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1.1.1.50: 3alpha-hydroxysteroid 3-dehydrogenase (Si-specific)

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

Word Map on EC 1.1.1.50

Reaction

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

Synonyms

3 alpha-hydroxysteroid dehydrogenase, 3 alphaHD, 3-alpha hydroxysteroid dehydrogenase type 3, 3-alpha-HSD, 3alpha-HSD, 3alpha-HSD/CR, 3alpha-HSD3, 3alpha-HSOR, 3alpha-hydroxysteroid dehydrogenase, 3alpha-hydroxysteroid dehydrogenase type 3, 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase, 3alpha-hydroxysteroid oxido-reductase, 3alpha-hydroxysteroid oxidoreductase, 3alpha-hydroxysteroid-5beta-oxidoreductase, 3alpha-OR, 3alpha-oxidoreductase, 3alpha/3beta-hydroxysteroid dehydrogenase, 3alphaHSD, 3HSD, 5alpha-dihydroprogesterone 3alpha-hydroxysteroid oxidoreductase, AKR1C, AKR1C1, AKR1C1-4, AKR1C14, AKR1C17, AKR1C2, AKR1C3, AKR1C4, AKR1C9, aldo-keto reductase 1C2, bile-acid binding protein, chlordecone reductase, DD2, DD21, dihydrodiol dehydrogenase, HSD, HSD28, HSD29, hsdA, HSDH, hydroxyprostaglandin dehydrogenase, More, NAD(P)+-3alpha-hydroxysteroid dehydrogenase, NAD+-dependent 3alpha-HSD, NADP(H)-dependent 3alpha-HSD, NADPH:5alpha-dihydroprogesterone 3alpha-hydroxysteroid oxidoreductase, prostaglandin F2alpha-synthase, Ps3alphaHSD, PT3HSD, sterognost 3alpha dehydrogenase, 3alpha-hydroxy steroid, type 2 3alpha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 3 3alpha-hydroxysteroid dehydrogenase, type 5 17beta-hydroxysteroid dehydrogenase, type I 3alpha-HSD

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.50 3alpha-hydroxysteroid 3-dehydrogenase (Si-specific)

