1.1.1.213: 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific)

This is an abbreviated version, for detailed information about 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific), go to the full flat file.

Reaction

a 3alpha-hydroxysteroid
+
NAD(P)+
=
a 3-oxosteroid
+
NAD(P)H
+
H+

Synonyms

17beta-hydroxysteroid dehydrogenase type 5, 3-alpha hydroxysteroid oxidoreductase, 3-alpha-HSO, 3alpha-HSD, 3alpha-HSD type 3, 3alpha-HSD/CR, 3alpha-HSD3, 3alpha-HSOR, 3alpha-hydroxysteroid dehydrogenase, 3alpha-hydroxysteroid dehydrogenase (B-specific), 3alpha-hydroxysteroid dehydrogenase type 2, 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase, 3alpha-hydroxysteroid oxido-reductase, 3alpha-hydroxysteroid oxidoreductase, 3alpha-hydroxysteroid:NAD(P) oxidoreductase, 3alphaHSD, A-specific 3alpha-hydroxysteroid dehydrogenase, AKR1C17, AKR1C2, AKR1C3, AKR1C4, AKR1C9, alpha-HSD/CR, B-specific 3alpha-hydroxysteroid dehydrogenase, bile acid-binding protein, DD2, dihydrodiol dehydrogenase, HSDH, More, NAD+-dependent 3alpha-HSD, NADP(H)-dependent 3alpha-HSD, type 2 3alpha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 3 3-alpha-hydroxysteroid dehydrogenase, type 3 3alpha-HSD, type 3 3alpha-hydroxysteroid dehydrogenase, type 5 beta-hydroxysteroid dehydrogenase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.213 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific)

Substrates Products

Substrates Products on EC 1.1.1.213 - 3alpha-hydroxysteroid 3-dehydrogenase (Re-specific)

