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(R)-tetralol + NADP+
? + NADPH + H+
-
-
-
?
(S)-1,2,3,4-tetrahydronaphth-1-ol + NADP+
1,2,3,4-tetrahydronaphth-1-one + NADPH + H+
-
-
-
?
(S)-indan-1-ol + NADP+
indan-1-one + NADPH + H+
-
-
-
?
(S)-tetralol + NADP+
1-tetralone + NADPH + H+
-
-
-
?
1-acenaphthenol + NADP+
acenaphthylen-1(2H)-one + NADPH + H+
-
-
?
17beta-estradiol + NAD(P)H + H+
estrone + NAD(P)+
-
-
?
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone + NAD(P)H + H+
2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-2-methylpropan-1-ol + NAD(P)+
2-decalol + NAD+
2-decalone + NADH + H+
-
-
r
20alpha-hydroxyprogesterone + NAD(P)H + H+
progesterone + NAD(P)+
-
-
?
3-dehydro-alpha-ecdysone + NAD(P)H + H+
alpha-ecdysone + NAD(P)+
3-dehydro-beta-ecdysone + NAD(P)H + H+
beta-ecdysone + NAD(P)+
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NAD(P)H + H+
-
-
r
3alpha-androstanediol + NAD+
5alpha-dihydrotestosterone + NADH + H+
-
-
-
?
3alpha-hydroxydesogestrel + NAD(P)+
3-oxodesogestrel + NAD(P)H + H+
4-nitroacetophenone + NAD(P)H + H+
1-(4-nitrophenyl)ethanol + NAD(P)+
4-nitrobenzaldehyde + NAD(P)H + H+
(4-nitrophenyl)methanol + NAD(P)+
5alpha-androstan-17-beta-ol-3-one + NADH + H+
5alpha-androstane-3alpha,17beta-diol + NAD+
NADH is not a substrate for wild-type
-
r
5alpha-androstan-17-beta-ol-3-one + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
r
5alpha-androstan-3alpha-ol-17-one + NADP+
(5alpha)-androstan-3,17-dione + NADPH + H+
-
-
-
?
5alpha-androstane-3,17-dione + NAD(P)H + H+
androsterone + NAD(P)+
-
-
?
5alpha-androstane-3alpha,17beta-diol + NAD+
5alpha-androstan-17-beta-ol-3-one + NADH + H+
-
-
r
5alpha-androstane-3alpha,17beta-diol + NADP+
(5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+
5alpha-androstan-17-beta-ol-3-one + NADPH + H+
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
-
-
r
5alpha-dihydrotestosterone + NAD(P)H + H+
(5alpha,17beta)-androstane-3,17-diol + NAD(P)+
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
5alpha-pregnan-20alpha-ol-3-one + NADP+
5alpha-pregnane-3,20-dione + NADPH + H+
-
-
r
5beta-androstan-3,17-dione + NADPH + H+
5beta-androstan-3alpha-ol-17-one + NADP+
-
-
r
5beta-androstan-3alpha-ol-17-one + NADP+
(5beta)-androstan-3,17-dione + NADPH + H+
-
-
-
?
5beta-androstan-3alpha-ol-17-one + NADP+
5beta-androstan-3,17-dione + NADPH + H+
-
-
r
5beta-androstane-3alpha,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH + H+
-
-
-
?
5beta-dihydroprogesterone + NADPH + H+
pregnanolone + NADP+
-
-
r
5beta-dihydrotestosterone + NAD(P)H + H+
(5beta,17beta)-androstane-3,17-diol + NAD(P)+
5beta-pregnane-3,20-dione + NADPH + H+
5beta-pregnan-20alpha-ol-3-one + NADP+
-
-
r
5beta-pregnane-3alpha,20alpha-diol + NADP+
(5beta)-pregnan-20alpha-ol-3-one + NADPH + H+
-
-
-
?
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NAD(P)+
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane + NAD(P)H + H+
-
-
-
?
9alpha,11beta-prostaglandin F2 + NADP+
? + NADPH + H+
-
-
-
?
a 3-alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
-
-
?
a 3alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
5alpha-dihydroprogesterone + NADPH + H+
-
-
r
androstandiol + NAD(P)+
(5alpha,17beta)-17-hydroxyandrostan-3-one + NAD(P)H + H+
-
-
?
androstandione + NAD(P)H + H+
3-hydroxyandrostan-17-one + NAD(P)+
-
-
?
androstenol + NAD+
5alpha-androst-16-en-3-one + NADH + H+
-
-
r
androsterone + NAD(P)+
(5alpha)-androstane-3,17-dione + NAD(P)H + H+
androsterone + NAD(P)+
5alpha-androstane-3,17-dione + NAD(P)H + H+
-
-
?
androsterone + NAD+
(5alpha)-androstane-3,17-dione + NADH + H+
-
-
-
?
androsterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
androsterone + NADP+
(5alpha)-androstane-3,17-dione + NADPH + H+
-
-
-
?
androsterone + NADP+
5alpha-androstane-3,17-dione + NADPH + H+
-
-
?
chenodeoxycholic acid + NADP+
(5beta,7alpha,8xi)-7-hydroxy-3-oxocholan-24-oic acid + NADPH + H+
-
-
?
chenodeoxycholic acid + NADP+
? + NADPH + H+
-
-
-
?
cholate + NAD+
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
-
-
r
cholic acid + NAD(P)+
(5beta,7alpha,8xi,12alpha)-7,12-dihydroxy-3-oxocholan-24-oic acid + NAD(P)H + H+
cholic acid + NADP+
? + NADPH + H+
-
-
-
?
cyclohexanol + NAD+
cyclohexanone + NADH + H+
-
-
r
dehydrolithocholic acid + NADPH + H+
?
-
-
r
deoxycholic acid + NADH
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD+
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
?
dihydrotestosterone + NAD(P)H + H+
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
-
-
?
epiandrosterone + NAD(P)+
(5alpha)-androstane-3,17-dione + NAD(P)H + H+
-
-
?
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
-
-
?
fusidic acid + NAD(P)+
(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NAD(P)H + H+
fusidic acid + NADP+
(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NADPH + H+
lithocholic acid + NADP+
? + NADPH + H+
-
-
-
?
metyrapol + NAD(P)+
2-methyl-1,2-di(pyridin-3-yl)propan-1-one + NAD(P)H + H+
-
-
?
metyrapone + NAD(P)H + H+
2-methyl-1,2-di(pyridin-3-yl)propan-1-ol + NAD(P)+
pregn-4-en-3,20-dione + NADPH + H+
3alpha-hydroxypregn-4-en-20-one + NADP+
-
-
r
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
-
-
?
testosterone + NAD(P)H + H+
DELTA4-androstene-3,17-dione + NAD(P)+
-
-
?
additional information
?
-
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone + NAD(P)H + H+

