-dione + NADPH
3beta-hydroxy-5beta-androstane-17-one + NADP+
-
-
-
-
?
5beta-androstane-3,17-dione + NADPH
5beta-androstan-3beta-ol-17-one + NADP+
-
-
-
-
r
5beta-androstane-3beta,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH
-
-
-
-
r
5beta-pregnan-20alpha-ol-3-one + NADPH + H+
5beta-pregnan-3beta,20alpha-diol + NADP+
-
-
-
-
r
5beta-pregnan-3beta-ol-20-one + NADP+
5beta-pregnan-3,20-dione + NADPH
-
-
-
-
r
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
5beta-pregnane-3,20-dione + NADH + H+
5beta-pregnane-3beta-ol-20-one + 5beta-pregnane-3alpha-ol-20-one + NAD+
-
-
-
r
5beta-pregnane-3,20-dione + NADPH + H+
5beta-pregnan-3beta-ol-20-one + NADP+
-
-
-
-
r
5beta-pregnane-3beta,20alpha-diol + NADP+
5beta-pregnane-20alpha-ol-3-one + NADPH + H+
-
-
-
-
r
5beta-pregnane-3beta-ol-20-one + NAD+
5beta-pregnane-3,20-dione + NADH + H+
-
-
-
r
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione + NADPH
? + NADP+
-
major product has S-configuration
-
-
r
7alpha,25-dihydroxycholesterol + NAD+
7alpha,25-dihydroxy-4-cholesten-3-one + NADH
-
-
-
-
?
7alpha,27-dihydroxycholesterol + NAD+
7alpha,27-dihydroxy-4-cholesten-3-one + NADH
-
-
-
-
?
7alpha-hydroxycholesterol + NAD+
7alpha-hydroxy-4-cholesten-3-one + NADH
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
?
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
? + NADP+
all-trans-retinal + NADPH
? + NADP+
-
-
-
-
r
all-trans-retinol + NADP+
? + NADPH
-
-
-
-
r
allopregnanolone + NAD+
?
-
-
-
-
r
androst-5-en-3,17-dione + NADH
dehydroepiandrosterone + NAD+
-
-
-
r
androst-5-ene-3beta-ol-17-one + NAD+
androst-5-ene-3,17-dione + NADH
androstanediol + NAD+
dihydrotestosterone + NADH + H+
-
-
-
-
r
androstendiol + NAD+
testosterone + NADH + H+
androstenediol + NAD+
testosterone + NADH + H+
-
-
-
-
r
androstenedione + NADPH + H+
3beta-hydroxy-5-androsten-17-one + NADP+
-
-
-
-
?
androstenone + NAD+
5alpha-androst-16-en-3beta-ol + NADH + H+
-
-
-
-
?
androstenone + NADH
beta-androstenol + NAD+
-
-
-
?
benzil + NADPH
(R)-benzoin + NADP+
-
enantiomeric purity of 97% enantiomeric excess
-
-
r
camphorquinone + NADPH + H+
camphorquinol + NADP+
-
-
-
-
?
caprinaldehyde + NADPH
?
-
-
-
-
?
cholesterol + NAD+
cholest-5-en-3-one + NADH
-
-
-
-
?
cyclohexanone + NADPH
cyclohexanol + NADP+
-
-
-
-
?
D-galactose + NADPH
?
-
-
-
-
?
D-glucose + NADPH
?
-
-
-
-
?
D-glucuronic acid + NADPH
?
-
-
-
-
?
D-glyceraldehyde + NADPH
?
-
-
-
-
?
D-xylose + NADPH
?
-
-
-
-
?
dehydroepiandrosterone + NAD+
5-androstene-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
dehydroepiandrosterone + NAD+
androstenedione + NADH + H+
dehydroepiandrosterone + NADH + H+
androsterone + NAD+
-
-
-
-
?
dehydroepiandrosterone + NADPH
3beta-hydroxy-5-androsten-17-one + NADP+
-
-
-
-
?
dehydrolithocholic acid + NADPH
isolithocholic acid + NADP+
-
-
-
-
r
dehydrotomatidine + NADH + H+
tomatid-4-en-3-one + NAD+
-
-
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
DELTA5-androstenediol + NAD+
testosterone + NADH + H+
-
-
-
-
?
diacetyl + NADPH
? + NADP+
-
-
-
-
r
dimethyl-2-oxo-glutarate + NADPH
? + NADP+
-
-
-
-
r
epiandrosterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
-
-
-
-
r
hexanophenone + NADPH
? + NADP+
-
-
-
-
r
hydritantin + NADPH
?
-
-
-
-
?
isatin + NADPH
? + NADP+
-
-
-
-
r
isolithocholic acid + NADP+
dehydrolithocholic acid + NADPH
-
-
-
-
r
menadione + NADPH
? + NADP+
-
-
-
-
r
menadione + NADPH
menadiol + NADP+
-
-
-
-
?
methylglyoxal + NADPH
?
-
-
-
-
?
n-butyrophenone + NADPH
(S)-1-phenyl1-butanol + NADP+
-
major product
-
-
r
phenylglyoxal + NADPH
?
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
pregnenolone + NAD+
isoprogesterone + NADH + H+
pregnenolone + NAD+
isoprogesterone + progesterone + NADH + H+
-
about 90% odf product is isoprogesterone
-
r
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
pregnenolone + NAD+
progesterone + NADH + H+
progesterone + NADPH
3beta-hydroxy-4-pregnen-20-one + NADP+
-
-
-
-
?
prostaglandin E1 + NADPH
?
-
-
-
-
?
prostaglandin E2 + NADPH
?
-
-
-
-
?
pyridine-4-aldehyde + NADPH
? + NADP+
-
-
-
-
r
sitosterol + NAD+
3-oxo-24-ethyl-cholest-5-ene + NADH + H+
testosterone + NADPH + H+
3beta,17beta-dihydroxy-4-androsten + NADP+
-
-
-
-
?
testosterone + NADPH + H+
? + NADP+
-
-
-
-
r
tomatid-3-one + NAD+
tomatidine + NADH + H+
-
-
-
-
?
valerophenone + NADPH
? + NADP+
-
-
-
-
r
additional information
?
-
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
-
-
-
?
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
-
-
-
-
?
3beta-hydroxy-5-androsten-17-one + NAD+
androstendione + NADH + H+
-
-
-
-
?
3beta-hydroxy-5-androsten-17-one + NAD+
androstendione + NADH + H+
-
-
-
-
?
3beta-hydroxy-5-androsten-17-one + NAD+
androstendione + NADH + H+
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
-
trivial name pregnenolone
-
-
?
5alpha-androstan-3beta-ol-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
-
-
-
-
?
5alpha-androstan-3beta-ol-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
-
-
-
-
r
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
r
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
r
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
?
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
r
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
r
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
? + NADP+
-
-
-
-
r
9,10-phenanthrenequinone + NADPH
? + NADP+
-
-
-
-
?
androst-5-ene-3beta-ol-17-one + NAD+
androst-5-ene-3,17-dione + NADH
-
-
-
-
ir
androst-5-ene-3beta-ol-17-one + NAD+
androst-5-ene-3,17-dione + NADH
-
-
-
-
ir
androstendiol + NAD+
testosterone + NADH + H+
-
-
-
-
?
androstendiol + NAD+
testosterone + NADH + H+
-
-
-
-
?
androstendiol + NAD+
testosterone + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
?
