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Information on EC 1.1.1.53 - 3alpha(or 20beta)-hydroxysteroid dehydrogenase
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EC Tree
1.1.1.53 3alpha(or 20beta)-hydroxysteroid dehydrogenaseIUBMB Comments
The 3alpha-hydroxy group or 20beta-hydroxy group of pregnane and androstane steroids can act as donor.
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Word Map
- 1.1.1.53
- cortisol
- 11beta-hydroxysteroid
- testosteroni
-
hexose-6-phosphate
- hsd11b1
-
comamonas
- hyperandrogenism
- hydrogenans
-
maturation-inducing
- androstanedione
- 17alpha-hydroxyprogesterone
-
oxo-reductase
The expected taxonomic range for this enzyme is: Bacteria, Eukaryota, Archaea
Reaction Schemes
Synonyms
20beta-hsd, cortisone reductase, 3alpha-hsd/cr, 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase, 20-hydroxysteroid dehydrogenase, rodh2, 20hsd, 20beta-hsd type 2, cr/20beta-hsd, cr/20beta-hsd a, 
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
(R)-20-hydroxysteroid dehydrogenase
-
-
-
-
20beta-HSD
20beta-HSDH
20beta-hydroxysteroid dehydrogenase
3alpha,20beta-hydroxysteroid:NAD+-oxidoreductase
-
-
-
-
3alpha-hydroxysteroid dehydrogenase/carbonyl reductase
-
belongs to the short chain dehydrogenase/reductase (SDR) protein superfamily
carbonyl reductase-like 20beta-hydroxysteroid dehydrogenase
carbonyl reductase/20beta-hydroxysteroid dehydrogenase A
two isoforms
carbonyl reductase/20beta-hydroxysteroid dehydrogenase B
two isoforms
cortisone reductase
-
-
-
-
dehydrogenase, 20beta-hydroxy steroid
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-
-
-
delta4-3-ketosteroid hydrogenase
-
-
-
-
desE
NADH-20beta-hydroxysteroid dehydrogenase
-
-
-
-
20beta-HSD
-
-
-
-
20beta-hydroxysteroid dehydrogenase
-
-
-
-
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
exhibits carbonyl reductase-like activity
-
androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
exhibits carbonyl reductase-like activity, 85% amino acid sequence homology with human carbonyl reductase
-
androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
exhibits in male rat liver microsomes also a carbonyl reductase-like activity with acetohexamide as substrate
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androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
deduced reaction mechanism from crystal structure model
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androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
catalytic residues are Ser114, Tyr127, and Lys131
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androstan-3alpha,17beta-diol + NAD+ = 17beta-hydroxyandrostan-3-one + NADH + H+
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-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
3alpha(or 20beta)-hydroxysteroid:NAD+ oxidoreductase
The 3alpha-hydroxy group or 20beta-hydroxy group of pregnane and androstane steroids can act as donor.
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CAS REGISTRY NUMBER
COMMENTARY
9028-42-6
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
17-hydroxy-3,11,20-trioxo-4-pregnen-21-oate + NADH
17,20-dihydroxy-3,11-dioxo-4-pregnen-21-oate + NAD+
-
-
-
-
?
17-hydroxy-3,20-dioxo-4-pregnen-21-oate + NADH
17,20-dihydroxy-4-pregnen-3-one-21-oate + NAD+
-
-
-
-
?
17-hydroxyprogesterone + NADPH
17,20-beta-dihydroxy-4-pregnene-3-one
-
-
-
-
?
17alpha,20beta-dihydroxypregn-4-ene-3-one + NADP+
17alpha-hydroxypregn-4-en-3,20-dione + NADPH
-
-
-
-
?
17alpha-hydroxy-3,20-dioxo-4-pregnen-21-oate + NADH
17,20alpha-dihydroxy-4-pregnen-3-one-21-oate + NAD+
17alpha-hydroxypregnenolone + NADPH
3beta,17alpha,20beta-trihydroxypregn-5-ene + NADP+
-
i.e. 3beta,17alpha-dihydroxypregn-5-ene-20-one
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
17beta-[(1S)-1-hydroxy-2-propynyl]-androst-4-ene-3-one + NAD+
17beta-[1-oxo-2-propynyl]-androst-4-ene-3-one + NADH
-
-
-
?
3beta,17alpha,20alpha-trihydroxypregn-5-ene + NADP+
3beta,17alpha-dihydroxypregn-5-en-20-one + NADPH
-
-
-
-
?
3beta,20alpha-dihydroxypregn-5-ene + NADP+
3beta-hydroxypregn-5-en-20-one + NADPH
-
-
-
-
?