2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-2-methylpropan-1-ol + NAD(P)+
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone i.e. NKI 42255
-
?
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone + NAD(P)H + H+
2-(1H-imidazol-1-yl)-1-(4-methoxyphenyl)-2-methylpropan-1-ol + NAD(P)+
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone i.e. NKI 42255
-
?
3-dehydro-alpha-ecdysone + NAD(P)H + H+

alpha-ecdysone + NAD(P)+
-
-
?
3-dehydro-alpha-ecdysone + NAD(P)H + H+
alpha-ecdysone + NAD(P)+
-
-
?
3-dehydro-alpha-ecdysone + NAD(P)H + H+
alpha-ecdysone + NAD(P)+
-
-
?
3-dehydro-beta-ecdysone + NAD(P)H + H+

beta-ecdysone + NAD(P)+
-
-
?
3-dehydro-beta-ecdysone + NAD(P)H + H+
beta-ecdysone + NAD(P)+
-
-
?
3alpha-hydroxydesogestrel + NAD(P)+

3-oxodesogestrel + NAD(P)H + H+
-
-
?
3alpha-hydroxydesogestrel + NAD(P)+
3-oxodesogestrel + NAD(P)H + H+
-
-
?
4-nitroacetophenone + NAD(P)H + H+

1-(4-nitrophenyl)ethanol + NAD(P)+
-
-
?
4-nitroacetophenone + NAD(P)H + H+
1-(4-nitrophenyl)ethanol + NAD(P)+
-
-
?
4-nitrobenzaldehyde + NAD(P)H + H+

(4-nitrophenyl)methanol + NAD(P)+
-
-
?
4-nitrobenzaldehyde + NAD(P)H + H+
(4-nitrophenyl)methanol + NAD(P)+
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+

(5alpha,17beta)-androstane-3,17-diol + NAD(P)+
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
(5alpha,17beta)-androstane-3,17-diol + NAD(P)+
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+

3alpha-androstanediol + NAD(P)+
-
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
r
5alpha-dihydrotestosterone + NADPH + H+

3alpha-androstanediol + NADP+
-
-
-
?
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
physiological inactivation of the most potent androgen 5alpha dihydrotestosterone
-
r
5alpha-dihydrotestosterone + NADPH + H+

5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
r
5beta-dihydrotestosterone + NAD(P)H + H+

(5beta,17beta)-androstane-3,17-diol + NAD(P)+
-
-
?
5beta-dihydrotestosterone + NAD(P)H + H+
(5beta,17beta)-androstane-3,17-diol + NAD(P)+
-
-
?
a 3alpha-hydroxysteroid + NAD(P)+

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

a 3-oxosteroid + NADH + H+
-
-
r
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
-
-
r
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
-
-
r
androsterone + NAD(P)+

(5alpha)-androstane-3,17-dione + NAD(P)H + H+
-
-
?
androsterone + NAD(P)+
(5alpha)-androstane-3,17-dione + NAD(P)H + H+
-
-
?
androsterone + NAD+

5alpha-androstan-3,17-dione + NADH + H+
-
-
r
androsterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
rate-limiting step in the reaction is the release of NADH
-
r
cholic acid + NAD(P)+

(5beta,7alpha,8xi,12alpha)-7,12-dihydroxy-3-oxocholan-24-oic acid + NAD(P)H + H+
-
-
?
cholic acid + NAD(P)+
(5beta,7alpha,8xi,12alpha)-7,12-dihydroxy-3-oxocholan-24-oic acid + NAD(P)H + H+
-
-
?
deoxycholic acid + NADH

12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD+
-
-
r
deoxycholic acid + NADH
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD+
-
-
r
fusidic acid + NAD(P)+

(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NAD(P)H + H+
-
-
?
fusidic acid + NAD(P)+
(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NAD(P)H + H+
-
-
?
fusidic acid + NADP+

(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NADPH + H+
-
-
?
fusidic acid + NADP+
(2Z)-2-[(4alpha,5alpha,8alpha,9beta,11alpha,13alpha,14beta,16beta,17Z)-16-(acetyloxy)-11-hydroxy-4,8,10,14-tetramethyl-3-oxogonan-17-ylidene]-6-methylhept-5-enoic acid + NADPH + H+
-
-
?
metyrapone + NAD(P)H + H+