-
-
-
-
?
dehydroepiandrosterone + NAD+
?
-
-
-
r
dehydroepiandrosterone + NAD+
?
-
-
-
?
dehydroepiandrosterone + NAD+
?
isozyme type 1
-
-
?
dehydroepiandrosterone + NAD+
?
-
-
-
-
r
dehydroepiandrosterone + NAD+
?
-
-
-
-
r
dehydroepiandrosterone + NAD+
?
-
-
-
-
r
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
r
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androstenedione + NADH + H+
when the coenzyme is NADP+ the yield decreases significantly
-
-
?
dehydroepiandrosterone + NAD+
androstenedione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androstenedione + NADH + H+
-
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, molecular mechanisms of enzyme regulation involving the Nur77 family of immediate-early orphan nuclear receptors, e.g. Nur77 targets the promoter of gene HSD3B2 in testicular Leygig cells, overview
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
-
the enzyme performs the 3beta-hydroxysteroid dehydrogenase and DELTA5-DELTA4 isomerase reactions
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme performs the 3beta-hydroxysteroid dehydrogenase and DELTA5-DELTA4 isomerase reactions
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme performs the 3beta-hydroxysteroid dehydrogenase and DELTA5-DELTA4 isomerase reactions
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD+
isoprogesterone + NADH + H+
-
-
-
?
pregnenolone + NAD+
isoprogesterone + NADH + H+
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
NAD+ is more suitable coenzyme than NADP+
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
isozyme type 2
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
sitosterol + NAD+
3-oxo-24-ethyl-cholest-5-ene + NADH + H+
-
the enzyme is involved in the catabolic pathway for the degradation of sitosterol to androstenedione
-
-
?
sitosterol + NAD+
3-oxo-24-ethyl-cholest-5-ene + NADH + H+
-
the enzyme is involved in the catabolic pathway for the degradation of sitosterol to androstenedione
-
-
?
additional information
?
-
-
no reaction with OH in 3alpha, 17beta, 11beta, 21 position
-
-
?
additional information
?
-
-
the enzyme is regulated on expression not on catalytic activity level
-
-
?
additional information
?
-
-
trifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, and of the 17beta-hydroxysteroid dehydrogenase type II, EC 1.1.1.51
-
-
?
additional information
?
-
no substrate: cholesterol
-
-
?
additional information
?
-
enzyme catalyzes at least two reactions in the cardenolide pathway, i.e. dehydrogenation of pregnenolone to isoprogesterone and the reduction of 5beta-pregnane-3,20-dione to 5beta-pregnan-3beta-ol-20-one. Recombinant enzyme displays 3alpha-, 3beta- and 17beta-dehydrogenase as well as 3/17-keto reductase activities
-
-
?
additional information
?
-
enzyme catalyzes at least two reactions in the cardenolide pathway, i.e. dehydrogenation of pregnenolone to isoprogesterone and the reduction of 5beta-pregnane-3,20-dione to 5beta-pregnan-3beta-ol-20-one. Recombinant enzyme displays 3alpha-, 3beta- and 17beta-dehydrogenase as well as 3/17-keto reductase activities
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones catalyzing the first step of the multienzyme pathway conversion of circulating dehydroepiandrosterone and pregnenolone to active steroid hormones
-
-
?
additional information
?
-
-
the enzyme is essential for biosynthesis of all classes of steroid hormones catalyzing the first step of the multienzyme pathway conversion of circulating dehydroepiandrosterone and pregnenolone to active steroid hormones
-
-
?
additional information
?
-
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
-
the enzyme is involved in steroid production and/or metabolism
-
-
?
additional information
?
-
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
additional information
?
-
-
enzyme exhibits high stereo-selectivity yielding 3-beta-hydroxysteroids from 3-ketosteroids
-
-
?
additional information
?
-
using fluorescence resonance energy transfer, it is shown that 3betaHSD2 interacts strongly with a mixture of dipalmitoylphosphatidylglycerol and dipalmitoylphosphatidylcholine
-
-
?
additional information
?
-
enzyme diplays lipid-mediated unfolding. As isoform 3betaHSD2 lacks a receptor, opening the conformation may activate the protein by forming a cavity forms between the alpha-helix and beta-sheet
-
-
?
additional information
?
-
metabolic conversion assays indicate peak 3betaHSD2 activity at pH 4.5 with 2fold more progesterone synthesized at pH 4.5 than at pH 3.5 and 7.4. Increasing the 3betaSD2 concentration from 1 to 40 microg results in a 7fold increase in progesterone at pH 4.5, but no change at pH 7.4
-
-
?
additional information
?
-
-
no reaction with OH in 17alpha, 17beta, 20alpha, 20beta position
-
-
?
additional information
?
-
-
enzyme regulation by steroids, overview
-
-
?
additional information
?
-
-
specific for 3beta-OH group in steroids with trans configuration of A/B rings and DELTA5-double bond
-
-
?
additional information
?
-
relationship between the expression of hepatic but not testicular enzyme with androstenone deposition in pig adipose tissue, overview
-
-
?
additional information
?
-
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
androstenone + NAD+
5alpha-androst-16-en-3beta-ol + NADH + H+
-
-
-
-
?
androstenone + NADH
beta-androstenol + NAD+
-
-
-
?
dehydroepiandrosterone + NAD+
?
isozyme type 1
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
dehydroepiandrosterone + NADH + H+
androsterone + NAD+
-
-
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
DELTA5-androstenediol + NAD+
testosterone + NADH + H+
-
-
-
-
?
epiandrosterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
-
-
-
-
r
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
pregnenolone + NAD+
progesterone + NADH + H+
additional information
?
-
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
-
-
-
?
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
-
trivial name pregnenolone
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
-
-
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, molecular mechanisms of enzyme regulation involving the Nur77 family of immediate-early orphan nuclear receptors, e.g. Nur77 targets the promoter of gene HSD3B2 in testicular Leygig cells, overview
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH + H+
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
isozyme type 2
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
-
-
-
-
?
additional information
?
-
-
the enzyme is regulated on expression not on catalytic activity level
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones catalyzing the first step of the multienzyme pathway conversion of circulating dehydroepiandrosterone and pregnenolone to active steroid hormones
-
-
?
additional information
?
-
-
the enzyme is essential for biosynthesis of all classes of steroid hormones catalyzing the first step of the multienzyme pathway conversion of circulating dehydroepiandrosterone and pregnenolone to active steroid hormones
-
-
?
additional information
?
-
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
the enzyme is essential for biosynthesis of all classes of steroid hormones, pathway overview
-
-
?
additional information
?
-
-
the enzyme is involved in steroid production and/or metabolism
-
-
?
additional information
?
-
using fluorescence resonance energy transfer, it is shown that 3betaHSD2 interacts strongly with a mixture of dipalmitoylphosphatidylglycerol and dipalmitoylphosphatidylcholine
-
-
?
additional information
?