Substrates Products

Substrates Products on EC 1.1.1.50 - 3alpha-hydroxysteroid 3-dehydrogenase (Si-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
(2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide + NAD+
?
show the reaction diagram
-
-
-
-
r
(2Z)-2-(5-hydroxy-4,6-dimethyl-2-oxo-1,2-dihydro-3H-indol-3-ylidene)-N,N-di(prop-2-en-1-yl)hydrazinecarbothioamide + NADP+
?
show the reaction diagram
(5beta,20R)-20-hydroxypregnan-3-one + NADH + H+
?
show the reaction diagram
-
-
-
-
?
1-acenaphthenol + NADP+
?
show the reaction diagram
-
isozymes AKR1C1-AKR1C4
-
-
r
1-acenaphthenol + NADPH
?
show the reaction diagram
-
-
-
-
?
1-acetophenone + NADPH
1-phenylethanol + NADP+
show the reaction diagram
-
-
-
-
?
1-indanol + NADP+
?
show the reaction diagram
-
isozymes AKR1C1-AKR1C4
-
-
r
17beta-estradiol + NADP+
estrone + NADPH
show the reaction diagram
-
-
-
-
r
17beta-hydroxy-dihydrotestosterone + NAD+
5alpha-androstan-3,17-dione + NADH
show the reaction diagram
-
-
-
r
2-decalol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
3-hydroxysteroid + NAD(P)+
3-ketosteroid + NAD(P)H
show the reaction diagram
-
-
-
?
3-oxocholic acid + NADPH
3alpha-hydroxycholic acid + NADP+
show the reaction diagram
-
reverse reaction rate negligible
-
ir
3alpha,12alpha-dihydroxy-5beta-cholanoyl glycine + NAD+
12alpha-hydroxy-3-oxo-5beta-cholanoyl glycine + NADH
show the reaction diagram
-
-
-
-
?
3alpha,17alpha,21-trihydroxy-5beta-pregnan-11,20-dione + NADP+
17alpha,21-dihydroxy-5beta-pregnan-3,11,20-trione + NADPH
show the reaction diagram
-
-
-
r
3alpha,17beta-androstene-3,17-diol + NAD(P)+
dihydrotestosterone + NAD(P)H + H+
show the reaction diagram
-
-
-
?
3alpha,21-dihydroxy-5beta-pregnan-20-one + NADP+
21-hydroxy-5beta-pregnan-3,20-dione + NADPH
show the reaction diagram
-
-
-
-
r
3alpha,5alpha,20alpha-trihydroxyprogesterone + NADP+
5alpha,20alpha-dihydroxyprogesterone-3-one + NADPH + H+
show the reaction diagram
-
-
-
-
r
3alpha,5alpha-allopregnenolone + NAD(P)+
5alpha-dihydroprogesterone + NAD(P)H
show the reaction diagram
3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl glycine + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oyl glycine + NADH
show the reaction diagram
3alpha,7alpha-dihydroxy-5beta-cholanoyl glycine + NAD+
7alpha-hydroxy-3-oxo-5beta-cholanoyl glycine + NADH
show the reaction diagram
-
-
-
-
?
3alpha-adiol + NAD(P)+
dihydrotestosterone + NAD(P)H
show the reaction diagram
3alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH
show the reaction diagram
-
oxidation utilizing NAD+ as a cofactor is the preferred reaction in vitro
-
-
r
3alpha-hydroxy-12-oxo-9,11-cholenic acid + NADP+
3,12-dioxo-9,11-cholenic acid + NADPH
show the reaction diagram
-
-
-
-
?
3alpha-hydroxy-5alpha-pregnan-20-one + NADP+
5alpha-pregnan-3,20-dione + NADPH
show the reaction diagram
-
-
-
-
?
3alpha-hydroxy-5alpha-pregnan-20-one + NADP+
5alpha-pregnan-3,20-dione + NADPH + H+
show the reaction diagram
-
-
-
-
r
3alpha-hydroxy-5beta-androstan-17-one + NADP+
5beta-androstan-3,17-dione + NADPH
show the reaction diagram
3alpha-hydroxy-5beta-pregnan-20-one + NADP+
5beta-pregnan-3,20-dione + NADPH
show the reaction diagram
3alpha-hydroxypregn-4-en-20-one + NADP+
pregn-4-en-3,20-dione + NADPH + H+
show the reaction diagram
-
-
-
-
?
3alpha-hydroxytibolone + NAD+
tibolone + NADH
show the reaction diagram
isozymes AKR1C2 and AKR1C4, no activity with isozyme AKR1C1
-
-
r
3alpha-tetrahydroprogesterone + NADH
5alpha-dihydroprogesterone + NAD+
show the reaction diagram
-
-
-
r
3beta-hydroxytibolone + NAD+
tibolone + NADH
show the reaction diagram
isozymes AKR1C2, AKR1C1, and AKR1C4
-
-
r
4'-methoxyacetophenone + NADPH + H+
1-(4-methoxyphenyl)ethanol + NADP+
show the reaction diagram
-
-
R,S-enantiomeric product
-
?
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-methylacetophenone + NADPH + H+
1-(4-methylphenyl)ethanol + NADP+
show the reaction diagram
-
-
R,S-enantiomeric product
-
?
4-nitroacetophenone + NADPH + H+