2-methyl-1,2-di(pyridin-3-yl)propan-1-ol + NAD(P)+
-
-
?
metyrapone + NAD(P)H + H+
2-methyl-1,2-di(pyridin-3-yl)propan-1-ol + NAD(P)+
-
-
?
additional information

?
-
no activity with testosterone, 3-oxo-desogestrel, progesterone, 4-nitrobenzalcohol, trans-benzene dihydrodiol and cis-benzene dihydrodiol
-
?
additional information
?
-
-
no activity with testosterone, 3-oxo-desogestrel, progesterone, 4-nitrobenzalcohol, trans-benzene dihydrodiol and cis-benzene dihydrodiol
-
?
additional information
?
-
no activity with testosterone and progesterone
-
?
additional information
?
-
recombinant 3alpha-HSD/CR protein is active with a variety of C19ā27 steroid substrates, catalyzing the 3-oxo reduction and 3alpha-hydroxy dehydrogenation of steroids of the androstane and bile acid series with Km-values in the low micromolar range, 18ā42 microM
-
?
additional information
?
-
recombinant enzyme catalyzes carbonyl reduction of nonsteroidal aldehyde and ketone compounds e.g. metyrapone, 4-nitrobenzaldehyde and insecticide NKI 42255, no reverse oxidation of the formed hydroxy derivatives 4-nitrobenzalcohol and NKI 42455 observed
-
?
additional information
?
-
the enzyme catalyzes reversibly the oxidoreduction of 3alpha-hydroxyl groups of steroid hormones
-
?
additional information
?
-
3alpha-hydroxysteroid dehydrogenase/carbonyl reductase catalyzes the oxidation of androsterone with NAD+ to form androstanedione and NADH with the rate-limiting step being the release of NADH in the overall reaction. No enzyme activity is detected for methanol, ethanol, and 2-propanol, which lack the steroid scaffold of androsterone, implying that the steroid scaffold plays an important role in enzyme catalytic specificity. Role of remote substrate binding interactions contributing to the rate enhancement by 3apha-HSD/CR, overview. Uniform binding improves catalysis with simple cyclic alcohols, differential binding improves catalysis of steroid substrates. Reaction product identifcation by LC-MS/MS analysis
-
?
additional information
?
-
no activity with testosterone, 3-oxo-desogestrel, progesterone, 4-nitrobenzalcohol, trans-benzene dihydrodiol and cis-benzene dihydrodiol
-
?
additional information
?
-
-
no activity with testosterone, 3-oxo-desogestrel, progesterone, 4-nitrobenzalcohol, trans-benzene dihydrodiol and cis-benzene dihydrodiol
-
?
additional information
?
-
no activity with testosterone and progesterone
-
?
additional information
?
-
recombinant 3alpha-HSD/CR protein is active with a variety of C19ā27 steroid substrates, catalyzing the 3-oxo reduction and 3alpha-hydroxy dehydrogenation of steroids of the androstane and bile acid series with Km-values in the low micromolar range, 18ā42 microM
-
?
additional information
?
-
recombinant enzyme catalyzes carbonyl reduction of nonsteroidal aldehyde and ketone compounds e.g. metyrapone, 4-nitrobenzaldehyde and insecticide NKI 42255, no reverse oxidation of the formed hydroxy derivatives 4-nitrobenzalcohol and NKI 42455 observed
-
?
additional information
?
-
the enzyme catalyzes reversibly the oxidoreduction of 3alpha-hydroxyl groups of steroid hormones
-
?
additional information
?
-
-
isoform AKR1C2 functions preferentially as a 3-ketosteroid reductase
-
?
additional information
?
-
DD2 is an isoenzyme of DD4 sharing 82% amino acid sequence identity
-
?
additional information
?
-
DD2 is an isoenzyme of DD4 sharing 82% amino acid sequence identity
-
?
additional information
?
-
DD4 is an isoenzyme of DD2 sharing 82% amino acid sequence identity
-
?
additional information
?
-
DD4 is an isoenzyme of DD2 sharing 82% amino acid sequence identity
-
?
additional information
?
-
the enzyme also exhibits a weak 17beta-hydroxysteroid dehydrogenase activity transforming androstenedione into testosterone
-
?
additional information
?
-
enzyme is strictly NADPH-specific
-
?
additional information
?
-
-
enzyme is strictly NADPH-specific
-
?
additional information
?
-
no activity with testosterone, 3-oxo-desogestrel, progesterone, NKI 42255, trans-benzene dihydrodiol and cis-benzene dihydrodiol
-
?
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
(R)-tetralol + NADP+
? + NADPH + H+
-
-
-
-
?
(S)-indan-1-ol + NADP+
indan-1-one + NADPH + H+
-
-
-
-
?
(S)-tetralol + NADP+
1-tetralone + NADPH + H+
-
-
-
-
?
17beta-estradiol + NAD(P)H + H+
estrone + NAD(P)+
-
-
-
?
20alpha-hydroxyprogesterone + NAD(P)H + H+
progesterone + NAD(P)+
-
-
-
?
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NAD(P)H + H+
-
-
-
r
5alpha-androstane-3,17-dione + NAD(P)H + H+
androsterone + NAD(P)+
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NADP+
(5alpha)-androstan-17-beta-ol-3-one + NADPH + H+
-
-
-
-
?
5alpha-dihydroprogesterone + NADPH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
-
-
-
r
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
5alpha-dihydrotestosterone + NADPH + H+
3alpha-androstanediol + NADP+
physiological inactivation of the most potent androgen 5alpha dihydrotestosterone
-
-
r
5alpha-dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NADP+
(5beta)-androstan-3,17-dione + NADPH + H+
-
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NADP+
5beta-androstan-17beta-ol-3-one + NADPH + H+
-
-
-
-
?
5beta-dihydroprogesterone + NADPH + H+
pregnanolone + NADP+
-
-
-
r
7alpha,12alpha-dihydroxy-5beta-cholestan-3-one + NAD(P)+
3alpha,7alpha,12alpha-trihydroxy-5beta-cholestane + NAD(P)H + H+
-
-
-
-
?
a 3alpha-hydroxysteroid + NAD(P)+
a 3-oxosteroid + NAD(P)H + H+
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
allopregnanolone + 5alpha,20alpha-tetrahydroprogesterone + NADP+
5alpha-dihydroprogesterone + NADPH + H+
-
-
-
r
androsterone + NAD(P)+
5alpha-androstane-3,17-dione + NAD(P)H + H+
-
-
-
?
androsterone + NAD+
(5alpha)-androstane-3,17-dione + NADH + H+
-
-
-
-
?
androsterone + NAD+
5alpha-androstan-3,17-dione + NADH + H+
-
-
-
r
androsterone + NADP+
(5alpha)-androstane-3,17-dione + NADPH + H+
-
-
-
-
?
chenodeoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
cholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
estrone + NAD(P)H + H+
17beta-estradiol + NAD(P)+
-
-
-
?
lithocholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
progesterone + NAD(P)H + H+
20alpha-hydroxyprogesterone + NAD(P)+
-
-
-
?
testosterone + NAD(P)H + H+
DELTA4-androstene-3,17-dione + NAD(P)+
-
-
-
?
additional information
?
-
5alpha-dihydrotestosterone + NAD(P)H + H+