-
-
enzyme regulation by steroids, overview
-
-
?
additional information
?
-
relationship between the expression of hepatic but not testicular enzyme with androstenone deposition in pig adipose tissue, overview
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(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
-
+/-gossypol
potent, competitive
-
16-cyano-17-keto-trilostane
i.e 2,16-dicyano-4,5-epoxy-androstane-3,17-dione. Competitive, selective inhibitor of wild-type enzyme and chimeric S194G-1 mutant of the enzyme (3beta-HSD1). Noncompetitive inhibitor of chimeric R195P-1 mutant of the enzyme. Selective inhibition of 3beta-HSD1 may prevent spontaneous premature birth; i.e 2,16-dicyano-4,5-epoxy-androstane-3,17-dione. noncompetitive inhibitor; selective inhibitor
-
17alpha-hydroxypregnenolone
-
competitive inhibition
17beta-acetoxy-trilostane
-
-
2,16-dicyano-4,5-epoxy-androstane-3,17-dione
competitively inhibits 3beta-HSD1
-
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
bis (2-butoxyethyl) phthalate
moderate inhibitor, competitive
-
bisphenol A
potent, competitive
Cetylpyridinium chloride
-
-
corticosterone
-
0.08 mM, 50% inhibition
cyanoketone
-
0.0000076 mM, 50% inhibition; competitive
dehydroepiandrosterone
-
0.01 mM reduced conversion of pregnenolone to 50%
di-heptyl phthalate
potent inhibitor, competitive
-
di-n-butyl phthalate
potent inhibitor, competitive
di-n-octyl phthalate
weak inhibitor
dicyclohexyl phthalate
moderate inhibitor, competitive
diethylhexyl phthalate
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
diethylstilbestrol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
estradiol
-
0.0005 mM, 40% inhibition, 0.001 mM, 62% inhibition
etomidate
very potent, competitive
Fe2+
-
1 mM: weak, 100 mM: strong
flavanones
-
diverse derivatives, inhibitory potential determination, overview
flavones
-
diverse derivatives, inhibitory potential determination, overview
HPTE
potent inhibitor, competitive
-
isoflavones
-
diverse derivatives, inhibitory potential determination, overview
lauric acid
-
0.05 mM, less than 10% inhibition
medroxyprogesterone
potent
monooctyltin
-
0.081 mM, 50% inhibition; inhibition mechanism, overview
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
octylphenol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
oestradiol
-
0.00024 mM, 50% inhibition
organotin
can inhibit placental HSD3B1 activity, thus blocking the formation of progesterone and disrupting pregnancy
-
pregnenolone
-
competitive inhibition
resveratrol
potent, competitive
Triphenyltin
potent, competitive
(+)-gossypol
-
potent inhibitor
(+)-gossypol
potent inhibitor, competitive
(+)-gossypol
-
potent inhibitor
(-)-gossypol
-
potent inhibitor
(-)-gossypol
weak inhibitor, competitive
(-)-gossypol
-
potent inhibitor
6-hydroxyflavone
-
0.00056 mM, 50% inhibition; competitive
6-hydroxyflavone
very potent, competitive
apigenin
-
-
apigenin
-
0.13 mM, 50% inhibition
Biochanin A
-
-
Biochanin A
-
0.00094 mM, 50% inhibition
Cd2+
-
1 mM: strong
Co2+
-
1 mM: weak, 100 mM: strong
Cu2+
-
1 mM: strong
daidzein
-
-
daidzein
-
0.0033 mM, 50% inhibition
epostane
-
-
epostane
inhibits the 3beta-HSD activity of the wild-type 1 isozyme with 1417fold greater affinity compared to the wild-type 2 isozyme and mutant H156Y; inhibits the 3beta-HSD activity of the wild-type 1 isozyme with 1417fold greater affinity compared to the wild-type 2 isozyme and mutant H156Y
epostane
-
competitive inhibition
epostane
inhibits the dehydroepiandrosterone-induced proliferation of MCF-7 cells expressing isoform 3beta-HSD1 with 12- to 16fold lower IC50 values compared to the MCF-7 cells expressing isoform 3beta-HSD2. Epostane also competitively inhibits purified human 3beta-HSD1 with 12fold to 16fold lower Ki values compared to the noncompetitive Ki values measured for human 3beta-HSD2; inhibits the dehydroepiandrosterone-induced proliferation of MCF-7 cells expressing isoform 3beta-HSD1 with 12- to 16fold lower IC50 values compared to the MCF-7 cells expressing isoform 3beta-HSD. Epostane also competitively inhibits purified human 3beta-HSD1 with 12fold to 16fold lower Ki values compared to the noncompetitive Ki values measured for human 3beta-HSD2
ethynylestradiol
-
-
formononetin
-
-
formononetin
-
0.0032 mM, 50% inhibition
genistein
-
-
genistein
-
0.00026 mM, 50% inhibition; competitive
genistein
very potent, competitive
ketoconazole
very potent
ketoconazole
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
methoxychlor
moderate, noncompetitive
methoxychlor
insecticide, potent inhibitor, competitive
myricetin
-
0.011 mM, 50% inhibition
Ni2+
-
1 mM: weak, 100 mM: strong
Norethisterone
-
-
Norethisterone acetate
-
-
Norethisterone acetate
-
-
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
progesterone
-
-
progesterone
-
0.026 mM, 50% inhibition
progesterone
-
0.025 mM, 44% inhibition, 0.05 mM, 67% inhibition
quercetin
-
0.084 mM, 50% inhibition
testosterone
-
0.0086 mM, 50% inhibition
tributyltin
potent, competitive
tributyltin
moderate inhibitor, competitive
tributyltin
-
0.012 mM, almost complete loss of activity; complete inhibition at 0.012 mM, the inhibition mechanism is not entirely competitive, overview
trilostane
-
i.e. 4alpha,5-epoxy-3,17beta-dihydroxy-5alpha-androst-2-en-2-carbonitrile
trilostane
-
i.e. 2alpha-cyano-4alpha,5alpha-epoxy-17beta-ol-androstane-3-one
trilostane
-
i.e. 2alpha-cyano-4alpha,5alpha-epoxy-17beta-ol-androstane-3-one, competitive inhibition
trilostane
-
human adrenal H295R cells treated with the HSD3B2 inhibitor, trilostane, demonstrate a markedly decreased androstenedione production
trilostane
