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

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The enzyme appears in viruses and cellular organisms

EC NUMBER
COMMENTARY
1.1.1.145
-
RECOMMENDED NAME
GeneOntology No.
3beta-hydroxy-DELTA5-steroid dehydrogenase
REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
-
-
-
-
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
structure-function relationship
-
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
catalytic residues are Lys159 and Tyr154, structure/function analysis of isozyme 1
P14060, P26439
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
catalytic residues are Lys159 and Tyr154, structure/function analysis of isozyme 2
P14060, P26439
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
substrate binding and active site residues, overview
P14060
a 3beta-hydroxy-DELTA5-steroid + NAD+ = a 3-oxo-DELTA5-steroid + NADH + H+
show the reaction diagram
enzyme forms a ternary complex with NAD+ binding before sterol binding
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
androgen and estrogen metabolism
-
-
androgen biosynthesis
-
-
androstenedione degradation
-
-
cholesterol degradation to androstenedione II (cholesterol dehydrogenase)
-
-
Metabolic pathways
-
-
progesterone biosynthesis
-
-
sitosterol degradation to androstenedione
-
-
Steroid degradation
-
-
Steroid hormone biosynthesis
-
-
SYSTEMATIC NAME
IUBMB Comments
3beta-hydroxy-DELTA5-steroid:NAD+ 3-oxidoreductase
This activity is found in several bifunctional enzymes that catalyse the oxidative conversion of Delta5-3-hydroxy steroids to a Delta4-3-oxo configuration. This conversion is carried out in two separate, sequential reactions; in the first reaction, which requires NAD+, the enzyme catalyses the dehydrogenation of the 3beta-hydroxy steroid to a 3-oxo intermediate. In the second reaction the reduced coenzyme, which remains attached to the enzyme, activates the isomerization of the Delta5 form to a Delta4 form (cf. EC 5.3.3.1, steroid Delta-isomerase). Substrates include dehydroepiandrosterone (which is converted into androst-5-ene-3,17-dione), pregnenolone (converted to progesterone) and cholest-5-en-3-one, an intermediate of cholesterol degradation.
SYNONYMS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
3-beta-hydroxy-5-ene steroid dehydrogenase
-
-
-
-
3-beta-hydroxy-delta(5)-steroid dehydrogenase
-
-
-
-
3beta hydroxysteroid dehydrogenase
P22071
-
3beta-HSD
-
-
3beta-HSD
-
-
3beta-HSD
Pseudomonas sp. TB
-
-
-
3beta-HSD
Q0G9Z6
-
3beta-HSD
P22071
-
3beta-HSD
-
-
3beta-HSD
Q9N119
-
3beta-HSD
-
-
3beta-HSD
Taenia crassiceps WFU
-
-
-
3beta-HSD
-
-
3beta-HSD type II
-
-
3beta-HSD1
-
-
3beta-HSD1
-
isoform
3beta-HSD1
P14060
-
3beta-HSD2
-
-
3beta-HSD2
-
isoform
3beta-HSD2
P26439
-
3beta-HSD22
P26439
-
3beta-HSDH
-
-
-
-
3beta-HSD_1
P14060
-
3beta-hydroxy steroid dehydrogenase/5-ene-4-ene isomerase
-
-
-
-
3beta-hydroxy steroid dehydrogenase/isomerase
-
-
-
-
3beta-hydroxy-5-ene steroid dehydrogenase
-
-
-
-
3beta-hydroxy-5-ene-steroid dehydrogenase
-
-
-
-
3beta-hydroxy-5-ene-steroid oxidoreductase
-
-
-
-
3beta-hydroxy-DELTA5-C27-steroid dehydrogenase/isomerase
-
-
-
-
3beta-hydroxy-DELTA5-C27-steroid oxidoreductase
-
-
-
-
3beta-hydroxysteroid dehydrogenase
-
-
3beta-hydroxysteroid dehydrogenase
-
-
3beta-hydroxysteroid dehydrogenase
P26439
-
3beta-hydroxysteroid dehydrogenase
P9WQP7
-
3beta-hydroxysteroid dehydrogenase
P9WQP7
-
-
3beta-hydroxysteroid dehydrogenase
-
-
3beta-hydroxysteroid dehydrogenase
Q9N119
-
3beta-hydroxysteroid dehydrogenase
-
-
3beta-hydroxysteroid dehydrogenase
Taenia crassiceps WFU
-
-
-
3beta-hydroxysteroid dehydrogenase
-
-
3beta-hydroxysteroid dehydrogenase 1
-
-
3beta-hydroxysteroid dehydrogenase type 1
-
-
3beta-hydroxysteroid dehydrogenase type 1
-
isoform
3beta-hydroxysteroid dehydrogenase type 1
-
-
3beta-hydroxysteroid dehydrogenase type 2
-
-
3beta-hydroxysteroid dehydrogenase type 2
-
isoform
3beta-hydroxysteroid dehydrogenase type II
-
-
3beta-hydroxysteroid dehydrogenase type1
-
-
3beta-hydroxysteroid dehydrogenase/DELTA5-DELAT4 isomerase type 2
-
-
3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4 isomerase
Q0G9Z6
-
3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4-isomerase
-
-
3beta-hydroxysteroid dehydrogenase/DELTA5-DELTA4-isomerase type II
-
-
3beta-hydroxysteroid dehydrogenase/isomerase
-
-
3beta-hydroxysteroid dehydrogenase/isomerase
Pseudomonas sp. TB
-
-
-
3beta-hydroxysteroid dehydrogenase/isomerase
-
-
3beta-hydroxysteroid dehydrogenase/isomerase type 1
P14060
-
3betaHSD
Q9N119
-
3betaHSD1
-
-
3betaHSD2
P26439
-
3betaHSD2
-
-
5-ene-3-beta-hydroxysteroid dehydrogenase
-
-
-
-
5alpha-dihydrotestosterone 3beta-hydroxysteroid dehydrogenase
-
-
-
-
dehydrogenase, 3beta-hydroxy-DELTA5-steroid
-
-
-
-
DELTA5-3beta-hydroxysteroid dehydrogenase
-
-
-
-
DHRS4
-
-
HSD3B
Q9N119
-
HSD3B2
-
-
progesterone reductase
-
-
-
-
steroid-DELTA5-3beta-ol dehydrogenase
-
-
-
-
type 1 3beta-hydroxysteroid dehydrogenase
P14060
-
type 1 3beta-hydroxysteroid dehydrogenase/isomerase
P14060
-
type 2 3beta-hydroxysteroid dehydrogenase
P26439
-
type 2 3beta-hydroxysteroid dehydrogenase/isomerase
P26439
-
HSDB1
-
gene name
additional information
P14060
the enzyme belongs to the short chain dehydrogenase/reductase family
CAS REGISTRY NUMBER
COMMENTARY
9044-85-3
-
ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
Digitalis lanata EHRH
-
SwissProt
Manually annotated by BRENDA team
Digitalis lanata L.
L.
-
-
Manually annotated by BRENDA team
3beta-HSD I; 3beta-HSD II
-
-
Manually annotated by BRENDA team
3beta-HSD1
SwissProt
Manually annotated by BRENDA team
3beta-HSD1; isozyme 3beta-HSD1, bifunctional enzyme
SwissProt
Manually annotated by BRENDA team
3beta-HSD1; type 1 isozyme
SwissProt
Manually annotated by BRENDA team
3beta-HSD2
SwissProt
Manually annotated by BRENDA team
3beta-HSD2; isozyme 3beta-HSD2, bifunctional enzyme
SwissProt
Manually annotated by BRENDA team
isoform 3betaHSD1
SwissProt
Manually annotated by BRENDA team
isoform 3betaHSD2
SwissProt
Manually annotated by BRENDA team
isoform DHRS4
-
-
Manually annotated by BRENDA team
isoforms Hsd3B1, Hsd3B2
-
-
Manually annotated by BRENDA team
type 1 enzyme
-
-
Manually annotated by BRENDA team
type 2 isozyme, gene HSD3B2
-
-
Manually annotated by BRENDA team
product of Rv1106c
-
-
Manually annotated by BRENDA team
ram
-
-
Manually annotated by BRENDA team
Pseudomonas sp. 10590
-
-
-
Manually annotated by BRENDA team
Pseudomonas sp. TB
TB
-
-
Manually annotated by BRENDA team
i.e. RGV, 9506
SwissProt
Manually annotated by BRENDA team
; male SpragueDawley rats, type I and IV isozymes
-
-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
bifunctional enzyme that also catalyzes the reaction of the steroid DELTA5-DELTA4 isomerase, EC 5.3.3.1; large White and Meishan pigs, bifunctional enzyme
SwissProt
Manually annotated by BRENDA team
boar
-
-
Manually annotated by BRENDA team
strain WFU
-
-
Manually annotated by BRENDA team
Taenia crassiceps WFU
strain WFU
-
-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
physiological function
-
isoform 3betaHSD2 associates with the inner mitochondrial membrane but does not integrate into the membrane. 3betaHSD2 forms a transient association with the translocases Tim50 and Tom22 and with Tim23. This association occurs primarily through the interaction of Tim50 with the N-terminus of 3betaHSD2 and contributes to enzymatic activity. Tim50 knockdown inhibits catalysis of dehydroepiandrostenedione to androstenedione and pregnenolone to progesterone. Although Tim50 knockdown decreases 3betaHSD2 expression, restoration of expression via proteasome and protease inhibition does not rescue activity
SUBSTRATE
PRODUCT                      
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(S)-1-indanol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
r
(S)-1-tetralol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
r
(S)-phenyl-1-butanol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
r
1,4-naphthoquinone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
1-phenylisatin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
11beta,17alpha,21-trihydroxy-4-pregnen-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-4-pregnen-20-one + NADP+
show the reaction diagram
-
-
-
-
?
11beta,17alpha,21-trihydroxy-5alpha-pregnane-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-5alpha-pregnan-20-one + NADP+
show the reaction diagram
-
-
-
-
?
11beta,17alpha,21-trihydroxy-5beta-pregnane-3,20-dione + NADPH
3beta,11beta,17alpha,21-tetrahydroxy-5beta-pregnan-20-one + NADP+
show the reaction diagram
-
-
-
-
?