3alpha-androstanediol + NAD(P)+
-
-
-
-
?
5alpha-dihydrotestosterone + NAD(P)H + H+
3alpha-androstanediol + NAD(P)+
-
-
-
r
a 3alpha-hydroxysteroid + NAD(P)+

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

a 3-oxosteroid + NADH + H+
-
-
-
r
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
-
-
-
r
a 3alpha-hydroxysteroid + NAD+
a 3-oxosteroid + NADH + H+
-
-
-
r
additional information

?
-
the enzyme catalyzes reversibly the oxidoreduction of 3alpha-hydroxyl groups of steroid hormones
-
-
?
additional information
?
-
the enzyme catalyzes reversibly the oxidoreduction of 3alpha-hydroxyl groups of steroid hormones
-
-
?
additional information
?
-
-
isoform AKR1C2 functions preferentially as a 3-ketosteroid reductase
-
-
?
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0.14 - 0.26
(S)-1,2,3,4-tetrahydronaphth-1-ol
0.146 - 0.52
(S)-indan-1-ol
1
2-(1-imidazolyl)-1-(4-methoxyphenyl)-2-methyl-1-propanone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.6
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
0.025 - 0.028
3-dehydro-alpha-ecdysone
0.035
3-dehydro-beta-ecdysone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0105
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
0.0152 - 0.0216
3alpha-hydroxydesogestrel
0.9 - 1
4-Nitroacetophenone
1 - 1.09
4-nitrobenzaldehyde
0.0001 - 0.003
5alpha-androstan-17-beta-ol-3-one
0.002 - 0.0022
5alpha-Androstan-3alpha-ol-17-one
0.00144
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
0.0008 - 0.0031
5alpha-androstane-3alpha,17beta-diol
0.0018
5alpha-dihydroprogesterone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0012 - 0.07103
5alpha-dihydrotestosterone
0.0002 - 0.0003
5alpha-pregnan-20alpha-ol-3-one
0.0006 - 0.003
5beta-androstan-3,17-dione
0.0006 - 0.0021
5beta-Androstan-3alpha-ol-17-one
0.0012 - 0.0022
5beta-androstane-3alpha,17beta-diol
0.0111 - 0.0201
5beta-dihydrotestosterone
0.0005 - 0.0023
5beta-pregnane-3,20-dione
0.001
5beta-pregnane-3alpha,20alpha-diol
0.208 - 0.22
9alpha,11beta-prostaglandin F2
0.0015
allopregnanolone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0328
androstandiol
pH 8.9, temperature not specified in the publication, NAD(P)+
0.0357
androstandione
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0012
androstenol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
0.0005 - 0.0267
androsterone
0.0011 - 0.0029
chenodeoxycholic acid
0.025 - 0.059
cholic acid
27
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
0.0009 - 0.004
Dehydrolithocholic acid
0.0013 - 0.0097
deoxycholic acid
0.0011
dihydrotestosterone
pH 7.5, 37°C
0.0207
epiandrosterone
pH 8.9, temperature not specified in the publication, NAD(P)+
0.003 - 0.0068
Fusidic acid
0.001 - 0.0019
lithocholic acid
2.1
metyrapol
pH 8.9, temperature not specified in the publication, NAD(P)+
0.033
NADH
mutant F217S, pH 7.4, 25°C
0.00084 - 0.00213
pregn-4-en-3,20-dione
additional information
additional information
-
0.16
(R)-tetralol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.38
(R)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.68
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.14
(S)-1,2,3,4-tetrahydronaphth-1-ol