inhibits the dehydroepiandrosterone-induced proliferation of MCF-7 cells expressing isoform 3beta-HSD1 with 12- to 16fold lower IC50 values compared to the MCF-7 cells expressing isoform 3beta-HSD2. Trilostane also competitively inhibits purified human 3beta-HSD1 with 12fold to 16fold lower Ki values compared to the noncompetitive Ki values measured for human 3beta-HSD2; inhibits the dehydroepiandrosterone-induced proliferation of MCF-7 cells expressing isoform 3beta-HSD1 with 12- to 16fold lower IC50 values compared to the MCF-7 cells expressing isoform 3beta-HSD2. Trilostane also competitively inhibits purified human 3beta-HSD1 with 12fold to 16fold lower Ki values compared to the noncompetitive Ki values measured for human 3beta-HSD2. Trilostane is docked in the active site of isoform 3beta-HSD1, and residue Arg195 in 3beta-HSD1 is a potentially critical residue
trilostane
noncompetitive inhibitor; noncompetitive inhibitor of chimeric S194G-1 mutant and chimeric R195P-1 mutant of the enzyme (3beta-HSD1). Competitive inhibition of wild-type enzyme
trilostane
-
0.004 mM, 50% inhibition
trilostane
-
0.005 mM, 56% inhibition, 0.025 mM, 90% inhibition; potent inhibition
trilostane
-
treatment does not affect transcription or translation in liver or adrenal
trilostane
specific enzyme inhibitor
trilostane
-
specific inhibitor
additional information
-
structure-inhibition relationship
-
additional information
-
no inhibition by quercetin, apigenin, genistein, daidzein, enterodiol, and enterolactone
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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0.24
(S)-1-indanol
-
pH 7.4, 25°C
0.093
(S)-1-tetralol
-
pH 7.4, 25°C
0.0084
(S)-phenyl-1-butanol
-
pH 7.4, 25°C
0.089
1,4-Naphthoquinone
-
pH 7.4, 25°C
0.0052
1-phenylisatin
-
pH 7.4, 25°C
0.0038
11beta,17alpha,21-trihydroxy-4-pregnene-3,20-dione
-
-
0.0827
11beta,17alpha,21-trihydroxy-5alpha-pregnane-3,20-dione
-
-
0.0461
11beta,17alpha,21-trihydroxy-5beta-pregnane-3,20-dione
-
-
0.0621
13,14-dihydro-15-keto-prostaglandin F2
-
-
0.13
13,14-dihydro-15-keto-prostaglandin F2alpha
-
-
0.004 - 0.0196
16alpha-hydroxy-dehydroepiandrosterone
0.0014 - 0.0184
16beta-hydroxy-dehydroepiandrosterone
0.206
17-hydroxyprogesterone
-
-
0.0035 - 0.018
17alpha-hydroxypregnenolone
0.684
17beta-hydroxy-5alpha-androstane-3-one
-
-
0.231
17beta-hydroxy-5beta-androstane-3-one
-
-
0.2
2,3-heptanedione
-
pH 7.4, 25°C
0.55
2,3-Hexanedione
-
pH 7.4, 25°C
10
2,3-Pentanedione
-
pH 7.4, 25°C
0.0053
3beta,17alpha-dihydroxy-5-pregen-20-one
-
-
0.0015
4,4'-dimethylbenzil
-
pH 7.4, 25°C
1
4-benzoylpyridine
-
pH 7.4, 25°C
2.097
4-benzylpyridine
-
-
0.319
4-carboxybenzaldehyde
-
-
0.16
4-hexanoylpyridine
-
pH 7.4, 25°C
0.137
4-Nitroacetophenone
-
-
1.966 - 13
4-nitrobenzaldehyde
0.642
5-androsten-3beta-ol-17-one
pH 7.8, 30°C
0.0144 - 0.0147
5-androstene-3,17-dione
0.0167 - 0.0179
5alpha-Androstan-3beta-ol-17-one
0.028 - 1.043
5alpha-androstane-3,17-dione
0.016
5alpha-dihydrotestosterone
-
pH 7.4, 25°C
0.196 - 0.217
5alpha-pregnane-3,20-dione
0.116 - 0.12
5alpha-pregnane-3beta-ol-20-one
0.0049
5beta-androstan-17beta-ol-3-one
-
pH 7.4, 25°C
0.0079
5beta-androstan-3beta-ol-17-one
-
pH 7.4, 25°C
0.01 - 0.123
5beta-androstane-3,17-dione
0.0041
5beta-androstane-3beta,17beta-diol
-
pH 7.4, 25°C
0.0097
5beta-pregnan-20alpha-ol-3-one
-
pH 7.4, 25°C
0.008
5beta-Pregnan-3beta-ol-20-one
-
pH 7.4, 25°C
0.0029 - 1.725
5beta-pregnane-3,20-dione
0.008
5beta-pregnane-3beta,20alpha-diol
-
pH 7.4, 25°C
0.11 - 0.314
5beta-pregnane-3beta-ol-20-one
0.12
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione
-
pH 7.4, 25°C
0.003
7alpha,27-dihydroxycholesterol
-
-
0.0032
7alpha-hydroxycholesterol
-
-
0.0036 - 2.408
9,10-phenanthrenequinone
0.024
all-trans-retinal
-
pH 7.4, 25°C
0.001
allopregnanolone
-
-
0.13
androst-5-ene-3beta-ol-17-one
-
NAD+ as cofactor
0.00016 - 0.00046
androstanediol
0.0703
androstenedione
-
-
0.005
benzil
-
pH 7.4, 25°C
0.465
D-glucuronic acid
-
-
1.07
D-glyceraldehyde
-
-
0.00009 - 0.2419
dehydroepiandrosterone
0.035
Dehydrolithocholic acid
-
pH 7.4, 25°C
0.02402
dehydrotomatidine
-
pH 7.2, 30°C
-
54
diacetyl
-
pH 7.4, 25°C
1.4
dimethyl-2-oxo-glutarate
-
pH 7.4, 25°C
0.036
hexanophenone
-
pH 7.4, 25°C
0.32
isatin
-
pH 7.4, 25°C
0.048
n-butyrophenone
-
pH 7.4, 25°C
0.0003
NADPH
-
pH 7.4, 25°C
0.00004 - 0.2313
pregnenolone
0.373
prostaglandin E1
-
-
0.0152
prostaglandin E2
-
-
21
Pyridine-4-aldehyde
-
pH 7.4, 25°C
0.0055 - 0.0068
stanolone
0.054
valerophenone
-
pH 7.4, 25°C
additional information
additional information
-
0.004
16alpha-hydroxy-dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.0064
16alpha-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.0148
16alpha-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.0196
16alpha-hydroxy-dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.0014
16beta-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.0015
16beta-hydroxy-dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.015
16beta-hydroxy-dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.0184
16beta-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.0035
17alpha-hydroxypregnenolone
27°C, pH 7.4
0.018
17alpha-hydroxypregnenolone
27°C, pH 7.4
1.966
4-nitrobenzaldehyde
-
-
13
4-nitrobenzaldehyde
-
pH 7.4, 25°C
0.0144
5-androstene-3,17-dione
-
placental microsomes
0.0147
5-androstene-3,17-dione
-
Sf9 cell homogenate
0.0167
5alpha-Androstan-3beta-ol-17-one
-
placental microsomes
0.0179
5alpha-Androstan-3beta-ol-17-one
-
Sf9 cell homogenate
0.028
5alpha-androstane-3,17-dione
-
pH 7.4, 25°C
1.043
5alpha-androstane-3,17-dione
-
-
0.196
5alpha-pregnane-3,20-dione
pH 7.8, 30°C
0.217
5alpha-pregnane-3,20-dione
-
-
0.116
5alpha-pregnane-3beta-ol-20-one
pH 7.8, 30°C
0.12
5alpha-pregnane-3beta-ol-20-one
-
NAD+ as cofactor
0.01
5beta-androstane-3,17-dione
-
pH 7.4, 25°C
0.123
5beta-androstane-3,17-dione
-
-
0.0029
5beta-pregnane-3,20-dione
-
pH 7.4, 25°C
0.246
5beta-pregnane-3,20-dione
-
-
1.725
5beta-pregnane-3,20-dione
pH 7.8, 30°C
0.11
5beta-pregnane-3beta-ol-20-one
-
NAD+ as cofactor
0.314
5beta-pregnane-3beta-ol-20-one
pH 7.8, 30°C
0.0036
9,10-phenanthrenequinone
-
pH 7.4, 25°C
2.408
9,10-phenanthrenequinone
-
-
0.00016
androstanediol
-
3betaHSD I
0.00046
androstanediol
-
3betaHSD III
0.00009
dehydroepiandrosterone
-
-
0.00012
dehydroepiandrosterone
-