13,14-dihydro-15-keto-prostaglandin F2 + NADPH
?
show the reaction diagram
-
-
-
-
?
13,14-dihydro-15-keto-prostaglandin F2alpha + NADPH
?
show the reaction diagram
-
-
-
-
?
16alpha-hydroxy-dehydroepiandrosterone + NAD+
?
show the reaction diagram
-
-
-
-
?
16alpha-hydroxy-dehydroepiandrosterone + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
16beta-hydroxy-dehydroepiandrosterone + NAD+
?
show the reaction diagram
-
-
-
-
?
16beta-hydroxy-dehydroepiandrosterone + NAD+
? + NADH
show the reaction diagram
-
-
-
-
?
17-hydroxyprogesterone + NADPH
3beta,17-dihydroxy-4-pregnen-20-one + NADP+
show the reaction diagram
-
-
-
-
?
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
17beta-hydroxy-5alpha-androstane-3-one + NADPH
3beta,17beta-dihydroxy-5alpha-androstane + NADP+
show the reaction diagram
-
-
-
-
?
17beta-hydroxy-5beta-androstane-3-one + NADPH
3beta,17beta-dihydroxy-5beta-androstane + NADP+
show the reaction diagram
-
-
-
-
?
2,3-heptanedione + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
2,3-hexanedione + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
2,3-pentanedione + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
-
r
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
3beta,17alpha-dihydroxy-5-pregnen-20-one + NAD(P)+
17alpha-hydroxypregn-5-ene-3,20-dione + NAD(P)H
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
?
3beta,7alpha-dihydroxy-5-cholestenoic acid + NAD+
7alpha-hydroxy-3-oxo-5-cholestenoic acid + NADH
show the reaction diagram
-
-
-
-
?
3beta-hydroxy-5-androsten-17-one + NAD+
androstendione + NADH + H+
show the reaction diagram
Taenia crassiceps, Taenia solium, Taenia crassiceps WFU
-
-
-
-
?
3beta-hydroxyandrostan-17-one + NAD+
androstan-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
4,4'-dimethylbenzil + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
4-androsten-17beta-ol-3-one + NADH + H+
4-androsten-3beta,17beta-diol + NAD+
show the reaction diagram
Q93Y47
-
-
-
r
4-androsten-3beta,17beta-diol + NAD+
4-androsten-17beta-ol-3-one + NADH
show the reaction diagram
-
-
-
-
?
4-benzoylpyridine + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
4-benzylpyridine + NADPH
?
show the reaction diagram
-
-
-
-
?
4-carboxybenzaldehyde + NADP+ + H2O
4-carboxybenzoic acid + NADPH + H+
show the reaction diagram
-
-
-
-
?
4-hexanoylpyridine + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
4-nitroacetophenone + NADPH
1-(4-nitrophenyl)ethanol + NADP+
show the reaction diagram
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
4-nitrobenzyl alcohol + NADP+
show the reaction diagram
-
-
-
-
?
4-nitrobenzaldehyde + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
5,16-androstadien-3beta-ol + NAD+
5,16-androstadien-3-one + NADH
show the reaction diagram
-
-
-
-
?
5-androsten-3beta-ol-17-one + NAD+
5-androsten-3,17-dione + NADH
show the reaction diagram
Q93Y47
-
-
-
r
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
show the reaction diagram
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
show the reaction diagram
-
trivial name pregnenolone
-
-
?
5alpha-androstan-3beta-ol-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
-
5alpha-androstan-3beta-ol-17-one + NADP+
5alpha-androstan-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
r
5alpha-androstane-3,17-dione + NADPH
3beta-hydroxy-5alpha-androstane-17-one + NADP+
show the reaction diagram
-
-
-
-
?
5alpha-androstane-3,17-dione + NADPH
5alpha-androstane-3beta-ol-17-one + NADP+
show the reaction diagram
-
-
-
-
r
5alpha-androstane-3beta,17beta-diol + NADP+
5alpha-androstane-17beta-ol-3-one + NADPH
show the reaction diagram
-
-
-
-
r
5alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH
show the reaction diagram
-
-
-
-
r
5alpha-dihydrotestosterone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
5alpha-dihydrotestosterone + NADPH
5alpha-androstane-3beta,17beta-diol + NADP+
show the reaction diagram
-
-
-
-
?
5alpha-pregnan-3beta-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH
show the reaction diagram
-
-
-
-
?
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
show the reaction diagram
-
-
-
-
?
5alpha-pregnane-3,20-dione + NAD(P)H
5alpha-pregnane-3beta-ol-20-one + NAD(P)+
show the reaction diagram
Digitalis lanata, Digitalis lanata L.
-
-
-
-
r
5alpha-pregnane-3,20-dione + NADH
5alpha-pregnane-3beta-ol-20-one + NAD+
show the reaction diagram
Q93Y47
-
-
-
r
5alpha-pregnane-3,20-dione + NADPH
5beta-pregnane-3,20-dione + NADPH
show the reaction diagram
-
-
-
-
r
5alpha-pregnane-3beta-ol-20-one + NAD+
5alpha-pregnane-3,20-dione + NADH
show the reaction diagram
Q93Y47
-
-
-
r
5alpha-pregnane-3beta-ol-20-one + NADP+
5alpha-pregnane-3,20-dione + NADPH
show the reaction diagram
-
-
-
-
r
5beta-androstan-17beta-ol-3-one + NADPH
5beta-androstane-3beta,17beta-diol + NADP+
show the reaction diagram
-
-
-
-
r
5beta-androstan-3beta-ol-17-one + NADP+
5beta-androstane-3,17-dione + NADPH
show the reaction diagram
-
-
-
-
r
5beta-androstane-3,17-dione + NADPH
3beta-hydroxy-5beta-androstane-17-one + NADP+
show the reaction diagram
-
-
-
-
?
5beta-androstane-3,17-dione + NADPH
5beta-androstan-3beta-ol-17-one + NADP+
show the reaction diagram
-
-
-
-
r
5beta-androstane-3beta,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH
show the reaction diagram
-
-
-
-
r
5beta-pregnan-20alpha-ol-3-one + NADPH + H+
5beta-pregnan-3beta,20alpha-diol + NADP+
show the reaction diagram
-
-
-
-
r
5beta-pregnan-3beta-ol-20-one + NADP+
5beta-pregnan-3,20-dione + NADPH
show the reaction diagram
-
-
-
-
r
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
show the reaction diagram
-
-
-
-
?
5beta-pregnane-3,20-dione + NAD(P)H + H+
5beta-pregnane-3beta-ol-20-one + NAD(P)+
show the reaction diagram
Digitalis lanata, Digitalis lanata L.
-
-
-
-
r
5beta-pregnane-3,20-dione + NADH + H+
5beta-pregnane-3beta-ol-20-one + 5beta-pregnane-3alpha-ol-20-one + NAD+
show the reaction diagram
Q93Y47
-
-
-
r
5beta-pregnane-3,20-dione + NADPH + H+
5beta-pregnan-3beta-ol-20-one + NADP+
show the reaction diagram
-
-
-
-
r
5beta-pregnane-3beta,20alpha-diol + NADP+
5beta-pregnane-20alpha-ol-3-one + NADPH + H+
show the reaction diagram
-
-
-
-
r
5beta-pregnane-3beta-ol-20-one + NAD+
5beta-pregnane-3,20-dione + NADH + H+
show the reaction diagram
Q93Y47
-
-
-
r
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione + NADPH
? + NADP+
show the reaction diagram
-
major product has S-configuration
-
-
r
7alpha,25-dihydroxycholesterol + NAD+
7alpha,25-dihydroxy-4-cholesten-3-one + NADH
show the reaction diagram
-
-
-
-
?
7alpha,27-dihydroxycholesterol + NAD+
7alpha,27-dihydroxy-4-cholesten-3-one + NADH
show the reaction diagram
-
-
-
-
?
7alpha-hydroxycholesterol + NAD+
7alpha-hydroxy-4-cholesten-3-one + NADH
show the reaction diagram
-
-
-
-
?
9,10-phenanthrenequinone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
9,10-phenanthrenequinone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
-
9,10-phenantrenequinone + NADPH
?
show the reaction diagram
-
-
-
-
?
all-trans-retinal + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
all-trans-retinol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
r
androst-5-en-3,17-dione + NADH
dehydroepiandrosterone + NAD+
show the reaction diagram
-
-
-
-
r
androst-5-ene-3beta-ol-17-one + NAD+
androst-5-ene-3,17-dione + NADH
show the reaction diagram
Digitalis lanata, Digitalis lanata L.
-
-
-
-
ir
androstendiol + NAD+
testosterone + NADH + H+
show the reaction diagram
Taenia crassiceps, Taenia solium, Taenia crassiceps WFU
-
-
-
-
?
androstenedione + NADPH + H+
3beta-hydroxy-5-androsten-17-one + NADP+
show the reaction diagram
-
-
-
-
?
androstenone + NADH
beta-androstenol + NAD+
show the reaction diagram
Q9N119
-
-
-
?
benzil + NADPH
(R)-benzoin + NADP+
show the reaction diagram
-
enantiomeric purity of 97% enantiomeric excess
-
-
r
camphorquinone + NADPH + H+
camphorquinol + NADP+
show the reaction diagram
-
-
-
-
?
caprinaldehyde + NADPH
?
show the reaction diagram
-
-
-
-
?
cholesterol + NAD+
cholest-5-en-3-one + NADH
show the reaction diagram
-
-
-
-
?
cyclohexanone + NADPH
cyclohexanol + NADP+
show the reaction diagram
-
-
-
-
?
D-galactose + NADPH
?
show the reaction diagram
-
-
-
-
?
D-glucose + NADPH
?
show the reaction diagram
-
-
-
-
?
D-glucuronic acid + NADPH
?
show the reaction diagram
-
-
-
-
?
D-glyceraldehyde + NADPH
?
show the reaction diagram
-
-
-
-
?
D-xylose + NADPH
?
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
-
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
-
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
-
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
r
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
P9WQP7
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
?
dehydroepiandrosterone + NAD+
?