-
recombinant enzyme, at pH 7.4 and 25°C
0.26
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.146
(S)-indan-1-ol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.28
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.42
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.49
(S)-indan-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.52
(S)-indan-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.11
(S)-tetralol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.24
(S)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.29
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.025
3-dehydro-alpha-ecdysone

pH 7.0, temperature not specified in the publication, NAD(P)H
0.028
3-dehydro-alpha-ecdysone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0152
3alpha-hydroxydesogestrel

pH 8.9, temperature not specified in the publication, NAD(P)+
0.0216
3alpha-hydroxydesogestrel
pH 8.9, temperature not specified in the publication, NAD(P)+
0.9
4-Nitroacetophenone

pH 7.0, temperature not specified in the publication, NAD(P)H
1
4-Nitroacetophenone
pH 7.0, temperature not specified in the publication, NAD(P)H
1
4-nitrobenzaldehyde

pH 7.0, temperature not specified in the publication, NAD(P)H
1.09
4-nitrobenzaldehyde
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0001
5alpha-androstan-17-beta-ol-3-one

mutant F217S, pH 7.4, 25°C
0.003
5alpha-androstan-17-beta-ol-3-one
wild-type, pH 7.4, 25°C
0.002
5alpha-Androstan-3alpha-ol-17-one

-
native enzyme, at pH 7.4 and 25°C
0.0022
5alpha-Androstan-3alpha-ol-17-one
-
recombinant enzyme, at pH 7.4 and 25°C
0.0008
5alpha-androstane-3alpha,17beta-diol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0026
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0031
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0012
5alpha-dihydrotestosterone

apparent Km-value, pH 7.4, 37°C
0.00218
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
0.0034
5alpha-dihydrotestosterone
isoform AKR1C4, at pH 7.4 and 25°C
0.0161
5alpha-dihydrotestosterone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.019
5alpha-dihydrotestosterone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0192
5alpha-dihydrotestosterone
apparent Km-value, pH 7.4, 37°C
0.07103
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant mutant V54L
0.0002
5alpha-pregnan-20alpha-ol-3-one

mutant F217S, pH 7.4, 25°C
0.0003
5alpha-pregnan-20alpha-ol-3-one
wild-type, pH 7.4, 25°C
0.0006
5beta-androstan-3,17-dione

mutant F217S, pH 7.4, 25°C
0.003
5beta-androstan-3,17-dione
wild-type, pH 7.4, 25°C
0.0006
5beta-Androstan-3alpha-ol-17-one

mutant F217S, pH 7.4, 25°C
0.0009
5beta-Androstan-3alpha-ol-17-one
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0014
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0018
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0021
5beta-Androstan-3alpha-ol-17-one
wild-type, pH 7.4, 25°C
0.0012
5beta-androstane-3alpha,17beta-diol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0021
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0022
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0111
5beta-dihydrotestosterone

pH 7.0, temperature not specified in the publication, NAD(P)H
0.0201
5beta-dihydrotestosterone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.0005
5beta-pregnane-3,20-dione

mutant F217S, pH 7.4, 25°C
0.0023
5beta-pregnane-3,20-dione
wild-type, pH 7.4, 25°C
0.001
5beta-pregnane-3alpha,20alpha-diol

-
native enzyme, at pH 7.4 and 25°C
0.001
5beta-pregnane-3alpha,20alpha-diol
-
recombinant enzyme, at pH 7.4 and 25°C
0.208
9alpha,11beta-prostaglandin F2

-
native enzyme, at pH 7.4 and 25°C
0.22
9alpha,11beta-prostaglandin F2
-
recombinant enzyme, at pH 7.4 and 25°C
0.0005
androsterone

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0022
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0027
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0028
androsterone
reombinant His-tagged enzyme, pH 10.5, 25°C
0.00504
androsterone
isoform AKR1C4, at pH 7.4 and 25°C
0.0244
androsterone
pH 8.9, temperature not specified in the publication, NAD(P)+
0.0267
androsterone
pH 8.9, temperature not specified in the publication, NAD(P)+
0.0011
chenodeoxycholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0023
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0029
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.025
cholic acid

pH 8.9, temperature not specified in the publication, NAD(P)+
0.0301
cholic acid
pH 8.9, temperature not specified in the publication, NAD(P)+
0.032
cholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.041
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.059
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0009
Dehydrolithocholic acid

mutant F217S, pH 7.4, 25°C
0.004
Dehydrolithocholic acid
wild-type, pH 7.4, 25°C
0.0013
deoxycholic acid

-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0014
deoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0097
deoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.003
Fusidic acid

pH 8.9, temperature not specified in the publication, NAD(P)+
0.0061
Fusidic acid
pH 8.9, temperature not specified in the publication
0.0068
Fusidic acid
pH 8.9, temperature not specified in the publication, NAD(P)+
0.001
lithocholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0018
lithocholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0019
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.61
Metyrapone

pH 7.0, temperature not specified in the publication, NAD(P)H
0.63
Metyrapone
pH 7.0, temperature not specified in the publication, NAD(P)H
0.081
NAD+

mutant F217S, pH 7.4, 25°C
0.14
NAD+
reombinant His-tagged enzyme, pH 10.5, 25°C, with androstenol
0.39
NAD+
reombinant His-tagged enzyme, pH 10.5, 25°C, with androsterone
0.97
NAD+
wild-type, pH 7.4, 25°C
1
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
NAD+
mutant N272T, pH 7.4, 25°C
1.2
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
NAD+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0002
NADP+

mutant F217S, pH 7.4, 25°C
0.00023
NADP+
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0005
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0006
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.0017
NADP+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.017
NADP+
wild-type, pH 7.4, 25°C
0.017
NADP+
mutant N272T, pH 7.4, 25°C
0.00007
NADPH