3betaHSD VI
0.00014
dehydroepiandrosterone
-
3betaHSD I
0.00017
dehydroepiandrosterone
-
-
0.00042
dehydroepiandrosterone
-
pH 7.5, 37°C
0.00049
dehydroepiandrosterone
-
3betaHSD III
0.00059
dehydroepiandrosterone
-
37°C, pH 8.4
0.0007
dehydroepiandrosterone
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.001
dehydroepiandrosterone
-
-
0.0016
dehydroepiandrosterone
-
microsomes
0.00164
dehydroepiandrosterone
mutant Q105M, pH 7.4, 27°C
0.0017
dehydroepiandrosterone
-
-
0.0018
dehydroepiandrosterone
-
37°C, pH 7.4
0.0024
dehydroepiandrosterone
-
type I
0.0028
dehydroepiandrosterone
-
mutant C72S, pH 7.4
0.0029
dehydroepiandrosterone
-
type II
0.0037
dehydroepiandrosterone
-
pH 7.4
0.0037
dehydroepiandrosterone
-
wild type enzyme
0.0037
dehydroepiandrosterone
27°C, pH 7.4
0.0037
dehydroepiandrosterone
-
27°C, pH 7.4
0.0037
dehydroepiandrosterone
-
wild-type, pH 7.4
0.0037
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.0037
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.0037
dehydroepiandrosterone
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0037
dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.0037
dehydroepiandrosterone
wild-type, pH 7.4, 27°C
0.0037
dehydroepiandrosterone
pH 7.4, 27°C, wild-type enzyme
0.0044
dehydroepiandrosterone
-
mutant C72S, presence of 2-mercatoethanol pH 7.4
0.0045
dehydroepiandrosterone
-
mitochondria
0.0045
dehydroepiandrosterone
-
modified enzyme
0.005
dehydroepiandrosterone
-
-
0.0061
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.0075
dehydroepiandrosterone
-
mutant C83A, presence of 2-mercatoethanol pH 7.4
0.0077
dehydroepiandrosterone
mutant P195R, pH 7.4, 27°C
0.0077
dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.0082
dehydroepiandrosterone
mutant E192A, pH 7.4, 27°C
0.01
dehydroepiandrosterone
-
-
0.0107
dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.0107
dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.0107
dehydroepiandrosterone
pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)
0.011
dehydroepiandrosterone
-
27°C, pH 7.4, S123A mutant 3betaHSD1
0.0115
dehydroepiandrosterone
-
mutant C72F, presence of 2-mercatoethanol pH 7.4
0.0124
dehydroepiandrosterone
pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)
0.0127
dehydroepiandrosterone
-
mutant C72F, pH 7.4
0.0156
dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.0156
dehydroepiandrosterone
wild-type, pH 7.4, 27°C
0.0156
dehydroepiandrosterone
pH 7.4, 27°C, wild-type enzyme
0.0168
dehydroepiandrosterone
-
mutant C111S, presence of 2-mercatoethanol pH 7.4
0.0171
dehydroepiandrosterone
-
mutant C83A, pH 7.4
0.0181
dehydroepiandrosterone
-
mutant C111S, pH 7.4
0.0237
dehydroepiandrosterone
-
mutant C111A, presence of 2-mercatoethanol pH 7.4
0.025
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.0268
dehydroepiandrosterone
-
mutant C111A, pH 7.4
0.0327
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.0351
dehydroepiandrosterone
mutant E192A, pH 7.4, 27°C
0.04
dehydroepiandrosterone
mutant Q105M, pH 7.4, 27°C
0.0405
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.042
dehydroepiandrosterone
-
27°C, pH 7.4, H156Y mutant
0.042
dehydroepiandrosterone
27°C, pH 7.4, H156Y mutant 3beta-HSD1
0.042
dehydroepiandrosterone
-
pH 7.4, H156Y mutant
0.0424
dehydroepiandrosterone
pH 7.4, 27°C, recombinant mutant H156Y
0.0424
dehydroepiandrosterone
mutant H156Y, pH 7.4, 27°C
0.047
dehydroepiandrosterone
-
27°C, pH 7.4
0.047
dehydroepiandrosterone
27°C, pH 7.4
0.047
dehydroepiandrosterone
-
27°C, pH 7.4
0.047
dehydroepiandrosterone
pH and temperature not specified in the publication
0.0473
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.0473
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.0643
dehydroepiandrosterone
mutant D61N, pH 7.4, 27°C
0.114
dehydroepiandrosterone
-
-
0.221
dehydroepiandrosterone
-
pH 8.5, 37°C
0.2419
dehydroepiandrosterone
pH 7.8, 30°C
0.18
menadione
-
pH 7.4, 25°C
0.0000047
NAD+
-
37°C, pH 7.25
0.0034
NAD+
-
wild type enzyme
0.0035
NAD+
-
modified enzyme
0.012
NAD+
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.0153
NAD+
-
mutant C72S, pH 7.4
0.0166
NAD+
-
mutant C111S, presence of 2-mercatoethanol pH 7.4
0.019
NAD+
-
mutant C111S, pH 7.4
0.0194
NAD+
-
mutant C72S, presence of 2-mercatoethanol pH 7.4
0.0205
NAD+
mutant R195P, pH 7.4, 27°C
0.0205
NAD+
pH 7.4, 27°C, wild-type enzyme
0.0227
NAD+
-
mutant C111A, presence of 2-mercatoethanol pH 7.4
0.0244
NAD+
pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)
0.025
NAD+
-
27°C, pH 7.4, H156Y mutant
0.025
NAD+
27°C, pH 7.4, H156Y mutant 3beta-HSD1
0.0255
NAD+
-
mutant C111A, pH 7.4
0.0256
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.0299
NAD+
-
mutant C83A, presence of 2-mercatoethanol pH 7.4
0.0333
NAD+
mutant E192A, pH 7.4, 27°C
0.034
NAD+
-
27°C, pH 7.4
0.0341
NAD+
-
wild-type, pH 7.4
0.0341
NAD+
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.0341
NAD+
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0341
NAD+
wild-type 3beta-HSD1, pH 7.4, 27°C
0.0341
NAD+
pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)
0.0351
NAD+
mutant E192A, pH 7.4, 27°C
0.036
NAD+
-
27°C, pH 7.4, S123A mutant 3betaHSD1
0.0372
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.0388
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.0468
NAD+
-
mutant C72F, pH 7.4
0.0476
NAD+
-
mutant C72F, presence of 2-mercatoethanol pH 7.4
0.0564
NAD+
mutant R195R, pH 7.4, 27°C
0.0614
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.0643
NAD+
mutant D61N, pH 7.4, 27°C
0.0732
NAD+
-
mutant C83A, pH 7.4
0.086
NAD+
-
27°C, pH 7.4
0.0863
NAD+
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.0863
NAD+
wild-type 3beta-HSD2, pH 7.4, 27°C
0.0863
NAD+
pH 7.4, 27°C, wild-type enzyme
0.172
NAD+
-
cosubstrate pregnenolone, pH 8.5, 37°C
0.27
NAD+
-
cosubstrate dehydroepiandrosterone, pH 8.5, 37°C
0.0025
NADH
mutant E192A, pH 7.4, 27°C
0.0036
NADH
mutant R195P, pH 7.4, 27°C
0.0046
NADH
wild-type 3beta-HSD1, pH 7.4, 27°C
0.0055
NADH
mutant R195R, pH 7.4, 27°C