1-(4-nitrophenyl)ethanol + NADP+
show the reaction diagram
4-pregnen-3alpha,20beta-diol + NAD+
(20beta)-20-hydroxypregn-4-en-3-one + NADH + H+
show the reaction diagram
5alpha-androstan-3,17-dione + NADH + H+
androsterone + NAD+
show the reaction diagram
-
-
-
?
5alpha-androstan-3,17-dione + NADPH + H+
3alpha-hydroxy-5alpha-androstan-17-one + NADP+
show the reaction diagram
-
-
-
r
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
17beta-hydroxy-5alpha-androstan-3-one + NADPH
show the reaction diagram
5alpha-androstan-3alpha,17beta-diol + NAD(P)H
5alpha-dihydrotestosterone + NAD(P)+
show the reaction diagram
5alpha-androstan-3alpha-ol-17-one + NADH + H+
5beta-androstan-3alpha,17beta-diol + NAD+
show the reaction diagram
-
-
-
-
r
5alpha-androstane-3,17-dione + NADH
5alpha-androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
low activity
AKR1C9
-
r
5alpha-androstane-3,17-dione + NADH + H+
androsterone + NAD+
show the reaction diagram
-
-
-
?
5alpha-dihydrocortisol + NADPH
3alpha,5alpha-tetrahydrocortisol + NADP+
show the reaction diagram
-
-
-
?
5alpha-dihydroprogesterone + 2 NAD(P)H + 2 H+
pregnan-3alpha,20beta-diol + 2 NAD(P)+
show the reaction diagram
-
-
-
-
?
5alpha-dihydroprogesterone + 2 NADPH + 2 H+
pregnan-3alpha,20beta-diol + 2 NADP+
show the reaction diagram
5alpha-dihydroprogesterone + NADPH + H*
3alpha,5alpha-3-hydroxypregnan-20-one + 5alpha,20alpha-tetrahydroprogesterone + NADP+
show the reaction diagram
-
-
-
-
?
5alpha-dihydroprogesterone + NADPH + H+
(3alpha,5alpha)-3-hydroxypregnan-20-one + NADP+
show the reaction diagram
-
isozymes AKR1C1-AKR1C4
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
3alpha,5alpha-3-hydroxypregnan-20-one + NADP+
show the reaction diagram
5alpha-dihydroprogesterone + NADPH + H+
5alpha-hydroxy-pregnan-20-one + NADP+
show the reaction diagram
-
isozyme AKR1C2
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
(3beta,5alpha,17beta)-androstane-3,17-diol + NAD(P)+
show the reaction diagram
5alpha-dihydrotestosterone + NAD(P)H + H+
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
5alpha-dihydrotestosterone + NAD(P)H + H+
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
5alpha-dihydrotestosterone + NADH
3alpha-androstanediol + NAD+
show the reaction diagram
-
reaction direction is regulated by the NAD+:NADPH relation in the cell
-
-
r
5alpha-dihydrotestosterone + NADH
?
show the reaction diagram
-
low activity
-
-
?
5alpha-dihydrotestosterone + NADPH
5alpha-androstane-3alpha,17beta-diol + NADP+
show the reaction diagram
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstan-3alpha,17beta-diol + NADP+
show the reaction diagram
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
show the reaction diagram
5alpha-pregnan-3,20-dione + NAD(P)H
3alpha-hydroxy-5alpha-pregnan-20-one + NAD(P)+
show the reaction diagram
5alpha-pregnan-3,20-dione + NAD(P)H + H+
5alpha-pregnane-3alpha-ol-20-one + NAD(P)+
show the reaction diagram
5alpha-pregnan-3,20-dione + NADPH
3alpha-hydroxy-5alpha-pregnan-20-one + NADP+
show the reaction diagram
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-3,17-dione + NAD(P)H
5beta-androstan-17one-3-ol + NAD(P)+
show the reaction diagram
5beta-androstan-3,17-dione + NADPH
5beta-androstan-3alpha,17alpha-diol + NADP+
show the reaction diagram
-
-
-
r
5beta-androstan-3alpha,17beta-diol + NADP+
17beta-hydroxy-5beta-androstan-3-one + NADPH
show the reaction diagram
5beta-androstan-3alpha-ol-17-one + NADH
5beta-androstane-3alpha,17beta-diol + NAD+
show the reaction diagram
-
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NADPH
5beta-androstan-3alpha,17alpha-diol + NADP+
show the reaction diagram
-
-
-
r
5beta-androstane-3,17-dione + NADH
5beta-androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
-
-
-
r
5beta-androstane-3,17-dione + NADH + H+
5beta-androstan-3alpha-ol-17-one + NAD+
show the reaction diagram
-
-
-
?
5beta-dihydrocortisol + NADPH
3alpha,5beta-tetrahydrocortisol + NADP+
show the reaction diagram
-
-
-
?
5beta-dihydroprogesterone + NADPH