in 100 mM potassium phosphate, pH 7.0, at 25°C
0.0004
NADPH
mutant F217S, pH 7.4, 25°C
0.0084
NADPH
wild-type, pH 7.4, 25°C
0.009
NADPH
mutant N272T, pH 7.4, 25°C
0.00084
pregn-4-en-3,20-dione

pH 7.4, 37°C, recombinant wild-type enzyme
0.00213
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
additional information
additional information

steady-state kinetics
-
additional information
additional information
Km-value for the 17beta-oxidation of testosterone is 0.00067 mM, and Km-value for the 17beta-reduction of androstenedione is 0.00138 mM
-
additional information
additional information
steady-state kinetics, and stopped-flow study, kinetics of enzyme mutants P185A, P185G, T188A, and T188S showing an increase in kcat, Ka drosterone and KiNAD and equal primary isotope effects of DV and D(V/K)
-
additional information
additional information
steady-state kinetics of 3alpha-HSD/CR catalyzed reaction of NADþ with androsterone and the truncated analogues, overview. The uniform binding energy from the B-ring of steroids with the active site of 3alpha-HSD/CR equally contributes 2.1 kcal/mol to stabilize both the transition state and ground state of the ternary complex, leading to the similarity in kcat for 2-decalol and cyclohexanol. Differential binding interactions of the remote BCD-ring and CD-ring of androsterone with the active site of 3alpha-HSD/CR contribute 8.5 and 6.4 kcal/mol to the stabilization of the transition state, respectively. The removal of the carbonyl group at C17 of androsterone has small effects on catalysis. Both uniform and differential binding energies from the remote sites of androsterone compared to cyclohexanol contribute to the 3a-HSD/CR catalysis, resulting in the increases in kcat and kcat/KB
-
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
0.2 - 0.27
(S)-1,2,3,4-tetrahydronaphth-1-ol
2.2
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
0.035
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
0.004 - 0.367
5alpha-androstan-17-beta-ol-3-one
0.007
5alpha-Androstan-3alpha-ol-17-one
0.03
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
0.087 - 0.35
5alpha-androstane-3alpha,17beta-diol
0.003
5alpha-dihydroprogesterone
in 100 mM potassium phosphate, pH 7.0, at 25°C
0.033 - 0.1153
5alpha-dihydrotestosterone
0.0025 - 0.05
5alpha-pregnan-20alpha-ol-3-one
0.009 - 0.14
5beta-androstan-3,17-dione
0.004 - 0.18
5beta-Androstan-3alpha-ol-17-one
0.047 - 0.3
5beta-androstane-3alpha,17beta-diol
0.007 - 0.053
5beta-pregnane-3,20-dione
0.002 - 0.003
5beta-pregnane-3alpha,20alpha-diol
0.083 - 0.42
9alpha,11beta-prostaglandin F2
0.000017
allopregnanolone
in 100 mM potassium phosphate, pH 7.0, at 25°C
230
androstenol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
0.032 - 0.13
chenodeoxycholic acid
2.5
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
0.006 - 0.037
Dehydrolithocholic acid
0.012 - 0.085
deoxycholic acid
0.025
dihydrotestosterone
pH 7.5, 37°C
0.032 - 0.043
lithocholic acid
0.0035 - 0.0392
pregn-4-en-3,20-dione
additional information
additional information
Kcat-value for the 17beta-oxidation of testosterone is 0.000118 1/sec, and Kcat-value for the 17beta-reduction of androstenedione is 0.00112 1/sec
-
0.18
(R)-tetralol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.38
(R)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.77
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
(S)-1,2,3,4-tetrahydronaphth-1-ol

-
recombinant enzyme, at pH 7.4 and 25°C
0.27
(S)-1,2,3,4-tetrahydronaphth-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.1
(S)-indan-1-ol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.16
(S)-indan-1-ol
-
native enzyme, at pH 7.4 and 25°C
0.18
(S)-indan-1-ol
-
recombinant enzyme, at pH 7.4 and 25°C
0.27
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.4
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
(S)-tetralol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.27
(S)-tetralol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.43
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.004
5alpha-androstan-17-beta-ol-3-one

mutant F217S, pH 7.4, 25°C
0.367
5alpha-androstan-17-beta-ol-3-one
wild-type, pH 7.4, 25°C
0.007
5alpha-Androstan-3alpha-ol-17-one

-
native enzyme, at pH 7.4 and 25°C
0.007
5alpha-Androstan-3alpha-ol-17-one
-
recombinant enzyme, at pH 7.4 and 25°C
0.087
5alpha-androstane-3alpha,17beta-diol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.135
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.35
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.033
5alpha-dihydrotestosterone

isoform AKR1C4, at pH 7.4 and 25°C
0.0612
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
0.1153
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant mutant V54L
0.0025
5alpha-pregnan-20alpha-ol-3-one

mutant F217S, pH 7.4, 25°C
0.05
5alpha-pregnan-20alpha-ol-3-one
wild-type, pH 7.4, 25°C
0.009
5beta-androstan-3,17-dione

mutant F217S, pH 7.4, 25°C
0.14
5beta-androstan-3,17-dione
wild-type, pH 7.4, 25°C
0.004
5beta-Androstan-3alpha-ol-17-one

mutant F217S, pH 7.4, 25°C
0.048
5beta-Androstan-3alpha-ol-17-one
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.097
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.113
5beta-Androstan-3alpha-ol-17-one
wild-type, pH 7.4, 25°C
0.18
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.047
5beta-androstane-3alpha,17beta-diol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.18
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.3
5beta-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.007
5beta-pregnane-3,20-dione

mutant F217S, pH 7.4, 25°C
0.053
5beta-pregnane-3,20-dione
wild-type, pH 7.4, 25°C
0.002
5beta-pregnane-3alpha,20alpha-diol