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
?
show the reaction diagram
-
-
-
-
r
dehydroepiandrosterone + NAD+
?
show the reaction diagram
-
-
-
-
r
dehydroepiandrosterone + NAD+
?
show the reaction diagram
P14060, P26439
-
-
-
r
dehydroepiandrosterone + NAD+
?
show the reaction diagram
P14060, P26439
-
-
-
-
dehydroepiandrosterone + NAD+
?
show the reaction diagram
P14060, P26439
isozyme type 1
-
-
?
dehydroepiandrosterone + NAD+
?
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
r
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NADH + H+
androsterone + NAD+
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NADPH
3beta-hydroxy-5-androsten-17-one + NADP+
show the reaction diagram
-
-
-
-
?
dehydrolithocholic acid + NADPH
isolithocholic acid + NADP+
show the reaction diagram
-
-
-
-
r
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
show the reaction diagram
Q0G9Z6
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
show the reaction diagram
-
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, the enzyme performs the 3beta-hydroxysteroid dehydrogenase and DELTA5-DELTA4 isomerase reactions
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
show the reaction diagram
Q0G9Z6
the enzyme performs the 3beta-hydroxysteroid dehydrogenase and DELTA5-DELTA4 isomerase reactions
-
-
?
diacetyl + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
dimethyl-2-oxo-glutarate + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
hexanophenone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
hydritantin + NADPH
?
show the reaction diagram
-
-
-
-
?
isatin + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
isolithocholic acid + NADP+
dehydrolithocholic acid + NADPH
show the reaction diagram
-
-
-
-
r
menadione + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
menadione + NADPH
menadiol + NADP+
show the reaction diagram
-
-
-
-
?
n-butyrophenone + NADPH
(S)-1-phenyl1-butanol + NADP+
show the reaction diagram
-
major product
-
-
r
phenylglyoxal + NADPH
?
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
Digitalis lanata, Digitalis lanata L.
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
P14060, P26439
isozyme type 2
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
Taenia crassiceps WFU
-
-
-
-
?
pregnenolone + NAD+
isoprogesterone + progesterone + NADH
show the reaction diagram
Q93Y47
-
about 90% odf product is isoprogesterone
-
r
pregnenolone + NAD+
isoprogesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
isoprogesterone + NADH + H+
show the reaction diagram
Digitalis lanata EHRH
Q93Y47
-
-
-
?
pregnenolone + NAD+
progesterone + NADH
show the reaction diagram
P26439
-
-
-
?
pregnenolone + NAD+
progesterone + NADH
show the reaction diagram
-
-
-
-
?
progesterone + NADPH
3beta-hydroxy-4-pregnen-20-one + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin E1 + NADPH
?
show the reaction diagram
-
-
-
-
?
prostaglandin E2 + NADPH
?
show the reaction diagram
-
-
-
-
?
pyridine-4-aldehyde + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
sitosterol + NAD+
3-oxo-24-ethyl-cholest-5-ene + NADH + H+
show the reaction diagram
Pseudomonas sp., Pseudomonas sp. 10590
-
the enzyme is involved in the catabolic pathway for the degradation of sitosterol to androstenedione
-
-
?
testosterone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
testosterone + NADPH + H+
3beta,17beta-dihydroxy-4-androsten + NADP+
show the reaction diagram
-
-
-
-
?
valerophenone + NADPH
? + NADP+
show the reaction diagram
-
-
-
-
r
methylglyoxal + NADPH
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
-
no reaction with OH in 3alpha, 17beta, 11beta, 21 position
-
-
-
additional information
?
-
-
no reaction with OH in 17alpha, 17beta, 20alpha, 20beta position
-
-
-
additional information
?
-
-
specific for 3beta-OH group in steroids with trans configuration of A/B rings and DELTA5-double bond
-
-
-
additional information
?
-
-
enzyme regulation by steroids, overview
-
-
-
additional information
?
-
Q9N119
relationship between the expression of hepatic but not testicular enzyme with androstenone deposition in pig adipose tissue, overview
-
-
-
additional information
?
-
P14060
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
?
-
P14060, P26439
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
?
-
-
the enzyme is regulated on expression not on catalytic activity level
-
-
-
additional information
?
-
P14060, P26439
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
-
additional information
?
-
P14060, P26439
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
-
additional information
?
-
Q9N119
bifunctional enzyme that also catalyzes the reaction of the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1
-
-
-
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
?
-
-
enzyme exhibits high stereo-selectivity yielding 3-beta-hydroxysteroids from 3-ketosteroids
-
-
-
additional information
?
-
Q93Y47
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
?
-
P26439
using fluorescence resonance energy transfer, it is shown that 3betaHSD2 interacts strongly with a mixture of dipalmitoylphosphatidylglycerol and dipalmitoylphosphatidylcholine, 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
?
-
Digitalis lanata EHRH
Q93Y47
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
-
-
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate)
LITERATURE
(Substrate)
COMMENTARY
(Product)
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
17alpha-hydroxypregnenolone + NAD+
17alpha-hydroxy-pregn-5-en-3,20-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
show the reaction diagram
-
-
-
-
?
5-pregnen-3beta-ol-2-one + NAD+
progesterone + NADH
show the reaction diagram
-
trivial name pregnenolone
-
-
?
androstenone + NADH
beta-androstenol + NAD+
show the reaction diagram
Q9N119
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
-
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
-
-
-
-
?
dehydroepiandrosterone + NAD+
?
show the reaction diagram
P14060, P26439
isozyme type 1
-
-
?
dehydroepiandrosterone + NAD+
androst-5-en-3,17-dione + NADH
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
?
dehydroepiandrosterone + NADH + H+
androsterone + NAD+
show the reaction diagram
-
-
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
show the reaction diagram
Q0G9Z6
the enzyme is essential for biosynthesis of all classes of steroid hormones
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
Digitalis lanata, Digitalis lanata L.
-
-
-
-
ir
pregnenolone + NAD(P)+
pregn-5-en-3,20-dione + NAD(P)H
show the reaction diagram
Pseudomonas sp. TB
-
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH
show the reaction diagram
P14060, P26439
-
-
-
?
pregnenolone + NAD+
pregn-5-en-3,20-dione + NADH
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
-
-
-
-
?
pregnenolone + NAD+
progesterone + NADH + H+
show the reaction diagram
P14060, P26439
isozyme type 2
-
-
?
DELTA5-3beta-hydroxysteroid + NAD+
DELTA4-3-oxosteroid + NADH + H+
show the reaction diagram
-
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
-
-
?
additional information
?
-
-
enzyme regulation by steroids, overview
-
-
-
additional information
?
-
Q9N119
relationship between the expression of hepatic but not testicular enzyme with androstenone deposition in pig adipose tissue, overview
-
-
-
additional information
?
-
P14060
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
?
-
P14060, P26439
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
?
-
-
the enzyme is regulated on expression not on catalytic activity level
-
-
-
additional information
?
-
P26439
using fluorescence resonance energy transfer, it is shown that 3betaHSD2 interacts strongly with a mixture of dipalmitoylphosphatidylglycerol and dipalmitoylphosphatidylcholine
-
-
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
NAD+
-
-
NAD+
-
-
NAD+
-
cysteinyl and histidyl at NAD+-binding site
NAD+
-
more than 10fold as active as NADP+
NAD+
-
preferred
NAD+
-
NADH forms hydrogen bond with Asp35 in the NADH-wild-type 3beta-HSD1 complex
NADH
P14060, P26439
;
NADH
Q9N119
-
NADP+
-
low activity
NADP+
-
10times less effective than NAD+
NADP+
-
not
NADP+
-
33times less effective than NAD+
NADP+
-
NADPH forms hydrogen bond with Lys36 in the NADPH-wild-type 3beta-HSD1 complex. The total contribution of Asp35 and Lys36 is most favorable in the case of NADPH binding to the wild-type enzyme when compared with NADH, and Lys36 have strong electronic interaction with NADPH
NADPH
-
testicular cytosol
NADPH
-
-
additional information
-
no reaction with 3-acetylpyridine-adenine dinucleotide, nicotinamide-hypoxanthine dinucleotide, 3-acetylpyridine-hypoxanthine dinucleotide
-
additional information
-
no significant activity with NAD+/NADH
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
additional information
-
no effect of Ca2+, Sr2+, Ba2+