4-pregnen-11beta,21-diol-3,20-dione + NADPH
4-pregnen-11beta,20alpha,21-triol-3-one + NADP+
-
-
-
-
?
5alpha-androstan-17beta-ol-3-one + NAD(P)H + H+
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
5alpha-androstan-3alpha-ol-17-one + alpha-NAD+
5alpha-dihydrotestosterone + alpha-NADH + H+
-
-
-
-
r
5alpha-androstan-3alpha-ol-17-one + beta-NAD+
5alpha-dihydrotestosterone + beta-NADH + H+
-
-
-
-
r
5alpha-dihydrotestosterone + alpha-NADH + H+
5alpha-androstan-3alpha-ol-17-one + alpha-NAD+
-
-
-
-
r
5alpha-dihydrotestosterone + alpha-NADPH + H+
5alpha-androstan-3alpha-ol-17-one + alpha-NADP+
-
-
-
-
r
5alpha-dihydrotestosterone + beta-NADH + H+
5alpha-androstan-3alpha-ol-17-one + beta-NAD+
-
-
-
-
r
5alpha-dihydrotestosterone + NADP+
5alpha-androstane-3,17-dione + NADPH + H+
-
-
-
-
?
5alpha-dihydrotestosterone + NADPH
5alpha-androstan-3alpha,17beta-diol + NAD+
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstan-3alpha,17beta-diol + NADP+
14.4% of the activity with p-nitrobenzaldehyde
-
-
?
5beta-androstan-17beta-ol-3-one + NAD(P)H
?
-
i.e. 5beta-dihydrotestosterone
-
-
?
5beta-dihydrotestosterone + NADPH
5beta-androstan-3alpha,17beta-diol + NADP+
9.2% of the activity with p-nitrobenzaldehyde
-
-
?
menadione + NADPH
?
75% of the activity with p-nitrobenzaldehyde
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-
?
p-nitrobenzaldehyde + NADPH
p-nitrobenzyl alcohol + NADP+
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-
-
?
pregnenolone + NADPH
3beta,20beta-Dihydroxypregn-5-ene + NADP+
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i.e. 3-hydroxypregn-5-en-20-one
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-
?
progesterone + NADH
20beta-hydroxy-pregn-4-ene-3-one + NAD+
22% of the activity with androsterone
-
-
?
11-deoxycortisol + NADH + H+
? + NAD+
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i.e. 4-pregnen-17,21-diol-3,20-dione, 49.8% of the activity compared to cortisone
-
-
?
11-deoxycortisol + NADH + H+
? + NAD+
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i.e. 4-pregnen-17,21-diol-3,20-dione, 49.8% of the activity compared to cortisone
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-
?
17alpha-hydroxy-3,20-dioxo-4-pregnen-21-oate + NADH
17,20alpha-dihydroxy-4-pregnen-3-one-21-oate + NAD+
-
-
-
-
?
17alpha-hydroxy-3,20-dioxo-4-pregnen-21-oate + NADH
17,20alpha-dihydroxy-4-pregnen-3-one-21-oate + NAD+
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-
-
-
?
17alpha-hydroxy-3,20-dioxo-4-pregnen-21-oate + NADH
17,20alpha-dihydroxy-4-pregnen-3-one-21-oate + NAD+
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-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
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-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
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4.3% of the activity with p-nitrobenzaldehyde
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-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
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-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
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-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
4.3% of the activity with p-nitrobenzaldehyde
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-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
20beta-hydroxysteroid dehydrogenase activity is reduced in diabetic rats
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r
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
-
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?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
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?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
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?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
17alpha-hydroxyprogesterone reduction in non-flagellated germ cells and in spermatozoa
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
enzyme wild type A and B, mutants of enzyme type A and B
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
r
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-pregn-4-ene-3-one + NADP+
-
-
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
4% of the activity with androsterone
-
-
?
17beta-estradiol + NAD+
estrone + NADH + H+
4% of the activity with androsterone
-
-
?
20alpha-hydroxyprogesterone + NAD+
? + NADH
2% of the activity with androsterone
-
-
?
20alpha-hydroxyprogesterone + NAD+
? + NADH
2% of the activity with androsterone
-
-
?
20beta-hydroxycortisone + NADH + H+
cortisone + NADH + H+
-
under in vitro conditions, the enzyme catalyzes reductive reaction far more readily than oxidative reaction
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-
r
20beta-hydroxycortisone + NADH + H+
cortisone + NADH + H+
-
under in vitro conditions, the enzyme catalyzes reductive reaction far more readily than oxidative reaction
-
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r
20beta-hydroxyprogesterone + NAD+
? + NADH
69% of the activity with androsterone
-
-
?