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(11S,12S)-11,12-dihydrobenzo[g]chrysene-11,12-diol + NADP+
? + NADPH + H+
show the reaction diagram
-
enzyme is stereoselective for benzo[g]chrysene-11S,12S-dihydrodiol
-
-
?
(S)-alpha-tetralol + NADP+
alpha-tetralone + NADPH + H+
show the reaction diagram
-
-
-
-
?
(S)-tetralol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
?
1-(4'nitrophenyl)prop-2-en-1-ol + NAD+
1-(4'nitrophenyl)prop-2-en-1-one + NADH
show the reaction diagram
1-(4'nitrophenyl)prop-2-yn-1-ol + NAD+
1-(4'nitrophenyl)prop-2-yn-1-one + NADH
show the reaction diagram
1-acenaphthenol + NAD(P)+
1-acenaphthenone + NAD(P)+
show the reaction diagram
1-acenaphthenol + NADPH
?
show the reaction diagram
-
-
-
-
?
1-acetophenone + NADPH
1-phenylethanol + NADP+
show the reaction diagram
-
-
-
-
?
1-indanone + NADPH
?
show the reaction diagram
-
-
-
-
?
10-oxonortriptyline + NADPH
?
show the reaction diagram
17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
-
the rate of dihydrotestosterone reduction over back-conversion is 2.4 and 5.9 for prostate and epididymis, respectively
-
r
17beta-hydroxy-5alpha-androstan-3-one + NAD(P)H + H+
3alpha,17beta-dihydroxy-5alpha-androstan + NAD(P)+
show the reaction diagram
17beta-hydroxy-5alpha-androstan-3-one + NADPH
3alpha,17beta-dihydroxy-5alpha-androstan + NADP+
show the reaction diagram
-
-
-
r
2 tibolone + 2 NADPH + 2 H+
3alpha-hydroxytibolone + 3beta-hydroxytibolone + 2 NADP+
show the reaction diagram
2-acetylpyridine + NADPH
1-(2-pyridyl)ethanol + NADP+
show the reaction diagram
-
stereoselective catalysis producing mainly the (S)-alcohols
-
-
?
2-decalone + NADH
? + NAD+
show the reaction diagram
-
pH 6.0
-
?
3-acetylpyridine + NADPH
1-(3-pyridyl)ethanol + NADP+
show the reaction diagram
-
low activity, stereoselective catalysis producing mainly the (S)-alcohols
-
-
?
3-ketosteroids + NADPH
3-hydroxysteroids + NADP+
show the reaction diagram
-
-
-
?
3alpha,5alpha-allopregnenolone + NAD(P)+
5alpha-dihydroprogesterone + NAD(P)H
show the reaction diagram
3alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH + H+
show the reaction diagram
-
steroid reduction direction is preferred
-
-
r
3alpha-hydroxy-5alpha-androstan-17-one + NAD+
5alpha-androstan-3,17-dione + NADH
show the reaction diagram
3alpha-hydroxy-5alpha-androstan-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
show the reaction diagram
4'-methoxyacetophenone + NADPH + H+
1-(4-methoxyphenyl)ethanol + NADP+
show the reaction diagram
-
-
R,S-enantiomeric product
-
?
4-acetylpyridine + NADPH
(S)-1-(4-pyridyl)ethanol + NADP+
show the reaction diagram
-
-
-
-
?
4-acetylpyridine + NADPH
1-(4-pyridyl)ethanol + NADP+
show the reaction diagram
-
stereoselective catalysis producing mainly the (S)-alcohols
-
-
?
4-androsten-3alpha-ol-17-one + NADH + H+
4-androsten-3alpha,17beta-diol + NAD+
show the reaction diagram
-
AKR1C17
-
-
r
4-androstene-3,17-dione + NADH + H+
4-androsten-3alpha-ol-17-one + NAD+
show the reaction diagram
-
low activity
-
-
r
4-bromoacetophenone + NADPH + H+
1-(4-bromophenyl)ethanol + NADP+
show the reaction diagram
-
-
-
-
?
4-cyanoacetophenone + NADPH + H+
1-(4-cyanophenyl)ethanol + NADP+
show the reaction diagram
-
-
-
-
?
4-hydroxynonenal + NADPH
?
show the reaction diagram
-
-
-
-
?
4-methylacetophenone + NADPH + H+
1-(4-methylphenyl)ethanol + NADP+
show the reaction diagram
-
-
R,S-enantiomeric product
-
?
4-nitroacetophenone + NAD(P)H
1-(4-nitrophenyl)ethanol + NAD(P)+
show the reaction diagram
-
pH 6.0
-
?
4-nitroacetophenone + NADPH + H+
1-(4-nitrophenyl)ethanol + NADP+
show the reaction diagram
-
-
-
-
?
4-nitrobenzaldehyde + NAD(P)H
(4-nitrophenyl)methanol + NAD(P)+
show the reaction diagram
4-oxo-2-nonenal + NADPH + H+
4-hydroxynonenal + NADP+
show the reaction diagram
-
-
-
-
?
5alpha-androstan-17beta-ol-3-one + NADPH + H+
5alpha-androstan-3alpha,17beta-diol + NADP+