0.0065
NADH
mutant E192A, pH 7.4, 27°C
0.0072
NADH
mutant D61N, pH 7.4, 27°C
0.0126
NADH
wild-type 3beta-HSD2, pH 7.4, 27°C
0.0003
NADP+
-
pH 7.4, 25°C
0.00004
pregnenolone
-
3betaHSD VI
0.00008
pregnenolone
-
3betaHSD I
0.00047
pregnenolone
-
37°C, pH 7.25
0.001
pregnenolone
-
37°C
0.00103
pregnenolone
-
3betaHSD III
0.0011
pregnenolone
-
37°C
0.002
pregnenolone
-
mitochondria
0.0028
pregnenolone
27°C, pH 7.4
0.0032
pregnenolone
-
microsomes
0.0055
pregnenolone
-
type I
0.0088
pregnenolone
-
type II
0.02
pregnenolone
-
NAD+ as cofactor
0.023
pregnenolone
-
pH 8.5, 37°C
0.04534
pregnenolone
-
pH 7.2, 30°C
0.05
pregnenolone
27°C, pH 7.4
0.09
pregnenolone
pH 7.8, 30°C
0.2313
pregnenolone
pH 7.8, 30°C
0.0055
stanolone
-
3betaHSD I
0.0068
stanolone
-
3betaHSD III
additional information
additional information
-
-
-
additional information
additional information
-
-
-
additional information
additional information
-
kinetic analysis
-
additional information
additional information
-
kinetics recombinant wild-type isozyme and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics recombinant wild-type isozyme and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics recombinant wild-type isozyme and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
-
kinetics recombinant wild-type isozymes and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics recombinant wild-type isozymes and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics recombinant wild-type isozymes and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics, recombinant wild-type and mutant isozymes, overview, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
kinetics, recombinant wild-type and mutant isozymes, overview, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
additional information
additional information
-
kinetics, recombinant wild-type and mutant isozymes, overview, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.18
(S)-1-indanol
-
pH 7.4, 25°C
0.25
(S)-1-tetralol
-
pH 7.4, 25°C
0.075
(S)-phenyl-1-butanol
-
pH 7.4, 25°C
0.88
1,4-Naphthoquinone
-
pH 7.4, 25°C
41.7
1-phenylisatin
-
pH 7.4, 25°C
0.07 - 0.15
16alpha-hydroxy-dehydroepiandrosterone
0.04 - 0.15
16beta-hydroxy-dehydroepiandrosterone
40.2
2,3-heptanedione
-
pH 7.4, 25°C
16.3
2,3-Hexanedione
-
pH 7.4, 25°C
26.7
2,3-Pentanedione
-
pH 7.4, 25°C
3.7
4,4'-dimethylbenzil
-
pH 7.4, 25°C
2
4-benzoylpyridine
-
pH 7.4, 25°C
33.3
4-hexanoylpyridine
-
pH 7.4, 25°C
16.7
4-nitrobenzaldehyde
-
pH 7.4, 25°C
0.097
5alpha-androstane-3,17-dione
-
pH 7.4, 25°C
0.095
5alpha-dihydrotestosterone
-
pH 7.4, 25°C
0.083
5beta-androstan-17beta-ol-3-one
-
pH 7.4, 25°C
0.017
5beta-androstan-3beta-ol-17-one
-
pH 7.4, 25°C
0.077
5beta-androstane-3,17-dione
-
pH 7.4, 25°C
0.017
5beta-androstane-3beta,17beta-diol
-
pH 7.4, 25°C
0.07
5beta-pregnan-20alpha-ol-3-one
-
pH 7.4, 25°C
0.041
5beta-Pregnan-3beta-ol-20-one
-
pH 7.4, 25°C
0.063
5beta-pregnane-3,20-dione
-
pH 7.4, 25°C
0.014
5beta-pregnane-3beta,20alpha-diol
-
pH 7.4, 25°C
2
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione
-
pH 7.4, 25°C
11.8
9,10-phenanthrenequinone
-
pH 7.4, 25°C
0.05
all-trans-retinal
-
pH 7.4, 25°C
0.0233
allopregnanolone
-
-
0.0333
androstenediol
-
-
31.7
benzil
-
pH 7.4, 25°C
0.02 - 11.6
dehydroepiandrosterone
0.043
Dehydrolithocholic acid
-
pH 7.4, 25°C
2769.17
dehydrotomatidine
-
pH 7.2, 30°C
-
28.3
diacetyl
-
pH 7.4, 25°C
33.3
dimethyl-2-oxo-glutarate
-
pH 7.4, 25°C
2.7
hexanophenone
-
pH 7.4, 25°C
31.7
isatin
-
pH 7.4, 25°C
0.65
menadione
-
pH 7.4, 25°C
0.85
n-butyrophenone
-
pH 7.4, 25°C
0.04 - 1145.21
pregnenolone
4.7
Pyridine-4-aldehyde
-
pH 7.4, 25°C
2
valerophenone
-
pH 7.4, 25°C
0.07
16alpha-hydroxy-dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.09
16alpha-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.15
16alpha-hydroxy-dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.15
16alpha-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.04
16beta-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.05
16beta-hydroxy-dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.14
16beta-hydroxy-dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.15
16beta-hydroxy-dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.02
dehydroepiandrosterone
-
wild-type, pH 7.4
0.021
dehydroepiandrosterone
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.023
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.03
dehydroepiandrosterone
-
mutant C111S, presence of 2-mercatoethanol pH 7.4
0.03
dehydroepiandrosterone
mutant E192A, pH 7.4, 27°C
0.032
dehydroepiandrosterone
-
mutant C111S, pH 7.4
0.0333
dehydroepiandrosterone
-
-
0.04
dehydroepiandrosterone
mutant D61N, pH 7.4, 27°C
0.047
dehydroepiandrosterone
-
mutant C111A, presence of 2-mercatoethanol pH 7.4
0.048
dehydroepiandrosterone
-
mutant C83A, presence of 2-mercatoethanol pH 7.4
0.05
dehydroepiandrosterone
-
mutant C72S, presence of 2-mercatoethanol pH 7.4
0.05
dehydroepiandrosterone
wild-type 3beta-HSD1, pH 7.4, 27°C
0.053
dehydroepiandrosterone
-
mutant C72S, pH 7.4
0.055
dehydroepiandrosterone
-
27°C, pH 7.4
0.055
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.055
dehydroepiandrosterone
-
mutant C83A, pH 7.4
0.055
dehydroepiandrosterone
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.055
dehydroepiandrosterone
wild-type, pH 7.4, 27°C
0.055
dehydroepiandrosterone
pH 7.4, 27°C, wild-type enzyme
0.06
dehydroepiandrosterone
27°C, pH 7.4
0.06
dehydroepiandrosterone
-
mutant C111A, pH 7.4
0.06
dehydroepiandrosterone
mutant E192A, pH 7.4, 27°C
0.062
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.075
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.075
dehydroepiandrosterone
mutant Q105M, pH 7.4, 27°C
0.087
dehydroepiandrosterone
-
mutant C72F, pH 7.4
0.087
dehydroepiandrosterone
-
mutant C72F, presence of 2-mercatoethanol pH 7.4
0.09
dehydroepiandrosterone
mutant R195R, pH 7.4, 27°C
0.093
dehydroepiandrosterone
mutant P195R, pH 7.4, 27°C
0.113
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.113