20beta-hydroxyprogesterone + NAD+
? + NADH
69% of the activity with androsterone
-
-
?
3,20-dioxo-4-pregnen-21-oic acid + NADH
20beta-hydroxy-3-oxo-4-pregnen-21-oic acid + NAD+
-
-
-
?
3,20-dioxo-4-pregnen-21-oic acid + NADH
20beta-hydroxy-3-oxo-4-pregnen-21-oic acid + NAD+
-
-
-
-
?
3alpha,20beta-hydroxysteroid androstanes or pregnane derivatives + NAD(P)H
?
-
enzyme belongs to the group of short-chain dehydrogenases
-
-
?
3alpha,20beta-hydroxysteroid androstanes or pregnane derivatives + NAD(P)H
?
-
enzyme belongs to the group of short-chain dehydrogenases
-
-
r
4-acetyl-N-(cyclohexylcarbamoyl)benzenesulfonamide + NADPH
hydroxyhexamide + NADP+
-
male-specific and androgen-dependent activity, competitive to progesterone, cortisone, cortisol and 17alpha-hydroxyprogestrone consumption
-
?
4-acetyl-N-(cyclohexylcarbamoyl)benzenesulfonamide + NADPH
hydroxyhexamide + NADP+
-
male-specific and androgen-dependent activity, competitive to progesterone, cortisone, cortisol and 17alpha-hydroxyprogestrone consumption
-
?
5alpha-androstan-17beta-ol-3-one + NAD(P)H + H+
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
-
i.e. 5alpha-dihydrotestosterone
-
?
5alpha-androstan-17beta-ol-3-one + NAD(P)H + H+
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
-
i.e. 5alpha-dihydrotestosterone
-
-
?
5alpha-androstan-17beta-ol-3-one + NAD(P)H + H+
5alpha-androstan-3alpha,17beta-diol + NAD(P)+
-
i.e. 5alpha-dihydrotestosterone
ratio 4:3
?
corticosterone + NADH + H+
? + NAD+
-
i.e. 4-pregnen-11beta,21-diol-3,20-dione, 39.8% of the activity compared to cortisone
-
-
?
corticosterone + NADH + H+
? + NAD+
-
i.e. 4-pregnen-11beta,21-diol-3,20-dione, 39.8% of the activity compared to cortisone
-
-
?
cortisone + NAD(P)H
17alpha,20beta,21-trihydroxy-pregn-4-ene-3,11-dione + NAD(P)+
-
-
-
-
?
cortisone + NAD(P)H
17alpha,20beta,21-trihydroxy-pregn-4-ene-3,11-dione + NAD(P)+
-
-
-
-
?
cortisone + NAD(P)H
17alpha,20beta,21-trihydroxy-pregn-4-ene-3,11-dione + NAD(P)+
-
i.e. 17beta,21-dihydroxy-pregn-4-ene-3,11,20-trione
-
?
cortisone + NAD(P)H
17alpha,20beta,21-trihydroxy-pregn-4-ene-3,11-dione + NAD(P)+
-
i.e. 17beta,21-dihydroxy-pregn-4-ene-3,11,20-trione
-
-
?
cortisone + NADH + H+
20beta-hydroxycortisone + NAD+
-
the equilibrium for the recombinant enzyme clearly favors the reductive direction. Cortisol is the preferred substrate, as it is more rapidly converted to 20beta-dihydrocortisol relative to other structurally similar steroids tested
-
-
r
cortisone + NADH + H+
20beta-hydroxycortisone + NAD+
-
the equilibrium for the recombinant enzyme clearly favors the reductive direction. Cortisol is the preferred substrate, as it is more rapidly converted to 20beta-dihydrocortisol relative to other structurally similar steroids tested
-
-
r
cortisone + NADPH + H+
20beta-hydroxycortisone + NADP+
-
-
i.e. 4-pregnen-17alpha,20beta,21-triol-3,11-dione
-
?
cortisone + NADPH + H+
20beta-hydroxycortisone + NADP+
-
no activity with NAD+
-
-
?
deoxycorticosterone + NADPH
20,21-dihydroxypregn-4-ene-3-one + NADP+
-
-
-
-
?
deoxycorticosterone + NADPH
20,21-dihydroxypregn-4-ene-3-one + NADP+
-
i.e. 21-hydroxypregn-4-ene-3,20-dione, 21-hydroxyprogesterone
-
-
?
epiandrosterone + NAD+
? + NADH
3% of the activity with androsterone
-
-
?
epiandrosterone + NAD+
? + NADH
3% of the activity with androsterone
-
-
?