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
(+)-gossypol
-
potent inhibitor
(-)-gossypol
-
potent inhibitor
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
(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
P9WQP7
-
17alpha-hydroxypregnenolone
-
competitive inhibition
17beta-acetoxy-trilostane
-
-
17beta-estradiol
-
-
20alpha-hydroxy-4-pregnen-3-one
-
-
20beta-hydroxy-4-pregnen-3-one
-
-
3-Chloroacetylpyridine adenine dinucleotide
-
-
4-nonylphenol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
4alpha,5alpha-epoxy-testosterone
-
-
5'-fluorosulfonylbenzoyl adenosine
-
-
5,10-Secoestr-4-yne-3,10,17-trione
-
irreversible
6-hydroxyflavone
-
0.00056 mM, 50% inhibition; competitive
AgNO3
-
-
androstenedione
-
-
apigenin
-
-
apigenin
-
0.13 mM, 50% inhibition
Biochanin A
-
-
Biochanin A
-
; 0.00094 mM, 50% inhibition
Biochanin A
-
-
Cd2+
-
1 mM: strong
Cd2+
-
-
Cetylpyridinium chloride
-
-
Co2+
-
1 mM: weak, 100 mM: strong
Co2+
-
-
corticosterone
-
0.08 mM, 50% inhibition
Cu2+
-
1 mM: strong
Cu2+
-
-
cyanoketone
-
0.0000076 mM, 50% inhibition; competitive
daidzein
-
0.0033 mM, 50% inhibition
dehydroepiandrosterone
-
0.01 mM reduced conversion of pregnenolone to 50%
deoxycorticosterone
-
-
diethyldicarbonate
-
-
diethylhexyl phthalate
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
diethylstilbestrol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
Disulfiram
-
-
epostane
P14060, P26439
; 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
-
-
epostane
P14060, P26439
;
epostane
-
competitive inhibition
epostane
P14060, P26439
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
estradiol
-
0.0005 mM, 40% inhibition, 0.001 mM, 62% inhibition
estradiol-17beta
-
-
Fe2+
-
1 mM: weak, 100 mM: strong
flavanones
-
diverse derivatives, inhibitory potential determination, overview
-
flavones
-
diverse derivatives, inhibitory potential determination, overview
formononetin
-
-
formononetin
-
0.0032 mM, 50% inhibition
genistein
-
-
genistein
-
0.00026 mM, 50% inhibition; competitive
genistein
-
-
Hexestrol
-
-
Hg2+
-
-
isoflavones
-
diverse derivatives, inhibitory potential determination, overview
ketoconazole
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
lauric acid
-
0.05 mM, less than 10% inhibition
Mn2+
-
1 mM: weak
myricetin
-
0.011 mM, 50% inhibition
myristic acid
-
0.05 mM, less than 10% inhibition
N-(Anilino-naphthyl-4)-maleimide
-
-
N-Iodoacetyl-N'-(5-sulfo-1-naphthyl)ethylene diamine
-
-
NADH
-
mixed type inhibition
Ni2+
-
1 mM: weak, 100 mM: strong
Ni2+
-
-
Norethisterone acetate
-
-
octylphenol
-
downregulation of 3beta-hydroxysteroid dehydrogenase mRNA at all doses tested
oestradiol
-
0.00024 mM, 50% inhibition
p-chloromercuribenzoate
-
-
p-chloromercuribenzoate
-
-
phenylhexane
-
-
pregnenolone
-
competitive inhibition
progesterone
-
-
progesterone
-
0.026 mM, 50% inhibition
progesterone
-
0.025 mM, 44% inhibition, 0.05 mM, 67% inhibition
prunetin
-
-
puerarin
-
-
quercetin
-
0.084 mM, 50% inhibition
quercetin
-
-
Stilbestrol
-
-
testosterone
-
-
testosterone
-
0.0086 mM, 50% inhibition
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
-
0.004 mM, 50% inhibition
trilostane
-
0.005 mM, 56% inhibition, 0.025 mM, 90% inhibition; potent inhibition
trilostane
Q9N119
specific enzyme inhibitor
trilostane
-
-
trilostane
-
competitive
trilostane
-
treatment does not affect transcription or translation in liver or adrenal
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
-
-
trilostane
-
;
trilostane
-
human adrenal H295R cells treated with the HSD3B2 inhibitor, trilostane, demonstrate a markedly decreased androstenedione production
trilostane
P14060, P26439
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
Zn2+
-
1 mM: strong
monooctyltin
-
0.081 mM, 50% inhibition; inhibition mechanism, overview
additional information
-
structure-inhibition relationship
-
additional information
-
no inhibition by quercetin, apigenin, genistein, daidzein, enterodiol, and enterolactone
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
flutamide
-
increase in mRNA expression in testis
p-chloromercuribenzoate
-
-
testosterone
-
at low dose, increase in mRNA expression. At doses above 0.2 mg/kg/day, downregulation of 3beta-hydroxysteroid dehydrogenase mRNA
iodoacetamide
-
-
additional information
-
hypoxia-inducible factor-1alpha potentially regulates 3beta-hydroxysteroid dehydrogenase type 1 promoter activity in Leydig cells
-
additional information
-
3beta-HSD mRNA level significantly increases in Leydig cells of corticosterone-deficient rats and simultaneous corticosterone treatment completely maintains the expression at control levels
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.24
(S)-1-indanol
-
pH 7.4, 25C
0.093
(S)-1-tetralol
-
pH 7.4, 25C
0.0084
(S)-phenyl-1-butanol
-
pH 7.4, 25C
0.089
1,4-Naphthoquinone
-
pH 7.4, 25C
0.0052
1-phenylisatin
-
pH 7.4, 25C
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
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.0064
16alpha-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.0148
16alpha-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.0196
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
0.0014
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.0015
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.015
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
0.0184
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.206
17-hydroxyprogesterone
-
-
0.0035
17alpha-hydroxypregnenolone
P14060, P26439
27C, pH 7.4
0.018
17alpha-hydroxypregnenolone
P14060, P26439
27C, pH 7.4
0.684
17beta-hydroxy-5alpha-androstane-3-one
-
-
0.231
17beta-hydroxy-5beta-androstane-3-one
-
-
0.2
2,3-heptanedione
-
pH 7.4, 25C
0.55
2,3-Hexanedione
-
pH 7.4, 25C
10
2,3-Pentanedione
-
pH 7.4, 25C
0.0053
3beta,17alpha-dihydroxy-5-pregen-20-one
-
-
0.0015
4,4'-dimethylbenzil
-
pH 7.4, 25C
1
4-benzoylpyridine
-
pH 7.4, 25C
2.097
4-benzylpyridine
-
-
0.319
4-carboxybenzaldehyde
-
-
0.16
4-hexanoylpyridine
-
pH 7.4, 25C
0.137
4-Nitroacetophenone
-
-
1.966
4-Nitrobenzaldehyde
-
-
13
4-Nitrobenzaldehyde
-
pH 7.4, 25C
0.642
5-androsten-3beta-ol-17-one
-
pH 7.8, 30C
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, 25C
1.043
5alpha-androstane-3,17-dione
-
-
0.016
5alpha-dihydrotestosterone
-
pH 7.4, 25C
0.196
5alpha-pregnane-3,20-dione
-
pH 7.8, 30C
0.217
5alpha-pregnane-3,20-dione
-
-
0.116
5alpha-pregnane-3beta-ol-20-one
-
pH 7.8, 30C
0.12
5alpha-pregnane-3beta-ol-20-one
-
NAD+ as cofactor
0.0049
5beta-androstan-17beta-ol-3-one
-
pH 7.4, 25C
0.0079
5beta-androstan-3beta-ol-17-one
-
pH 7.4, 25C
0.01
5beta-androstane-3,17-dione
-
pH 7.4, 25C
0.123
5beta-androstane-3,17-dione
-
-
0.0041
5beta-androstane-3beta,17beta-diol
-
pH 7.4, 25C
0.0097
5beta-pregnan-20alpha-ol-3-one
-
pH 7.4, 25C
0.008
5beta-Pregnan-3beta-ol-20-one
-
pH 7.4, 25C
0.0029
5beta-pregnane-3,20-dione
-
pH 7.4, 25C
0.246
5beta-pregnane-3,20-dione
-
-
1.725
5beta-pregnane-3,20-dione
-
pH 7.8, 30C
0.008
5beta-pregnane-3beta,20alpha-diol
-
pH 7.4, 25C
0.11
5beta-pregnane-3beta-ol-20-one
-
NAD+ as cofactor
0.314
5beta-pregnane-3beta-ol-20-one
-
pH 7.8, 30C
0.12
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione
-
pH 7.4, 25C
0.003
7alpha,27-dihydroxycholesterol
-
-
0.0032
7alpha-hydroxycholesterol
-
-
0.0036
9,10-phenanthrenequinone
-
pH 7.4, 25C
2.408
9,10-phenanthrenequinone
-
-
0.024
all-trans-retinal
-
pH 7.4, 25C
0.001
allopregnanolone
-
-
0.13
androst-5-ene-3beta-ol-17-one
-
NAD+ as cofactor
0.00016
androstanediol
-
3betaHSD I
0.00046
androstanediol
-
3betaHSD III
0.001
androstenediol
-
-
0.0703
androstenedione
-
-
0.005
benzil
-
pH 7.4, 25C
0.555
Camphorquinone
-
-
0.69
caprinaldehyde
-
-
1.663
cyclohexanone
-
-
0.287
D-galactose
-
-
0.122
D-glucose
-
-
0.465
D-glucuronic acid
-
-
1.07
D-glyceraldehyde
-
-
0.467
D-xylose
-
-
0.00009
dehydroepiandrosterone
-
-
0.00012
dehydroepiandrosterone
-
3betaHSD VI
0.00014
dehydroepiandrosterone
-
3betaHSD I
0.00017
dehydroepiandrosterone
-
-
0.00042
dehydroepiandrosterone
-
pH 7.5, 37C
0.00049
dehydroepiandrosterone
-
3betaHSD III
0.00059
dehydroepiandrosterone
-
37C, 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
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.0017
dehydroepiandrosterone
-
-
0.0018
dehydroepiandrosterone
-
37C, pH 7.4
0.0024
dehydroepiandrosterone
-
type I
0.0028
dehydroepiandrosterone
-
mutant C72S, pH 7.4
0.0029
dehydroepiandrosterone
-
type II
0.0037
dehydroepiandrosterone
-
wild type enzyme
0.0037
dehydroepiandrosterone
-
pH 7.4
0.0037
dehydroepiandrosterone
P14060, P26439
27C, pH 7.4; pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.0037
dehydroepiandrosterone
-
27C, pH 7.4
0.0037
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.0037
dehydroepiandrosterone
-
wild-type, pH 7.4
0.0037
dehydroepiandrosterone
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0037
dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.0037
dehydroepiandrosterone
P14060, P26439
wild-type, pH 7.4, 27C
0.0044
dehydroepiandrosterone
-
mutant C72S, presence of 2-mercatoethanol pH 7.4
0.0045
dehydroepiandrosterone
-
modified enzyme
0.0045
dehydroepiandrosterone
-
mitochondria
0.005
dehydroepiandrosterone
-
-
0.0061
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.0075
dehydroepiandrosterone
-
mutant C83A, presence of 2-mercatoethanol pH 7.4
0.0077
dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.0077
dehydroepiandrosterone
P14060, P26439
mutant P195R, pH 7.4, 27C
0.0082
dehydroepiandrosterone
-
mutant E192A, pH 7.4, 27C
0.01
dehydroepiandrosterone
-
-
0.0107
dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
0.011
dehydroepiandrosterone
-
27C, pH 7.4, S123A mutant 3betaHSD1
0.0115
dehydroepiandrosterone
-
mutant C72F, presence of 2-mercatoethanol pH 7.4
0.0127
dehydroepiandrosterone
-
mutant C72F, pH 7.4
0.0156
dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.0156
dehydroepiandrosterone
P14060, P26439
wild-type, pH 7.4, 27C
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
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.0268
dehydroepiandrosterone
-
mutant C111A, pH 7.4
0.0327
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.0351
dehydroepiandrosterone
-
mutant E192A, pH 7.4, 27C
0.04
dehydroepiandrosterone
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.0405
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.042
dehydroepiandrosterone
-
pH 7.4, H156Y mutant
0.042
dehydroepiandrosterone
P14060, P26439
27C, pH 7.4, H156Y mutant 3beta-HSD1
0.042
dehydroepiandrosterone
-
27C, pH 7.4, H156Y mutant
0.0424
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant mutant H156Y; pH 7.4, 27C, recombinant mutant H156Y
0.0424
dehydroepiandrosterone
P14060, P26439
mutant H156Y, pH 7.4, 27C
0.047
dehydroepiandrosterone
-
27C, pH 7.4
0.0473
dehydroepiandrosterone
-
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.0643
dehydroepiandrosterone
-
mutant D61N, pH 7.4, 27C
0.114
dehydroepiandrosterone
-
-
0.221
dehydroepiandrosterone
-
pH 8.5, 37C
0.035
Dehydrolithocholic acid
-
pH 7.4, 25C
54
diacetyl
-
pH 7.4, 25C
1.4
dimethyl-2-oxo-glutarate
-
pH 7.4, 25C
0.036
hexanophenone
-
pH 7.4, 25C
0.466
hydritantin
-
-
0.32
isatin
-
pH 7.4, 25C
0.18
menadione
-
pH 7.4, 25C
0.693
menadione
-
-
0.048
n-butyrophenone
-
pH 7.4, 25C
0.0000047
NAD+
-
37C, pH 7.25
0.0034
NAD+
-
wild type enzyme
0.0035
NAD+
-
modified enzyme
0.0062 - 0.0066
NAD+
-
-
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
0.02
NAD+
-
-
0.0205
NAD+
-
mutant R195P, pH 7.4, 27C
0.0227
NAD+
-
mutant C111A, presence of 2-mercatoethanol pH 7.4
0.025
NAD+
P14060, P26439
27C, pH 7.4, H156Y mutant 3beta-HSD1
0.025
NAD+
-
27C, pH 7.4, H156Y mutant
0.0255
NAD+
-
mutant C111A, pH 7.4
0.0256
NAD+
P14060, P26439
pH 7.4, 27C, 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, 27C
0.034
NAD+
-
27C, pH 7.4
0.0341
NAD+
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.0341
NAD+
-
wild-type, pH 7.4
0.0341
NAD+
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0341
NAD+
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.0351
NAD+
-
mutant E192A, pH 7.4, 27C
0.036
NAD+
-
27C, pH 7.4, S123A mutant 3betaHSD1
0.0372
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.0388
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.045
NAD+
-
-
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, 27C
0.0614
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.0643
NAD+
-
mutant D61N, pH 7.4, 27C
0.0732
NAD+
-
mutant C83A, pH 7.4
0.086
NAD+
-
27C, pH 7.4
0.0863
NAD+
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.0863
NAD+
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.172
NAD+
-
cosubstrate pregnenolone, pH 8.5, 37C
0.26
NAD+
-
pH 7.8, 30C
0.27
NAD+
-
cosubstrate dehydroepiandrosterone, pH 8.5, 37C
0.0025
NADH
-
mutant E192A, pH 7.4, 27C
0.0036
NADH
-
mutant R195P, pH 7.4, 27C
0.0046
NADH
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.0055
NADH
-
mutant R195R, pH 7.4, 27C
0.0065
NADH
-
mutant E192A, pH 7.4, 27C
0.0072
NADH
-
mutant D61N, pH 7.4, 27C
0.0126
NADH
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.106
NADH
-
pH 7.8, 30C
0.0003
NADP+
-
pH 7.4, 25C
4.9
NADP+
-
-
13
NADP+
-
-
0.0003
NADPH
-
pH 7.4, 25C
2.366
Phenylglyoxal
-
-
0.00004
pregnenolone
-
3betaHSD VI
0.00007
pregnenolone
-
-
0.00008
pregnenolone
-
3betaHSD I
0.00013
pregnenolone
-
-
0.00047
pregnenolone
-
37C, pH 7.25
0.001
pregnenolone
-
37C
0.00102
pregnenolone
-
-
0.00103
pregnenolone
-
3betaHSD III
0.0011
pregnenolone
-
37C
0.002
pregnenolone
-
-
0.002
pregnenolone
-
mitochondria
0.0028
pregnenolone
P14060, P26439
27C, 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, 37C
0.05
pregnenolone
P14060, P26439
27C, pH 7.4
0.09
pregnenolone
-
pH 7.8, 30C
0.0346
progesterone
-
-
0.373
prostaglandin E1
-
-
0.0152
prostaglandin E2
-
-
21
Pyridine-4-aldehyde
-
pH 7.4, 25C
0.0055
stanolone
-
3betaHSD I
0.0068
stanolone
-
3betaHSD III
0.0583
testosterone
-
-
0.054
valerophenone
-
pH 7.4, 25C
2.651
methylglyoxal
-
-
additional information
additional information
-
-
-
additional information
additional information
-
-
-
additional information
additional information
P14060, P26439
kinetics recombinant wild-type isozyme and mutant H165Y, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity; 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
-
kinetic analysis
-
additional information
additional information
P14060, P26439
kinetics, recombinant wild-type and mutant isozymes, overview, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity; kinetics, recombinant wild-type and mutant isozymes, overview, kinetics for the DELTA-5-3-ketosteroid isomerase, EC 5.3.3.1, activity
-
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.18
(S)-1-indanol
-
pH 7.4, 25C
0.25
(S)-1-tetralol
-
pH 7.4, 25C
0.075
(S)-phenyl-1-butanol
-
pH 7.4, 25C
0.88
1,4-Naphthoquinone
-
pH 7.4, 25C
41.7
1-phenylisatin
-
pH 7.4, 25C
0.07
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.09
16alpha-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.15
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C; wild-type 3beta-HSD2, pH 7.4, 27C
0.04
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.05
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.14
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.15
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
40.2
2,3-heptanedione
-
pH 7.4, 25C
16.3
2,3-Hexanedione
-
pH 7.4, 25C
26.7
2,3-Pentanedione
-
pH 7.4, 25C
3.7
4,4'-dimethylbenzil
-
pH 7.4, 25C
2
4-benzoylpyridine
-
pH 7.4, 25C
33.3
4-hexanoylpyridine
-
pH 7.4, 25C
16.7
4-Nitrobenzaldehyde
-
pH 7.4, 25C
0.097
5alpha-androstane-3,17-dione
-
pH 7.4, 25C
0.095
5alpha-dihydrotestosterone
-
pH 7.4, 25C
0.083
5beta-androstan-17beta-ol-3-one
-
pH 7.4, 25C
0.017
5beta-androstan-3beta-ol-17-one
-
pH 7.4, 25C
0.077
5beta-androstane-3,17-dione
-
pH 7.4, 25C
0.017
5beta-androstane-3beta,17beta-diol
-
pH 7.4, 25C
0.07
5beta-pregnan-20alpha-ol-3-one
-
pH 7.4, 25C
0.041
5beta-Pregnan-3beta-ol-20-one
-
pH 7.4, 25C
0.063
5beta-pregnane-3,20-dione
-
pH 7.4, 25C
0.014
5beta-pregnane-3beta,20alpha-diol
-
pH 7.4, 25C
2
6-tert-butyl-2,3-epoxy-5-cyclohexene-1,4-dione
-
pH 7.4, 25C
11.8
9,10-phenanthrenequinone
-
pH 7.4, 25C
0.05
all-trans-retinal
-
pH 7.4, 25C
0.0233
allopregnanolone
-
-
0.0333
androstenediol
-
-
31.7
benzil
-
pH 7.4, 25C
0.02
dehydroepiandrosterone
-
wild-type, pH 7.4
0.021
dehydroepiandrosterone
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.023
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, 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, 27C
0.032
dehydroepiandrosterone
-
mutant C111S, pH 7.4
0.0333
dehydroepiandrosterone
-
-
0.04
dehydroepiandrosterone
-
mutant D61N, pH 7.4, 27C
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, 27C
0.053
dehydroepiandrosterone
-
mutant C72S, pH 7.4
0.055
dehydroepiandrosterone
-
27C, pH 7.4
0.055
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, 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
P14060, P26439
wild-type, pH 7.4, 27C
0.06
dehydroepiandrosterone
P14060, P26439
27C, pH 7.4
0.06
dehydroepiandrosterone
-
mutant C111A, pH 7.4
0.06
dehydroepiandrosterone
-
mutant E192A, pH 7.4, 27C
0.062
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.075
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.075
dehydroepiandrosterone
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.087
dehydroepiandrosterone
-
mutant C72F, pH 7.4; mutant C72F, presence of 2-mercatoethanol pH 7.4
0.09
dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
0.093
dehydroepiandrosterone
P14060, P26439
mutant P195R, pH 7.4, 27C
0.113
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD1 mutant Q105M
0.113
dehydroepiandrosterone
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.115