?
show the reaction diagram
-
isozyme AKR1C1 and AKR1C2
-
-
?
5beta-dihydroprogesterone + NADPH + H+
3alpha,5beta-3-hydroxypregnan-20-one + NADP+
show the reaction diagram
-
preferred substrate
-
-
?
5beta-dihydrotestosterone + NAD(P)H
5beta-androstan-3alpha,17beta-diol + NAD(P)+
show the reaction diagram
5beta-pregnan-3,20-dione + NAD(P)H
3alpha-hydroxy-5beta-pregnan-20-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
6-ketolithocholate + NAD+
5beta-cholan-3,6-dione-24-oic acid + NADH
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 + NADH
?
show the reaction diagram
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
?
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
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
show the reaction diagram
androstenol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
androsterone + NAD(P)+
5alpha-androstan-3,17-dione + NAD(P)H
show the reaction diagram
androsterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
androsterone + NAD+
5alpha-androstane-3,17-dione + NADH
show the reaction diagram
androsterone + NAD+
5alpha-androstane-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
?
androsterone + NAD+
androstanedione + NADH
show the reaction diagram
androsterone + NAD+
androstanedione + NADH + H+
show the reaction diagram
androsterone + NADP+
5alpha-androstane-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
r
androsterone + NADP+
androstane-3,17-dione + NADPH
show the reaction diagram
benzenedihydrodiol + NADP+
?
show the reaction diagram
-
isozymes AKR1C1-AKR1C4
-
-
r
benzoylpyridine + NADPH
?
show the reaction diagram
-
-
-
-
?
beta-muricholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
camphorquinone + NADPH
?
show the reaction diagram
chenodeoxycholic acid + NAD(P)+
7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD(P)H
show the reaction diagram
chenodeoxycholic acid + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oic acid + NADH
show the reaction diagram
-
-
-
-
?
chenodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
cholate + NAD+
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
show the reaction diagram
-
-
-
r
cholate + NAD+
7alpha,12alpha-dihydroxy-5-beta-cholan-3-one-24-oic acid + NADH + H+
show the reaction diagram
-
-
-
?
cholic acid + NAD(P)+
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NAD(P)H
show the reaction diagram
cholic acid + NAD+
3-oxocholic acid + NADH + H+
show the reaction diagram
-
-
-
-
r
cholic acid + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oic acid + NADH
show the reaction diagram
-
-
-
-
?
cholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
cholic acid + NADPH + H+
?
show the reaction diagram
-
-
-
-
r
cholic acid + thio-NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oic acid + thio-NADH
show the reaction diagram
-
-
-
-
?
cyclohexanol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
dehydrocholate + NADH + H+
?
show the reaction diagram
-
-
-
?
dehydrolithocholic acid + NADH + H+
?
show the reaction diagram
-
-
-
-
?
deoxycholic acid + NAD(P)+
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD(P)H + H+
show the reaction diagram
deoxycholic acid + NADH
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD+
show the reaction diagram
deoxycholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
diacetyl + NADH
?
show the reaction diagram
-
-
-
-
?
dihydrotestosterone + NADPH
androstanediol + NADP+ + H+
show the reaction diagram
-
-
-
?
estradiol + NAD(P)H
estrone + NAD(P)+
show the reaction diagram
etiocholan-3alpha-ol-17-one + NADP+
etiocholan-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
?
fusidic acid + NAD+
3-oxofusidic acid + NADH
show the reaction diagram
-
antibiotic steroid substrate
-
-
?
fusidic acid + NAD+
?
show the reaction diagram
-
-
-
-
r
glycochenodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
glycocholic acid + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oyl-glycine + NADH
show the reaction diagram