progesterone + NAD(P)H
20beta-hydroxy-pregn-4-ene-3-one + NAD(P)+
-
-
-
?
progesterone + NAD(P)H
20beta-hydroxy-pregn-4-ene-3-one + NAD(P)+
-
-
-
r
progesterone + NAD(P)H
20beta-hydroxy-pregn-4-ene-3-one + NAD(P)+
-
-
-
?
progesterone + NAD(P)H
20beta-hydroxy-pregn-4-ene-3-one + NAD(P)+
-
-
-
-
?
progesterone + NAD(P)H
20beta-hydroxy-pregn-4-ene-3-one + NAD(P)+
-
-
-
-
?
progesterone + NADPH
20beta-hydroxy-pregn-4-ene-3-one + NADP+
2.5% of the activity with p-nitrobenzaldehyde
-
-
?
progesterone + NADPH
20beta-hydroxy-pregn-4-ene-3-one + NADP+
-
-
-
?
progesterone + NADPH
20beta-hydroxy-pregn-4-ene-3-one + NADP+
-
20beta-hydroxysteroid dehydrogenase activity is reduced in diabetic rats
-
r
tetrahydrocortisol + NADH + H+
? + NAD+
-
i.e. 5beta-pregnan-3alpha,11beta,17,21-tetrol-20-one, 49.2% of the activity compared to cortisone
-
-
?
tetrahydrocortisol + NADH + H+
? + NAD+
-
i.e. 5beta-pregnan-3alpha,11beta,17,21-tetrol-20-one, 49.2% of the activity compared to cortisone
-
-
?
additional information
?
-
-
catalyzes the oxidoreduction of a variety of steroid substrates, including the steroid antibiotic fusidic acid, catalyzes the interconversion of hydroxy and oxo groups at position 3 of the steroid ring structure, enzyme is capable of catalyzing the carbonyl reduction of non-steroidal xenobiotic carbonyl compounds, contributes to the bioremediation of natural and synthetic toxicants, plays a central role in steroid metabolism
-
-
?
additional information
?
-
catalyzes the NADPH reduction of carbonyl compounds and steroids, steroidogenic enzyme, key enzyme for the production of maturation-induced steroid
-
-
?
additional information
?
-
the enzyme plays an important role in the meiotic maturation of tilapia gametes
-
-
?
additional information
?
-
-
the enzyme plays an important role in the meiotic maturation of tilapia gametes
-
-
?
additional information
?
-
-
enzyme cannot catalyze the reduction of 11-hydroxy- or 11-oxo-C21-steroids, i.e. cortisol, corticosterone, cortisone
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
(Substrate)
LITERATURE
(Substrate)
(Substrate)
COMMENTARY
(Product)
(Product)
LITERATURE
(Product)
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
maturation-inducing hormone of oocytes
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
-
?
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
20beta-hydroxysteroid dehydrogenase activity is reduced in diabetic rats
-
r
17alpha-hydroxyprogesterone + NADPH + H+
17alpha,20beta-dihydroxy-4-pregnene-3-one + NADP+
-
-
-
-
?
3alpha,20beta-hydroxysteroid androstanes or pregnane derivatives + NAD(P)H
?
-
enzyme belongs to the group of short-chain dehydrogenases
-
-
?
3alpha,20beta-hydroxysteroid androstanes or pregnane derivatives + NAD(P)H
?
-
enzyme belongs to the group of short-chain dehydrogenases
-
-
r
progesterone + NADPH
20beta-hydroxy-pregn-4-ene-3-one + NADP+
-
-
-
?
progesterone + NADPH
20beta-hydroxy-pregn-4-ene-3-one + NADP+
-
20beta-hydroxysteroid dehydrogenase activity is reduced in diabetic rats
-
r
additional information
?
-
-
catalyzes the oxidoreduction of a variety of steroid substrates, including the steroid antibiotic fusidic acid, catalyzes the interconversion of hydroxy and oxo groups at position 3 of the steroid ring structure, enzyme is capable of catalyzing the carbonyl reduction of non-steroidal xenobiotic carbonyl compounds, contributes to the bioremediation of natural and synthetic toxicants, plays a central role in steroid metabolism
-
-
?
additional information
?
-
catalyzes the NADPH reduction of carbonyl compounds and steroids, steroidogenic enzyme, key enzyme for the production of maturation-induced steroid
-
-
?
additional information
?
-
the enzyme plays an important role in the meiotic maturation of tilapia gametes
-
-
?
additional information
?
-
-
the enzyme plays an important role in the meiotic maturation of tilapia gametes
-
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NADH
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protects enzyme almost completely against proteolysis with Glu-C protease and trypsin
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