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.118
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.118
dehydroepiandrosterone
P14060, P26439
mutant H156Y, pH 7.4, 27C
0.12
dehydroepiandrosterone
P14060, P26439
27C, pH 7.4; 27C, pH 7.4, H156Y mutant 3beta-HSD1; pH 7.4, 27C, recombinant mutant H156Y; pH 7.4, 27C, recombinant mutant H156Y
0.12
dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
0.13
dehydroepiandrosterone
P14060, P26439
mutant R195P, pH 7.4, 27C
0.14
dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.145
dehydroepiandrosterone
P14060, P26439
wild-type, pH 7.4, 27C
0.217
dehydroepiandrosterone
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant R240Q
11.6
dehydroepiandrosterone
-
pH 8.5, 37C
0.043
Dehydrolithocholic acid
-
pH 7.4, 25C
28.3
diacetyl
-
pH 7.4, 25C
33.3
dimethyl-2-oxo-glutarate
-
pH 7.4, 25C
2.7
hexanophenone
-
pH 7.4, 25C
31.7
isatin
-
pH 7.4, 25C
0.65
menadione
-
pH 7.4, 25C
0.85
n-butyrophenone
-
pH 7.4, 25C
0.02
NAD+
-
wild-type, presence of 2-mercatoethanol pH 7.4
0.02
NAD+
-
mutant E192A, pH 7.4, 27C
0.022
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD1 mutant Q240R
0.022
NAD+
-
wild-type, pH 7.4
0.031
NAD+
-
mutant C111S, presence of 2-mercatoethanol pH 7.4
0.033
NAD+
-
mutant C111S, pH 7.4
0.038
NAD+
P14060, P26439
pH 7.4, 27C, 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, 27C
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, 27C
0.057
NAD+
-
mutant C83A, pH 7.4
0.058
NAD+
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.058
NAD+
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.06
NAD+
-
27C, pH 7.4
0.06
NAD+
-
mutant D61N, pH 7.4, 27C
0.063
NAD+
-
mutant C111A, pH 7.4
0.07
NAD+
P14060, P26439
27C, pH 7.4
0.08
NAD+
P14060, P26439
27C, pH 7.4, H156Y mutant 3beta-HSD1
0.087
NAD+
-
mutant C72F, pH 7.4; mutant C72F, presence of 2-mercatoethanol pH 7.4
0.1
NAD+
-
mutant R195P, pH 7.4, 27C
0.11
NAD+
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.118
NAD+
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.12
NAD+
P14060, P26439
27C, pH 7.4
0.145
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant Q105M
0.17
NAD+
-
mutant R195R, pH 7.4, 27C
0.187
NAD+
P14060, P26439
pH 7.4, 27C, recombinant isozyme 3beta-HSD2 mutant R240Q
0.31
NADH
-
mutant E192A, pH 7.4, 27C
0.69
NADH
-
mutant E192A, pH 7.4, 27C
0.75
NADH
-
wild-type 3beta-HSD1, pH 7.4, 27C
0.76
NADH
-
mutant D61N, pH 7.4, 27C
1.03
NADH
-
mutant R195P, pH 7.4, 27C
1.49
NADH
-
mutant R195R, pH 7.4, 27C
1.65
NADH
-
wild-type 3beta-HSD2, pH 7.4, 27C
0.04
pregnenolone
-
-
1.48
pregnenolone
-
pH 8.5, 37C
4.7
Pyridine-4-aldehyde
-
pH 7.4, 25C
2
valerophenone
-
pH 7.4, 25C
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
7.83
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
7065
10.16
16alpha-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
7065
15
16alpha-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
7065
19.1
16alpha-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
7065
7.66
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD2, pH 7.4, 27C
7064
10.33
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
7064
34.5
16beta-hydroxy-dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
7064
35.5
16beta-hydroxy-dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
7064
0.0028
dehydroepiandrosterone
P14060, P26439
mutant H156Y, pH 7.4, 27C; mutant Q105M, pH 7.4, 27C
275
0.003
dehydroepiandrosterone
P14060, P26439
mutant Q105M, pH 7.4, 27C
275
0.0073
dehydroepiandrosterone
P14060, P26439
wild-type, pH 7.4, 27C
275
0.012
dehydroepiandrosterone
P14060, P26439
mutant P195R, pH 7.4, 27C; mutant R195P, pH 7.4, 27C
275
0.015
dehydroepiandrosterone
P14060, P26439
wild-type, pH 7.4, 27C
275
1
dehydroepiandrosterone
-
mutant E192A, pH 7.4, 27C
275
7.33
dehydroepiandrosterone
-
mutant E192A, pH 7.4, 27C; wild-type 3beta-HSD2, pH 7.4, 27C
275
10
dehydroepiandrosterone
-
mutant D61N, pH 7.4, 27C
275
11.21
dehydroepiandrosterone
-
mutant R195P, pH 7.4, 27C
275
12.16
dehydroepiandrosterone
-
mutant R195R, pH 7.4, 27C
275
14.83
dehydroepiandrosterone
-
wild-type 3beta-HSD1, pH 7.4, 27C
275
0.83
NAD+
-
mutant E192A, pH 7.4, 27C
7
1
NAD+
-
mutant D61N, pH 7.4, 27C
7
1.33
NAD+
-
mutant E192A, pH 7.4, 27C; wild-type 3beta-HSD2, pH 7.4, 27C
7
1.66
NAD+
-
wild-type 3beta-HSD1, pH 7.4, 27C
7
3.16
NAD+
-
mutant R195R, pH 7.4, 27C
7
4.83
NAD+
-
mutant R195P, pH 7.4, 27C
7
106
NADH
-
mutant D61N, pH 7.4, 27C; mutant E192A, pH 7.4, 27C
8
125
NADH
-
mutant E192A, pH 7.4, 27C
8
131
NADH
-
wild-type 3beta-HSD2, pH 7.4, 27C
8
163
NADH
-
wild-type 3beta-HSD1, pH 7.4, 27C
8
271
NADH
-
mutant R195R, pH 7.4, 27C
8
280
NADH
-
mutant R195P, pH 7.4, 27C
8
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00043
17beta-acetoxy-trilostane
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0028
4alpha,5alpha-epoxy-testosterone
-
mutant enzyme M187T, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.00375
4alpha,5alpha-epoxy-testosterone
-
wild type enzyme 3beta-HSD2, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.00408
4alpha,5alpha-epoxy-testosterone
-
wild type enzyme 3beta-HSD1, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.00434
4alpha,5alpha-epoxy-testosterone
-
mutant enzyme S124T, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.00019
6-hydroxyflavone
-
37C, pH 7.4; recombinant enzyme
0.00000067
cyanoketone
-
37C, pH 7.4; recombinant enzyme
0.000007
epostane
-
27C, pH 7.4
0.00007
epostane
P14060, P26439
27C, pH 7.4
0.00007
epostane
-
27C, pH 7.4
0.00007
epostane
P14060, P26439
wild-type, pH 7.4, 27C
0.000071
epostane
P14060, P26439
pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD1
0.000098
epostane
-
27C, pH 7.4
0.00098
epostane
P14060, P26439
27C, pH 7.4; pH 7.4, 27C, recombinant wild-type isozyme 3beta-HSD2
0.00098
epostane
-
27C, pH 7.4
0.00098
epostane
P14060, P26439
wild-type, pH 7.4, 27C
0.00118
epostane
P14060, P26439
mutant H156Y, pH 7.4, 27C
0.0012
epostane
P14060, P26439
27C, pH 7.4, H156Y mutant
0.00164
epostane
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.00184
epostane
P14060, P26439
mutant Q105M, pH 7.4, 27C
0.245
NADH
-
pH 8.5, 37C
0.0027
tributyltin
-
37C, pH 8.4; pH 7.5, 37C
0.00001
trilostane
-
pH 7.4, 27C, wild-tpye 3beta-HSD1
0.00002
trilostane
-
pH 7.4, 27C, mutant R195R
0.0001
trilostane
-
wild type enzyme 3beta-HSD1, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.0001
trilostane
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0001
trilostane
-
pH 7.4, 27C, wild-tpye 3beta-HSD2
0.0001
trilostane
P14060, P26439
wild-type, pH 7.4, 27C
0.00022
trilostane
-
pH 7.4, 27C, mutant R195P
0.00041
trilostane
-
mutant enzyme S124T, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.00083
trilostane
-
mutant enzyme M187T, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.0016
trilostane
-
wild type enzyme 3beta-HSD2, in 0.02 M potassium phosphate, pH 7.4, at 27C
0.0019
trilostane
P14060, P26439
mutant P195R, pH 7.4, 27C
0.00256
trilostane
P14060, P26439
mutant R195P, pH 7.4, 27C
0.016
trilostane
P14060, P26439
wild-type, pH 7.4, 27C
0.197
trilostane
-
pH 8.5, 37C
0.00012
genistein
-
37C, pH 7.4; recombinant enzyme
additional information
additional information
-
inhibition kinetics
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.00019
(+)-gossypol
-
in PBS buffer, pH 7.2
0.00445
(+)-gossypol
-
in PBS buffer, pH 7.2
0.00023
(-)-gossypol
-
in PBS buffer, pH 7.2
0.00277
(-)-gossypol
-
in PBS buffer, pH 7.2
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
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
P9WQP7
value above, pH 8.5, 30C
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
P9WQP7
pH 8.5, 30C
0.0066
Cetylpyridinium chloride
-
pH 7.4, 25C
0.0002
epostane
-
in 0.02 M potassium phosphate buffer, pH 7.4
0.0059
genistein
-
pH 7.4, 25C
0.023
phenylhexane
-
pH 7.4, 25C
0.0027
quercetin
-
pH 7.4, 25C
0.0049
trilostane
-
in 0.02 M potassium phosphate buffer, pH 7.4
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
0.0033
-
7alpha,25-dihydroxycholesterol as substrate
0.0041
-
-
0.0043
-
mitochondria
0.0062
-
wild type, microsomes
0.0091
-
placental microsomes, 3beta-HSD activity
0.0099
-
wild type, mitochondria
0.0145
-
Sf9-cells, 3beta-HSD activity
0.0158
-
microsomes
0.0172
-
placental microsomes, isomerase activity
0.0225
-
283-310 deletion, cytosol
0.0257
-
Sf9-cells, isomerase activity
0.0524
-
-
0.155
-
-
0.175
-
3beta,7alpha-dihydroxy-5-cholestenoic acid as substrate
0.19
-
purification step D
0.677
-
-
0.838
-
7alpha,27-dihydroxycholesterol as substrate
1.489
-
7alpha-hydroxycholesterol as substrate
2.88
-
-
88.9
-
; purified enzyme
additional information
P14060, P26439
;
additional information
P14060, P26439
;
additional information
Q9N119
androstenone concentration in different tissues, overview
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.5
-