dehydroepiandrosterone
mutant Q105M, pH 7.4, 27°C
0.115
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.118
dehydroepiandrosterone
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.118
dehydroepiandrosterone
mutant H156Y, pH 7.4, 27°C
0.12
dehydroepiandrosterone
27°C, pH 7.4
0.12
dehydroepiandrosterone
27°C, pH 7.4, H156Y mutant 3beta-HSD1
0.12
dehydroepiandrosterone
pH 7.4, 27°C, recombinant mutant H156Y
0.12
dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.128
dehydroepiandrosterone
pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)
0.13
dehydroepiandrosterone
mutant R195P, pH 7.4, 27°C
0.13
dehydroepiandrosterone
pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)
0.14
dehydroepiandrosterone
wild-type 3beta-HSD2, pH 7.4, 27°C
0.145
dehydroepiandrosterone
wild-type, pH 7.4, 27°C
0.145
dehydroepiandrosterone
pH 7.4, 27°C, wild-type enzyme
0.217
dehydroepiandrosterone
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.64
dehydroepiandrosterone
pH 7.8, 30°C
11.6
dehydroepiandrosterone
-
pH 8.5, 37°C
0.02
NAD+
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.02
NAD+
mutant E192A, pH 7.4, 27°C
0.022
NAD+
-
wild-type, pH 7.4
0.022
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.031
NAD+
-
mutant C111S, presence of 2-mercatoethanol pH 7.4
0.033
NAD+
-
mutant C111S, pH 7.4
0.038
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.04
NAD+
-
mutant C111A, presence of 2-mercatoethanol pH 7.4
0.04
NAD+
mutant E192A, pH 7.4, 27°C
0.04
NAD+
pH 7.4, 27°C, chimeric R195P-1 mutant of the enzyme (3beta-HSD1)
0.043
NAD+
-
mutant C72S, presence of 2-mercatoethanol pH 7.4
0.047
NAD+
-
mutant C72S, pH 7.4
0.048
NAD+
-
mutant C83A, presence of 2-mercatoethanol pH 7.4
0.05
NAD+
wild-type 3beta-HSD1, pH 7.4, 27°C
0.057
NAD+
-
mutant C83A, pH 7.4
0.058
NAD+
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD1
0.058
NAD+
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.06
NAD+
mutant D61N, pH 7.4, 27°C
0.06
NAD+
pH 7.4, 27°C, chimeric S194G-1 mutant of the enzyme (3beta-HSD1)
0.063
NAD+
-
mutant C111A, pH 7.4
0.08
NAD+
27°C, pH 7.4, H156Y mutant 3beta-HSD1
0.087
NAD+
-
mutant C72F, pH 7.4
0.087
NAD+
-
mutant C72F, presence of 2-mercatoethanol pH 7.4
0.1
NAD+
mutant R195P, pH 7.4, 27°C
0.1
NAD+
pH 7.4, 27°C, wild-type enzyme
0.11
NAD+
wild-type 3beta-HSD2, pH 7.4, 27°C
0.118
NAD+
pH 7.4, 27°C, recombinant wild-type isozyme 3beta-HSD2
0.118
NAD+
pH 7.4, 27°C, wild-type enzyme
0.12
NAD+
pH 7.4, 27°C, wild-type enzyme
0.145
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.17
NAD+
mutant R195R, pH 7.4, 27°C
0.187
NAD+
pH 7.4, 27°C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.31
NADH
mutant E192A, pH 7.4, 27°C
0.69
NADH
mutant E192A, pH 7.4, 27°C
0.75
NADH
wild-type 3beta-HSD1, pH 7.4, 27°C
0.76
NADH
mutant D61N, pH 7.4, 27°C
1.03
NADH
mutant R195P, pH 7.4, 27°C
1.49
NADH
mutant R195R, pH 7.4, 27°C
1.65
NADH
wild-type 3beta-HSD2, pH 7.4, 27°C
0.04
pregnenolone
-
-
1.48
pregnenolone
-
pH 8.5, 37°C
2.8
pregnenolone
pH 7.8, 30°C
1145.21
pregnenolone
-
pH 7.2, 30°C
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.00019 - 0.00445
(+)-gossypol
0.00023 - 0.00277
(-)-gossypol
0.043
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.0008
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.0005
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.54
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.2
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.009
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.05
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.156
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.26
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.2
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.1
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.4
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.4
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.05
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.023
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.027
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.14
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.027
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.15
(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
Mycobacterium tuberculosis
value above, pH 8.5, 30°C
0.312
(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
Mycobacterium tuberculosis
pH 8.5, 30°C
0.0066
Cetylpyridinium chloride
Homo sapiens
-
pH 7.4, 25°C
0.0002
epostane
Homo sapiens
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0059
genistein
Homo sapiens
-
pH 7.4, 25°C
0.023
phenylhexane
Homo sapiens
-
pH 7.4, 25°C
0.0027
quercetin
Homo sapiens
-
pH 7.4, 25°C
0.0049
trilostane
Homo sapiens
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.00019
(+)-gossypol
Rattus norvegicus
-
in PBS buffer, pH 7.2
0.00445
(+)-gossypol
Homo sapiens
-
in PBS buffer, pH 7.2
0.00023
(-)-gossypol
Rattus norvegicus
-
in PBS buffer, pH 7.2
0.00277
(-)-gossypol
Homo sapiens
-
in PBS buffer, pH 7.2
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C111A
-
contrary to wild-type, presence of 2-mercaptoethanol does not decrease Km value for substrate and NAD+
C111S
-
contrary to wild-type, presence of 2-mercaptoethanol does not decrease Km value for substrate and NAD+
C72F
-
contrary to wild-type, presence of 2-mercaptoethanol does not decrease Km value for substrate and NAD+
C72S
-
contrary to wild-type, presence of 2-mercaptoethanol does not decrease Km value for substrate and NAD+
D241N
-
39% of wild-type activity
D257I
complete loss of dehydrogenase and isomerase activities
D258I
complete loss of dehydrogenase and isomerase activities
D265N
-
12% of wild-type activity
D36A/K37R
-
uses NADP+ as cofactor, no activity with NAD+
D61N
D61N mutation produces a 1.3fold increase in Km for the dehydroepiandrosterone substrate, a 1.9fold increase in Km for NAD+ utilization by the 3beta-HSD activity and little change in isomerase kinetics for either substrate or cofactor