-
recombinant enzyme, at pH 7.4 and 25°C
0.003
5beta-pregnane-3alpha,20alpha-diol
-
native enzyme, at pH 7.4 and 25°C
0.083
9alpha,11beta-prostaglandin F2

-
recombinant enzyme, at pH 7.4 and 25°C
0.42
9alpha,11beta-prostaglandin F2
-
native enzyme, at pH 7.4 and 25°C
0.023
androsterone

isoform AKR1C4, at pH 7.4 and 25°C
0.043
androsterone
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.15
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.28
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
500
androsterone
reombinant His-tagged enzyme, pH 10.5, 25°C
0.032
chenodeoxycholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.105
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.13
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.03
cholic acid

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.05
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.006
Dehydrolithocholic acid

mutant F217S, pH 7.4, 25°C
0.037
Dehydrolithocholic acid
wild-type, pH 7.4, 25°C
0.012
deoxycholic acid

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.018
deoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.085
deoxycholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.032
lithocholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.04
lithocholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.043
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.2
NAD+

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.33
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.58
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.006
NADP+

mutant F217S, pH 7.4, 25°C
0.04
NADP+
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.16
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.25
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.72
NADP+
mutant N272T, pH 7.4, 25°C
0.85
NADP+
wild-type, pH 7.4, 25°C
0.01
NADPH

mutant F217S, pH 7.4, 25°C
0.077
NADPH
wild-type, pH 7.4, 25°C
0.1
NADPH
mutant N272T, pH 7.4, 25°C
0.0035
pregn-4-en-3,20-dione

pH 7.4, 37°C, recombinant wild-type enzyme
0.0392
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
3.7
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
3.33
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
20.72
5alpha-androstane-3,17-dione
isoform AKR1C4, at pH 7.4 and 25°C
10.3 - 135
5alpha-androstane-3alpha,17beta-diol
1.623 - 28.07
5alpha-dihydrotestosterone
53.3 - 101.7
5beta-Androstan-3alpha-ol-17-one
191667
androstenol
reombinant His-tagged enzyme, pH 10.5, 25°C
-
4.6 - 178571
androsterone
28.3 - 46.7
chenodeoxycholic acid
0.1
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
8.8 - 14.2
deoxycholic acid
22.7
dihydrotestosterone
pH 7.5, 37°C
21.7 - 31.7
lithocholic acid
4.167 - 18.4
pregn-4-en-3,20-dione
additional information
additional information
Kcat/Km-value for the 17beta-oxidation of testosterone is 0.183 1/sec*mM, and Kcat/Km-value for the 17beta-reduction of androstenedione is 0.817 1/sec*mM
-
1
(R)-tetralol

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.17
(R)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
(R)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.68
(S)-indan-1-ol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
(S)-indan-1-ol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
(S)-indan-1-ol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
(S)-tetralol

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.5
(S)-tetralol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.83
(S)-tetralol
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
10.3
5alpha-androstane-3alpha,17beta-diol

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
96.7
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
135
5alpha-androstane-3alpha,17beta-diol
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.623
5alpha-dihydrotestosterone

pH 7.4, 37°C, recombinant mutant V54L
9.77
5alpha-dihydrotestosterone
isoform AKR1C4, at pH 7.4 and 25°C
28.07
5alpha-dihydrotestosterone
pH 7.4, 37°C, recombinant wild-type enzyme
53.3
5beta-Androstan-3alpha-ol-17-one

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
96.7
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
101.7
5beta-Androstan-3alpha-ol-17-one
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
4.6
androsterone

isoform AKR1C4, at pH 7.4 and 25°C
70
androsterone
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
86.7
androsterone
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
105
androsterone
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
178571
androsterone
reombinant His-tagged enzyme, pH 10.5, 25°C
28.3
chenodeoxycholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
45
chenodeoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
46.7
chenodeoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1
cholic acid

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
1.2
cholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
3.3
cholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
8.8
deoxycholic acid

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
9
deoxycholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
14.2
deoxycholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
21.7
lithocholic acid

-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
23.3
lithocholic acid
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
31.7
lithocholic acid
-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
166.7
NAD+

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
283.3
NAD+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
583.3
NAD+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
23.3
NADP+

-
wild type enzyme, in 0.1 M potassium phosphate, pH 7.4, at 25°C
28
NADP+
mutant F217S, pH 7.4, 25°C
42
NADP+
mutant N272T, pH 7.4, 25°C
50
NADP+
wild-type, pH 7.4, 25°C
266.7
NADP+
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
500
NADP+
-
mutant enzyme H216Y, in 0.1 M potassium phosphate, pH 7.4, at 25°C
9
NADPH

wild-type, pH 7.4, 25°C
11
NADPH
mutant N272T, pH 7.4, 25°C
27
NADPH
mutant F217S, pH 7.4, 25°C
4.167
pregn-4-en-3,20-dione