peak 3betaHSD2 activity at pH 4.5 with 2fold more progesterone synthesized at pH 4.5 than at pH 3.5 and 7.4
5.5
-
dimethyl-2-oxoglutarate reductase activity
6.5 - 10
-
broad, S-1-tetralol dehydrogenase activity
7.2
-
-
7.4
Q9N119
assay at
7.4
-
assay at; assay at
7.5
-
assay at
7.8 - 8.5
-
-
8.5
P9WQP7
assay at
9
-
assay at
pH RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
2 - 12
-
approx. 50% of maximal activity at pH 4.0 and pH 10.0
6.8 - 9
-
-
7.4 - 9.7
P14060, P26439
structure motif-dependent pH dependence, overview; structure motif-dependent pH dependence, overview
7.4 - 9.7
-
37% of maximal activity at pH 7.4
7.4
P14060, P26439
52% of maximal activity
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. At pH 4-5, 3betaHSD2 takes on a molten globule conformation that promotes the dual functionality of the enzyme, i.e. 3 beta-hydroxysteroid dehydrogenase and Delta 5->4-isomerase activity
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
25
-
assay at
27
P14060, P26439
assay at; assay at
27
P14060, P26439
assay at; assay at
27
-
assay at; assay at
30
P9WQP7
assay at
37
Q9N119
assay at
37
-
assay at
40 - 45
-
-
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
5 - 65
-
approx. 50% of maximal activity at 20C and 45C
20 - 55
-
-
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
P14060, P26439
isozyme type 2
Manually annotated by BRENDA team
P14060, P26439
isozyme 3beta-HSD2
Manually annotated by BRENDA team
-
isoform 3beta-hydroxysteroid dehydrogenase type 2
Manually annotated by BRENDA team
-
HSD3B2 and CYB5A are immonolocalized in normal human adrenal glands. Their co-expression is demonstrated in the cortical cells located at the border between the zona fasciculata and zona reticularis in normal human adrenal
Manually annotated by BRENDA team
-
abdominal, expression level determination, especially in female aorta with mild atherosclerotic changes
Manually annotated by BRENDA team
-
twenty-four hours after bilateral contusion of the medial prefrontal cortex, similar levels of 3beta-hydroxysteroid dehydrogenase mRNA expression are observed in males and pseudopregnant females in the non-injured group, with a significant decrease in the 3beta-hydroxysteroid dehydrogenase mRNA expression in the contusion site within the frontal cortex in both males and pseudopregnant females. In all other regions analyzed, 3beta-hydroxysteroid dehydrogenase mRNA expression is not affected by traumatic brain injury and there is no difference between males and pseudopregnant females
Manually annotated by BRENDA team
P14060, P26439
isozyme 3beta-HSD1
Manually annotated by BRENDA team
-
3beta-hydroxysteroid dehydrogenase type 1
Manually annotated by BRENDA team
-
cardenolide-free cell suspension culture
Manually annotated by BRENDA team
-
primary culture
Manually annotated by BRENDA team
-
enzyme expression during diestrus, overview
Manually annotated by BRENDA team
-
at early and mid pregnancy up to 71 days, 3beta-hydroxysteroid dehydrogenase protein is observed in large luteal cells, while on day 71, the enzyme is present exclusively in small luteal cells. Enzyme mRNA is detected in all investigated samples isolated at different stages of pregnancy
Manually annotated by BRENDA team
-
weak expression of 3beta-hydroxysteroid dehydrogenase in newly formed corpora lutea, which gradually increases followed by decrease on day 20. In vascularised apical region of young corpora lutea, luteal cells with more intensive immunostaining predominate. Distribution of 3beta-hydroxysteroid dehydrogenase and androgen receptor differ within various generations of corpora lutea
Manually annotated by BRENDA team
-
subtegumentary areas of the neck and immature proglottids
Manually annotated by BRENDA team
Taenia crassiceps WFU
-
subtegumentary areas of the neck and immature proglottids
-
Manually annotated by BRENDA team
-
3betaHSD VI
Manually annotated by BRENDA team
P14060, P26439
isozyme 3beta-HSD2
Manually annotated by BRENDA team
-
isoform 3beta-hydroxysteroid dehydrogenase type 2
Manually annotated by BRENDA team
-
preovulatory follicular
Manually annotated by BRENDA team
-
adrenal cell line
Manually annotated by BRENDA team
-
induction by peroxisome-proliferator-activated receptor alpha ligands
Manually annotated by BRENDA team
-
3betaHSD II and III
Manually annotated by BRENDA team
-
cardenolide-accumulating leaf
Manually annotated by BRENDA team
Digitalis lanata EHRH
-
cardenolide-accumulating leaf
-
Manually annotated by BRENDA team
Digitalis lanata L.
-
-
-
Manually annotated by BRENDA team
-
3betaHSD II and III
Manually annotated by BRENDA team
-
expression of hepatic but not testicular 3beta-hydroxysteroid dehydrogenase shows a negative relationship with the level of backfat androsterone and is accompanied by a reduced rate of the hepatic androsterone clearance. Low expression of enzyme protein in the liver of high androsterone pigs is accompanied by a reduced level of enzyme mRNA
Manually annotated by BRENDA team
-
3beta-hydroxysteroid dehydrogenase type 1
Manually annotated by BRENDA team
-
HSDB1 transcript abundance in the endometrium and myometrium remain at the same level during the examined days of pregnancy. After luteolysis both endometrial and myometrial HSD3B1 expression wane
Manually annotated by BRENDA team
-
3betaHSD I
Manually annotated by BRENDA team
-
3beta-HSD II
Manually annotated by BRENDA team
-
3betaHSD VI
Manually annotated by BRENDA team
-
in syncytiotrophoblast, cytotrophoblast and intermediate trophoblast immunoreactive 3betaHSD is found from first to third trimester and term
Manually annotated by BRENDA team
P14060, P26439
isozyme 3beta-HSD1
Manually annotated by BRENDA team
P14060, P26439
isozyme type 1
Manually annotated by BRENDA team
-
3beta-hydroxysteroid dehydrogenase type 1
Manually annotated by BRENDA team
-
3beta-Hydroxysteroid dehydrogenase protein is present in the glandular epithelia and endothelia of blood vessels without difference in distribution pattern between normal and hyperplastic prostate
Manually annotated by BRENDA team
P14060, P26439
isozyme 3beta-HSD1
Manually annotated by BRENDA team
-
expression analysis
Manually annotated by BRENDA team
-
3betaHSD VI
Manually annotated by BRENDA team
-
3beta-HSD I
Manually annotated by BRENDA team
-
3betaHSD I and VI
Manually annotated by BRENDA team
-
expression of hepatic but not testicular 3beta-hydroxysteroid dehydrogenase shows a negative relationship with the level of backfat androsterone
Manually annotated by BRENDA team
-
in amnion epithelium immunoreactive 3betaHSD is found from first to third trimester and term
Manually annotated by BRENDA team
-
HSDB1 transcript abundance in the endometrium and myometrium remain at the same level during the examined days of pregnancy. After luteolysis both endometrial and myometrial HSD3B1 expression wane
Manually annotated by BRENDA team
-
3betaHSD VI
Manually annotated by BRENDA team
additional information
-
developmental expression, overview
Manually annotated by BRENDA team
additional information
Q9N119
relationship between the expression of hepatic but not testicular enzyme with androstenone deposition in pig adipose tissue
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
-
in amnion epithelium, chorion trophoblast and invasive trophoblast immunoreactive 3betaHSD is found from first to third trimester and term
Manually annotated by BRENDA team
-
inner mitochondrial membrane
Manually annotated by BRENDA team
-
isoform 3betaHSD2 associates with the inner mitochondrial membrane or outer mitochondrial membrane translocases facing the intermembrane space. Tthis interaction promotes the conformational change needed for full activity. 3betaHSD2 associates with the inner mitochondrial membrane but does not integrate into the membrane. 3betaHSD2 forms a transient association with the translocases Tim50 and Tom22 and with Tim23. This association occurs primarily through the interaction of Tim50 with the N-terminus of 3betaHSD2 and contributes to enzymatic activity. Tim50 knockdown inhibits catalysis of dehydroepiandrostenedione to androstenedione and pregnenolone to progesterone. Although Tim50 knockdown decreases 3betaHSD2 expression, restoration of expression via proteasome and protease inhibition does not rescue activity
Manually annotated by BRENDA team
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
28000
-
gel filtration
389394
42000
-
SDS-PAGE
693887, 700182, 724302, 725511
42000
-
SDS-PAGE; SDS-PAGE
725813
300000
-
gel filtration of Triton X-100 solubilized enzyme
2884
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
?
-
x * 45000, SDS-PAGE
?
-
x * 40000, SDS-PAGE
?
-
x * 41000, SDS-PAGE
?
-
x * 36000, SDS-PAGE
?
-
x * 29000, SDS-PAGE
?
-
42000, SDS-PAGE
?
-
x * 41874, calculated from cDNA
?
-
x * 46500-46800 SDS-PAGE
?
-
x * 42000, SDS-PAGE, recombinant 3beta-HSD
?
-
x * 28561, calculated
?
Digitalis lanata L.