show the reaction diagram
-
-
-
?
5alpha-androstan-3,17-dione + NAD(P)H
3alpha-hydroxy-5alpha-androstan-17-one + NAD(P)+
show the reaction diagram
5alpha-androstan-3alpha-ol-17-one + NADH + H+
5beta-androstan-3alpha,17beta-diol + NAD+
show the reaction diagram
5alpha-androstane-3,17-dione + NADH
5alpha-androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
low activity
AKR1C9
-
r
5alpha-androstane-3alpha,17beta-diol + NADP+
5alpha-androstane-17beta-ol-3-one + NADPH
show the reaction diagram
-
-
-
r
5alpha-androstanedione + NADPH
5alpha-pregnan-3alpha-ol-20-one + NADP+
show the reaction diagram
-
-
i.e. allopregnanolone
-
?
5alpha-dihydrotestosterone + NAD(P)H
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
5alpha-dihydrotestosterone + NADH
?
show the reaction diagram
-
low activity
-
-
?
5alpha-dihydrotestosterone + NADPH
3alpha-androstanediol + NADP+
show the reaction diagram
5alpha-dihydrotestosterone + NADPH
5alpha-androstane-3alpha,17beta-diol + NADP+
show the reaction diagram
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
show the reaction diagram
5alpha-pregnan-3,20-dione + NAD(P)H + H+
5alpha-pregnan-3alpha-ol-20-one + NAD(P)+
show the reaction diagram
-
regulation of the amount of allosteric agonists that can bind to the GABA receptor in brain
-
r
5alpha-pregnan-3alpha,21-diol-20-one + NADP+
5alpha-pregnan-21-ol-3,20-dione + NADPH
show the reaction diagram
-
-
-
r
5alpha-pregnane-20alpha-ol-3-one + NADH
5alpha-pregnane-3,20alpha-diol + NAD+
show the reaction diagram
-
-
-
-
?
5alpha-pregnane-3,20-dione + NADH
5alpha-pregnan-3alpha-ol-20-one + NAD+
show the reaction diagram
-
low activity
-
-
r
5beta-androstan-3alpha-ol-17-one + NAD(P)+
5beta-androstane-3,17-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NADH
5beta-androstane-3alpha,17beta-diol + NAD+
show the reaction diagram
-
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NADP+
5beta-androstan-3,17-dione + NADPH
show the reaction diagram
-
-
-
?
5beta-androstane-3,17-dione + NADH
5beta-androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
-
-
-
r
5beta-androstane-3alpha,17beta-diol + NADP+
5beta-androstane-17beta-ol-3-one + NADPH
show the reaction diagram
-
-
-
r
5beta-cholestane-3alpha,7alpha,12alpha-triol + NADP+
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NADPH + H+
show the reaction diagram
-
-
-
-
?
5beta-cholestane-3alpha,7alpha-diol + NADP+
7alpha-hydroxy-5beta-cholestan-3-one + NADPH + H+
show the reaction diagram
-
-
-
-
?
5beta-dihydrocortisone + NADPH
3alpha,17alpha,21-trihydroxy-5beta-pregnan-11,20-dione + NADP+
show the reaction diagram
-
-
-
?
5beta-pregnan-3alpha-ol-20-one + NAD(P)+
5beta-pregnane-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
5beta-pregnan-3alpha-ol-20-one + NADP+
5beta-pregnane-3,20-dione + NADPH
show the reaction diagram
-
-
-
r
5beta-pregnane-17alpha,20beta,21-triol-3,11-dione + NAD(P)H
5beta-pregnane-3alpha,17alpha,20beta,21-tetraal-11-one + NAD(P)+
show the reaction diagram
5beta-pregnane-20alpha-ol-3-one + NADH + H+
5beta-pregnane-3,20alpha-diol + NAD+
show the reaction diagram
-
-
-
-
?
5beta-pregnane-3,20-dione + NADH + H+
5beta-pregnan-3alpha-ol-20-one + NAD+
show the reaction diagram
-
-
-
-
r
6-tert-butyl-2,3-epoxy-4-hydroxy-5-cyclohexen-1-one + NADH
?
show the reaction diagram
-
the enzyme produces both R- and S-form products in a ratio of 2.3 : 1
-
-
?
9,10-phenanthrenequinone + NAD(P)H
? + NAD(P)+
show the reaction diagram
9,10-phenanthrenequinone + NADH
?
show the reaction diagram
-
-
-
-
?
9-(phenylcarbonyl)-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADPH
9-[hydroxy(phenyl)methyl]-2,3,6,7-tetrahydro-1H,5H,11H-pyrano[2,3-f]pyrido[3,2,1-ij]quinolin-11-one + NADP+
show the reaction diagram
acetohexamide + NADPH
?
show the reaction diagram
acetophenone + NADPH
1-phenylethanol + NADP+
show the reaction diagram
-
-
-