-
-
-
-
?
glycolithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
glycolithocholic acid + NADP+
3-oxo-glycocholanoic acid + NADPH
show the reaction diagram
glycoursodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
hydroxybutyrate + NADP+
oxobutanoate + NADPH
show the reaction diagram
-
-
-
-
?
hyodeoxycholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
isatin + NADH
?
show the reaction diagram
-
-
-
-
?
lithocholic acid + NAD+
5beta-cholan-3-one-24-oic acid + NADH
show the reaction diagram
-
-
-
-
?
lithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
lithocholic acid + NADP+
3-oxo-5beta-cholan-24-oic acid + NADPH
show the reaction diagram
menadione + NADPH
?
show the reaction diagram
-
-
-
-
?
metapyrone + NADH
?
show the reaction diagram
-
-
-
-
?
murocholic acid + NADH
?
show the reaction diagram
-
low activity
-
-
?
oxidized 8-acetyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one + NAD(P)H
reduced 8-acetyl-2,3,5,6-tetrahydro-1H,4H-11-oxa-3a-azabenzo[de]anthracen-10-one + NAD(P)+
show the reaction diagram
p-nitrobenzaldehyde + NAD(P)H
p-nitrobenzylalcohol + NAD(P)+
show the reaction diagram
p-nitrobenzylalcohol + NAD+
p-nitrobenzaldehyde + NADH
show the reaction diagram
-
-
-
r
pregn-4-en-3,20-dione + NADPH + H+
3alpha-hydroxypregn-4-en-20-one + NADP+
show the reaction diagram
progesterone + NADH
?
show the reaction diagram
-
-
-
-
r
progesterone + NADPH
?
show the reaction diagram
-
-
-
-
?
taurocholic acid + NAD(P)+
2[[7alpha,12alpha-dihydroxy-3,24-dioxo-5beta-cholan-24-yl]amino]ethane sulfonic acid + NADPH
show the reaction diagram
taurocholic acid + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oyl-taurine + NADH
show the reaction diagram
-
-
-
-
?
taurolithocholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
tauroursodeoxycholic acid + NADH
?
show the reaction diagram
-
-
-
-
?
testosterone + NAD(P)+
androstenedione + NAD(P)H + H+
show the reaction diagram
testosterone + NADH
?
show the reaction diagram
-
low activity
-
-
?
testosterone + NADP+
4-androstene-3,17-dione + NADPH + H+
show the reaction diagram
-
isozymes AKR1C1-AKR1C4
-
-
r
testosterone + NADPH + H+
4-androstene-3alpha,17beta-diol + NADP+
show the reaction diagram
-
-
-
-
?
testosterone + NADPH + H+
?
show the reaction diagram
tibolone + NADPH + H+
3-hydroxytibolone + NADP+
show the reaction diagram
tibolone + NADPH + H+
3alpha-hydroxytibolone + NADP+
show the reaction diagram
isozyme AKR1C4 acts predominantly 3alpha-specific, isozyme AKR1C3 performs both 3alpha- and 3beta-reduction, tibolone is [7alpha,17alpha]-17-hydroxy-7-methyl-19-nor-pregn-5(10)-en-20-yn-3-one, or livial, a DELTA5(10)-ene-ketosteroid and a hormone replacement therapeutic used in the treatment of climacteric complaints and the prevention of osteoporosis, binding mode
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tibolone + NADPH + H+
3beta-hydroxytibolone + NADP+
show the reaction diagram
isozyme AKR1C1 is stereospecific forming exclusively the beta-isomer, isozyme AKR1C2 is 3beta-specific with substrate tibolone, isozyme AKR1C3 performs both 3alpha- and 3 beta-reduction, tibolbone is [7alpha,17alpha]-17-hydroxy-7-methyl-19-nor-pregn-5(10)-en-20-yn-3-one, or livial, a DELTA5(10)-ene-ketosteroid and a hormone replacement therapeutic used in the treatment of climacteric complaints and the prevention of osteoporosis
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ursodeoxycholate + NAD+
7beta-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH
show the reaction diagram
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ursodeoxycholic acid + NAD+
7alpha,12alpha-dihydroxy-5beta-cholan-3-one-24-oic acid + NADH
show the reaction diagram
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ursodeoxycholic acid + NADH
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show the reaction diagram
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additional information
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