-
x * 29000, SDS-PAGE
-
dimer
P14060
three-dimensional structure modeling of enzyme in ternary complex with NAD+ and androstenedione using crystals structures of enzymes from other organisms, substrate binding and active site residue determination, overview
monomer
-
1 * 31000, SDS-PAGE
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
modified enzyme
-
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
4.5 - 7.4
-
circular dichroism shows that between pH 7.4 and 4.5, 3betaHSD2 retains its primarily alpha-helical character with a decrease in beta-helical content at lower pH values, whereas the beta-sheet content remains unchanged throughout. Titrating the pH back to 7.4 restores the original conformation; incubation with guanidinum hydrochloride shows a three-step cooperative unfolding of 3betaHSD2 from pH 7.4 to 4.5. With further decreases in pH, increasing concentrations of GdmHCl lead to rapid two-step unfolding that may represent complete loss of structure. Between pH 4 and 5, the two intermediate states appear stable. Stopped-flow kinetics show slower unfolding at around pH 4, where the protein is in a pseudostable state. At pH 4-5, 3betaHSD2 takes on a molten globule conformation that promotes the dual functionality of the enzyme
725511
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
37
-
30 min, 50% loss of activity
389372
37
-
3betaHSD2 becomes less stable when incubated with the individual lipids dipalmitoylphosphatidylglycerol or dipalmitoylphosphatidylcholine, as indicated by the decrease in thermal denaturation (Tm) from 42 to 37C. Dipalmitoylphosphatidylglycerol alone or in combination with dipalmitoylphosphatidylcholine, leads to a decrease in alpha-helical content without an effect on the beta-sheet conformation; approximately, melting temperature in the presence of zwitterionically charged dipalmitoylphosphatidylcholine vesicles or an equal mixture of zwitterionic vesicles and anionic vesicles
724302
42
-
melting temperature in the absence of lipid; Tm in the absence of any lipid
724302
55
-
50 min, in microsomes 40-55% loss of activity, solubilized 80% loss of activity
389373
60
-
microsomal fraction, inactivation
389373
65
-
complete denaturation
724302
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-80C, 0.1 M potassium phosphate buffer, pH 7.4, 10 mg protein/ml, at least 3 months
-
-20C, 2 mM potassium phosphate buffer, pH 7.0, 50% glycerol, 18 months, 50-70% loss of activity
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
recombinant protein
-
purified from Sf9 cells in the presence of the low-CMC detergent, Igepal CO 720, using a DEAE ion exchange column
-
recombinant 3beta-HSD1
-
recombinant 3beta-HSD; recombinant 3beta-HSD type 2
-
recombinant soluble wild-type and mutant isozyme 3beta-HSD1 from Sf9 insect cells; recombinant soluble wild-type and mutant isozyme 3beta-HSD2 from Sf9 insect cells
P14060, P26439
recombinant protein
-
; native enzyme to homogeneity by streptomycin and ammonium sulfate precipitation, ion exchange chromatography, gel filtration, and affinity chromatography on an NAD+-linked resin, thereby separation from 3alpha-hydroxysteroid dehydrogenase, EC 1.1.1.50
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
transient functional expression in HEK293T cells
-
cloning of the cDNA encoding 3beta-HSD from an adrenal library, DNA and amino acid sequence determination and analysis, phylogenetic analysis
-
expression in 293 human fetal kidney cells
-
expression in Escherichia coli, His-tag
-
-
P14060
;
P14060, P26439
expressed in MA-10 cells; gene HSD3B2, analysis of expression and its regulation involving Nur77 factors in H295R and MA-10 cell lines, overview
-
expressed in Sf9 cells using the baculovirus system
-
expressed in Sf9 cells using the baculovirus system; expressed in Sf9 cells using the baculovirus system
-
expressed in Sf9 cells using the baculovirus system; expression in baculoviral system
-
expressed in Sf9 insect cells
-
expression analysis in abdominal aorta of 28 samples from japanese patients
-
expression in Sf9 cells
-
expression in Sf9 cells; expression in Sf9 insect cells
-
expression in Sf9 cells; expression of soluble wild-type and mutant isozyme 3beta-HSD1 in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system; expression of soluble wild-type and mutant isozyme 3beta-HSD2 in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system
P14060, P26439
expression in Sf9 cells; expression of the isozyme type II in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system
-
expression in Sf9 insect cells
-
expression in Spodoptera fungiperda insect cells
-
expression of soluble wild-type and mutant isozyme 3beta-HSD1 in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system; expression of soluble wild-type and mutant isozyme 3beta-HSD2 in Spodoptera frugiperda Sf9 cells using the baculovirus transfection system
P14060, P26439
overexpression with his6-tag, using a baculovirus expression system
-
transient expression of HSD I and II cDNA in HeLa cells
-
expression of 3beta HSD I and III in COS-1 cells
-
expression of 3beta HSD I, III, IV, V or VI in COS-7 cells
-
expression in Mycobacterium smegmatis
-
expression in COS-1 monkey kidney tumor cells
-
DNA and amino acid sequence determination and analysis, transient and stable expression of the virus enzyme in Epithelioma papulosum cyprini cells, expression as EGFP-fusion protein exclusively in host cell mitochondria, enzyme overexpression does not influence viral replication or cell growth, but does suppress virus-induced cytopathic effects
Q0G9Z6
expression analysis of the enzyme in sciatic nerves
-
expression in COS-1 monkey kidney tumor cells
-
transient expression of HSD I and II cDNA in HeLa cells
-
DNA and amino acid sequence determination and analysis, tissue-specific expression analysis
Q9N119
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
after luteolysis both endometrial and myometrial HSD3B1 expression wane
-
HSDB1 transcript abundance in the endometrium and myometrium remain at the same level during the examined days of pregnancy
-
independent of castration method, all castrated pigs show greater mRNA and protein expression of 3beta-HSD and lower levels of all steroids in plasma compared with entire males. There is a strong correlation between mRNA and protein expression of 3beta-HSD and steroid levels
Q9N119
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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+
C83A
-
2-5fold increase in Km values
C83S
-
no catalytic acitivity, similar to wild-type, presence of 2-mercaptoethanol results in 2.5fold decrease of Km values
D241N
-
39% of wild-type activity
D257L
-
trace activity
D258L
-
trace activity
D265N
-
12% of wild-type activity
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
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
P14060
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+
H154F
P14060, P26439
no activity
H156Y
P14060, P26439
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
P14060, P26439
5fold decrease in catalytic efficiency
H232A
P14060
site-directed mutagenesis, functional characterization
K158Q
-
no activity
K158Q
P14060, P26439
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
K273Q
-
no activity
K273Q
P14060, P26439
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
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
N100A
P14060
site-directed mutagenesis, functional characterization
N100S
P14060
site-directed mutagenesis, functional characterization
N323L
P14060
site-directed mutagenesis, functional characterization
Q105M
P14060, P26439
site-directed mutagenesis of isozyme 1, the mutants show altered kinetics compared to the wild-type isozymes
Q105M
P14060, P26439
site-directed mutagenesis of isozyme 2, the mutants show altered kinetics compared to the wild-type isozymes
Q105M1
P14060, P26439
5fold decrease in catalytic efficiency
Q105M1
P14060, P26439
mutant retains the lower affinity profile of inhibition by epostane that is observed with wild-type 3beta-HSD2
Q240R
P14060, P26439
site-directed mutagenesis of isozyme 1, the mutant shows altered kinetics compared to the wild-type isozyme
R195P
P14060, P26439
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
P14060, P26439
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)
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
P14060, P26439
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
S124A
-
no detectable 3beta-HSD1 activity
S124T
-
mutant shows activity similar to the wild type enzyme
S322A
P14060
site-directed mutagenesis, functional characterization
T177N
-
significantly improved stability at cold temperature, presence of NAD+ is required for complete stability at 0C
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
Y154F
-
no activity
Y154F
P14060, P26439
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
Y269S
-
no activity
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
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
Y269S
P14060, P26439
site-directed mutagenesis of isozyme 1, inactive mutant showing no 3beta-hydroxysteroid dehydrogenase activity, but reduced isomerase activity
additional information
-
disruption of gene Rv1106c abrogates bacterial cholesterol oxidation activity
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
between pH 7.4 and 4.5, isoform 3betaHSD2 retains its primarily-helical character with a decrease in alpha-helical content at lower pH values, whereas the beta-sheet content remains unchanged throughout. Titrating the pH back to 7.4 restores the original conformation within 25 min. 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. Incubation with guanidinum hydrochloride shows a three-step cooperative unfolding of 3betaHSD2 from pH 7.4 to 4.5, possibly due to the native state unfolding to the intermediate ion core state. With further decreases in pH, increasing concentrations of guanidinum hydrochloride lead to rapid two-step unfolding that may represent complete loss of structure
-
enzyme interacts strongly with a mixture of dipalmitoylphosphatidylglycerol and dipalmitoylphosphatidylcholine. It becomes less stable when incubated with the individual lipids. Dipalmitoylphosphatidylglycerol, alone or in combination with dipalmitoylphosphatidylcholine, leads to a decrease in alpha-helical content without an effect on the beta-sheet conformation. With the exception of the 20 N-terminal amino acids, mixed vesicles protect the enzyme from trypsin digestion. Protein incubated with dipalmitoylphosphatidylcholine is only partially protected
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
medicine
-
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
medicine
-
identification of mutations L341P, W355stop, and R355stop, in HSD3B2 gene in neonates with classical 3beta-hydroxysteroid dehydrogenase type II deficiency and under-virilization
medicine
-
patient with inborn error of bile acid metabolism, that is, 3beta-hydroxy-DELTA5-C27-steroid dehydrogenase/isomerase deficienc, receives as treatment chenodeoxycholic acid and cholic acid, orally administered for 10 years. After the oral bile acid therapy, the biochemical liver function values and serum alanine aminotransferase and total bilirubin levels are maintained at normal levels, while the 3beta,7alpha-dihydroxy- and 3beta,7alpha,12alpha-trihydroxy-5-cholenoic acid levels significantly decrease. The patient gave birth to a healthy boy and a girl during the 10-year follow-up period
medicine
-
3beta-hydroxysteroid dehydrogenase protein is present in the glandular epithelia and endothelia of blood vessels without difference in distribution pattern between normal and hyperplastic prostate
medicine
-
twenty-four hours after bilateral contusion of the medial prefrontal cortex, similar levels of 3beta-hydroxysteroid dehydrogenase mRNA expression are observed in males and pseudopregnant females in the non-injured group, with a significant decrease in the 3beta-hydroxysteroid dehydrogenase mRNA expression in the contusion site within the frontal cortex in both males and pseudopregnant females. In all other regions analyzed, 3beta-hydroxysteroid dehydrogenase mRNA expression is not affected by traumatic brain injury and there is no difference between males and pseudopregnant females
nutrition
-
expression of hepatic but not testicular 3beta-hydroxysteroid dehydrogenase shows a negative relationship with the level of backfat androsterone and is accompanied by a reduced rate of the hepatic androsterone clearance. Low expression of enzyme protein in the liver of high androsterone pigs is accompanied by a reduced level of enzyme mRNA
nutrition
Q9N119
independent of castration method, all castrated pigs show greater mRNA and protein expression of 3beta-HSD and lower levels of all steroids in plasma compared with entire males. There is a strong correlation between mRNA and protein expression of 3beta-HSD and steroid levels