-
?
androstan-17beta-ol-3-one + NADH
androstan-3alpha,17beta-diol + NAD+
show the reaction diagram
-
-
-
?
androstan-3,17-dione + NADH
androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
-
-
?
androsterone + NAD(P)+
5alpha-androstane-3,17-dione + NAD(P)H
show the reaction diagram
-
-
-
-
r
androsterone + NAD+
5alpha-androstane-3,17-dione + NADH
show the reaction diagram
-
-
-
-
r
androsterone + NAD+
androstanedione + NADH
show the reaction diagram
androsterone + NADP+
5alpha-androstane-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
r
befunolol + NADPH
?
show the reaction diagram
benzenedihydrodiol + NAD(P)+
? + NAD(P)+
show the reaction diagram
benzo[c]phenanthrene-3,4-dihydrodiol + NADP+
? + NADPH + H+
show the reaction diagram
-
enzyme metabolizes both stereoisomers of benzo[c]phenanthrene-3,4-dihydrodiol
-
-
?
beta-muricholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
chenodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
cholic acid + NAD(P)+
3-oxocholate + NAD(P)H
show the reaction diagram
cholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
choloyl-CoA + NAD(P)+
3-oxocholoyl-CoA + NAD(P)H + H+
show the reaction diagram
daunorubicin + NADPH
?
show the reaction diagram
dehydrolithocholic acid + NADH + H+
?
show the reaction diagram
-
-
-
-
?
deoxycholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
deoxycholoyl-CoA + NAD(P)+
3-oxodeoxycholoyl-CoA + NAD(P)H + H+
show the reaction diagram
diacetyl + NADH
?
show the reaction diagram
-
-
-
-
?
dihydroprogesterone + NADPH
androsterone + NADP+
show the reaction diagram
-
-
-
-
?
dolasetron + NADPH
?
show the reaction diagram
etiocholane-3,17-dione + NADH
etiocholan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
-
-
?
glycochenodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
glycochenodeoxycholic acid + NADP+
7alpha-hydroxy-3-oxo-5beta-cholanoyl glycine + NADPH
show the reaction diagram
-
-
-
?
glycolithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
glycolithocholic acid + NADP+
3-oxo-5beta-cholanoyl glycine + NADPH
show the reaction diagram
-
-
-
?
glycoursodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
haloperidol + NADPH
?
show the reaction diagram
hyodeoxycholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
isatin + NADH
?
show the reaction diagram
-
-
-
-
?
ketoprofen + NADPH
?
show the reaction diagram
ketotifen + NADPH
?
show the reaction diagram
lithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
lithocholic acid + NADP+
dehydrolithocholic acid + NADPH
show the reaction diagram
-
-
-
r
loxoprofen + NADPH
?
show the reaction diagram
murocholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
Naloxone + NADPH
?
show the reaction diagram
Naltrexone + NADPH
?
show the reaction diagram
oracin + NADPH
?
show the reaction diagram
oracin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
?
oxycodone + NADPH
?
show the reaction diagram
pregnane-11beta,17alpha,21-triol-3,20-dione + NADH
pregnane-3alpha,11beta,17alpha,21-tetrol-20-one + NAD+
show the reaction diagram
-
-
-
?
progesterone + NAD(P)H
3alpha-hydroxy-pregn-4-ene-20-one + NAD(P)+
show the reaction diagram
-
-
-
-
r
prostaglandin + NADP+
? + NADPH
show the reaction diagram
-
types A1, A2, B1, B2, D2, E1, E2, F1, F2alpha and 15-keto-prostaglandinE2 and F2alpha
-
-
prostaglandin-F2alpha + NADP+
prostaglandin F2 + prostaglandin B2 + NADPH
show the reaction diagram
-
-
-
?
taurolithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
tauroursodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
testosterone + NAD(P)H + H+
4-androsten-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
-
-
-
-
r
testosterone + NADH
?
show the reaction diagram
-
low activity
-
-
?
tibolone + NADPH
3-hydroxytibolone + NADP+
show the reaction diagram
ursodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
additional information
?
-