D61V
mutant shows no enzymatic activity
DELTA283-310
-
cytosolic enzyme
E126L
site-directed mutagenesis, functional characterization
E192A
the E192A mutation causes an 8.2fold increase in Km (dehydroepiandrosterone) and no change in the Km for NAD+
H232A
site-directed mutagenesis, functional characterization
L341P
-
mutation in HSD3B2 gene identified in neonate with classical 3beta-hydroxysteroid dehydrogenase type II deficiency and under-virilization. About 6% of wild-type activity, putative structural alteration in protein
M187T
-
the 3beta-HSD1 mutant shows 16fold lower affinity inhibition by trilostane compared to the wild type enzyme, and produces a 2.2fold decrease in the Km value for the NAD+ utilization by of 3beta-HSD1 and a 9.2fold decrease in the Km measured for NADH
N100A
site-directed mutagenesis, functional characterization
N100S
site-directed mutagenesis, functional characterization
N323L
site-directed mutagenesis, functional characterization
Q240R
site-directed mutagenesis of isozyme 1, the mutant shows altered kinetics compared to the wild-type isozyme
R195R
the P195R mutation shifts the low-affinity, noncompetitive inhibition profile of 3beta-HSD2 to a high affinity (Ki= 0.19 microM), competitive inhibition profile. The P195R mutant has a 12.2fold lower Km value for 16beta-hydroxy-dehydroepiandrosterone compared to wild-type 3beta-HSD2. The coenzyme values measured for P195R mutant are similar to those measured for wildtype 3beta-HSD2
R240Q
site-directed mutagenesis of isozyme 2, the mutant shows altered kinetics compared to the wild-type isozyme
R335stop
-
mutation in HSD3B2 gene identified in neonate with classical 3beta-hydroxysteroid dehydrogenase type II deficiency and under-virilization. No conversion of pregnenolone or dehydroepiandrosterone
S123A
-
24% of wild-type 3beta-HSD1 activity
S124T
-
mutant shows activity similar to the wild type enzyme
S194G
16-cyano-17-keto-trilostane and trilostane inhibits the chimeric S194G-1 mutant of the enzyme (3beta-HSD1) with a noncompetitive mode compared to competitive inhibition of the wild-type enzyme (3beta-HSD1)
S322A
site-directed mutagenesis, functional characterization
T177N
-
significantly improved stability at cold temperature, presence of NAD+ is required for complete stability at 0°C
T8A
mutant shows almost similar kinetic values as wild-type
W355stop
-
mutation in HSD3B2 gene identified in neonate with classical 3beta-hydroxysteroid dehydrogenase type II deficiency and under-virilization. No conversion of pregnenolone or dehydroepiandrosterone
C83A
-
2-5fold increase in Km values
C83A
mutation produces fully active enzyme with elevated Km values for ligands
C83S
-
no catalytic acitivity
C83S
-
similar to wild-type, presence of 2-mercaptoethanol results in 2.5fold decrease of Km values
C83S
mutation in the active site abolishes the dehydrogenase and isomerase activities of the enzyme
D35A/K36R
the D35A/K36R mutant enzyme of 3beta-HSD1 has no measurable 3beta-HSD activity with NADH as the cofactor and now uses NADPH as the cofactor and NADH specificity of the wild-type 1 isomerase is completely lost
D35A/K36R
double mutations cause conversion of the cofactor dependence from NAD+ to NADP+
H156Y
194% of wild-type activity
H156Y
-
195% of wild-type activity
H156Y
site-directed mutagenesis of isozyme 1, construction of a chimeric Y154-P-H156-S-K158 motif of isozymes 1 and 2, the mutant shows altered kinetics compared to the wild-type isozyme 1, the kinetics are similar to those of isozyme 2
H156Y
5fold decrease in catalytic efficiency
K158Q
-
no activity
K158Q
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
K158Q
complete loss of dehydrogenase activity
K273Q
no activity
K273Q
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
Q105M
site-directed mutagenesis of isozyme 1, the mutants show altered kinetics compared to the wild-type isozymes
Q105M
site-directed mutagenesis of isozyme 2, the mutants show altered kinetics compared to the wild-type isozymes
Q105M1
5fold decrease in catalytic efficiency
Q105M1
mutant retains the lower affinity profile of inhibition by epostane that is observed with wild-type 3beta-HSD2
R195P
mutation of isoform 3betaHSD1 to corresponding residue in isoform 3betaHSD2. Mutation shifts the dehydroepiandrosterone substrate kinetics to the lower affinity profile of isoform 3beta-HSD2
R195P
mutation of isoform 3betaHSD2 to corresponding residue in isoform 3betaHSD1. Mutation shifts the dehydroepiandrosterone substrate kinetics to the higher affinity profile of isoform 3beta-HSD1
R195P
R195P mutation shifts the high-affinity, competitive inhibition profile of 3beta-HSD1 to a low-affinity (Ki= 2.56 microM), noncompetitive inhibition profile. R195P mutant has a 10.4fold higher Km value for 16beta-hydroxy-dehydroepiandrosterone compared to wild-type 3beta-HSD1. Km values for 16alpha-hydroxy-dehydroepiandrosterone and dehydroepiandrosterone are also inreased compared to wild-type (kcat values are decreased compared to wild-type)
R195P
16-cyano-17-keto-trilostane inhibits the chimeric R195P-1 mutant of the enzyme (3beta-HSD1) with a noncompetitive mode compared to competitive inhibition of the wild-type enzyme (3beta-HSD1)
S124A
-
no detectable 3beta-HSD1 activity
S124A
complete loss of dehydrogenase activity
Y154F
-
no activity
Y154F
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
Y154F
complete loss of dehydrogenase activity
Y269S
no activity
Y269S
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
additional information
-
identification of 17 single nucleotide polymorphisms in isoforms Hsd3B1 and Hsd3B2. Analysis of polymorphism locations, alterations in nucleotide and amino acid sequences and frequencies of the polymorphisms. None of the polymorphisms alters cellular localization of the enzyme
additional information
-
disruption of gene Rv1106c abrogates bacterial cholesterol oxidation activity
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