pH 7.4, 37°C, recombinant wild-type enzyme
18.4
pregn-4-en-3,20-dione
pH 7.4, 37°C, recombinant mutant V54L
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
Please wait a moment until the data is sorted. This message will disappear when the data is sorted.
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Trauger, J.W.; Jiang, A.; Stearns, B.A.; LoGrasso, P.V.
Kinetics of allopregnanolone formation catalyzed by human 3alpha-hydroxysteroid dehydrogenase type III (AKR1C2)
Biochemistry
41
13451-13459
2002
Homo sapiens (P52895), Homo sapiens
brenda
Stayrook, K.R.; Rogers, P.M.; Savkur, R.S.; Wang, Y.; Su, C.; Varga, G.; Bu, X.; Wei, T.; Nagpal, S.; Liu, X.S.; Burris, T.P.
Regulation of human 3 alpha-hydroxysteroid dehydrogenase (AKR1C4) expression by the liver X receptor alpha
Mol. Pharmacol.
73
607-612
2008
Homo sapiens
brenda
Oppermann, U.C.; Maser, E.
Characterization of a 3 alpha-hydroxysteroid dehydrogenase/carbonyl reductase from the gram-negative bacterium Comamonas testosteroni
Eur. J. Biochem.
241
744-749
1996
Pseudomonas sp. (P80701), Comamonas testosteroni (P80702), Comamonas testosteroni, Comamonas testosteroni ATCC 11996 (P80702), Comamonas testosteroni ATCC 11996
brenda
Deyashiki, Y.; Ogasawara, A.; Nakayama, T.; Nakanishi, M.; Miyabe, Y.; Sato, K.; Hara, A.
Molecular cloning of two human liver 3 alpha-hydroxysteroid/dihydrodiol dehydrogenase isoenzymes that are identical with chlordecone reductase and bile-acid binder
Biochem. J.
299
545-552
1994
Homo sapiens (P17516), Homo sapiens (P52895)
brenda
Shiraishi, H.; Ishikura, S.; Matsuura, K.; Deyashiki, Y.; Ninomiya, M.; Sakai, S.; Hara, A.
Sequence of the cDNA of a human dihydrodiol dehydrogenase isoform (AKR1C2) and tissue distribution of its mRNA
Biochem. J.
334
399-405
1998
Homo sapiens
brenda
Penning, T.; Burczynski, M.; Jez, J.; Hung, C.; Lin, H.; Ma, H.; Moore, M.; Palackal, N.; Ratnam, K.
Human 3alpha-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C4) of the aldo-keto reductase superfamily: Functional plasticity and tissue distribution reveals roles in the inactivation and formation of male and female sex hormones
Biochem. J.
351
67-77
2000
Homo sapiens (P17516), Homo sapiens
brenda
Ohta, T.; Ishikura, S.; Shintani, S.; Usami, N.; Hara, A.
Kinetic alteration of a human dihydrodiol/3alpha-hydroxysteroid dehydrogenase isoenzyme, AKR1C4, by replacement of histidine-216 with tyrosine or phenylalanine
Biochem. J.
352
685-691
2000
Homo sapiens
brenda
Rizner, T.; Lin, H.; Penning, T.
Role of human type 3 3alpha-hydroxysteroid dehydrogenase (AKR1C2) in androgen metabolism of prostate cancer cells
Chem. Biol. Interact.
143-144
401-409
2003
Homo sapiens
brenda
Khanna, M.; Qin, K.N.; Wang, R.W.; Cheng, K.C.
Substrate specificity, gene structure, and tissue-specific distribution of multiple human 3 ?-hydroxysteroid dehydrogenases
J. Biol. Chem.
270
20162-20168
1995
Homo sapiens (P17516), Homo sapiens (P42330)
brenda
Mobus, E.; Maser, E.
Molecular cloning, overexpression, and characterization of steroid-inducible 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni. A novel member of the short-chain dehydrogenase/reductase superfamily
J. Biol. Chem.
273
30888-30896
1998
Comamonas testosteroni (P80702), Comamonas testosteroni ATCC 11996 (P80702)
brenda
Nahoum, V.; Gangloff, A.; Legrand, P.; Zhu, D.W.; Cantin, L.; Zhorov, B.S.; Luu-The, V.; Labrie, F.; Breton, R.; Lin, S.X.
Structure of the human 3alpha-hydroxysteroid dehydrogenase type 3 in complex with testosterone and NADP at 1.25-A resolution
J. Biol. Chem.
276
42091-42098
2001
Homo sapiens (P52895)
brenda
Amano, Y.; Yamaguchi, T.; Niimi, T.; Sakashita, H.
Structures of complexes of type 5 17beta-hydroxysteroid dehydrogenase with structurally diverse inhibitors: insights into the conformational changes upon inhibitor binding
Acta Crystallogr. Sect. D
71
918-927
2015
Homo sapiens (P42330)
brenda
Endo, S.; Matsunaga, T.; Ikari, A.; El-Kabbani, O.; Hara, A.; Kitade, Y.
Identification of a determinant for strict NADP(H)-specificity and high sensitivity to mixed-type steroid inhibitor of rabbit aldo-keto reductase 1C33 by site-directed mutagenesis
Arch. Biochem. Biophys.
569
19-25
2015
Oryctolagus cuniculus (T2HVB4), Oryctolagus cuniculus
brenda
Zhang, B.; Hu, X.; Wang, X.; Theriault, J.; Zhu, D.; Shang, P.; Labrie, F.; Lin, S.
Human 3alpha-hydroxysteroid dehydrogenase type 3: structural clues of 5alpha-DHT reverse binding and enzyme down-regulation decreasing MCF7 cell growth
Biochem. J.
473
1037-1046
2016
Homo sapiens (P52895)
brenda
Fan, L.; Peng, G.; Hussain, A.; Fazli, L.; Guns, E.; Gleave, M.; Qi, J.
The steroidogenic enzyme AKR1C3 regulates stability of the ubiquitin ligase Siah2 in prostate cancer cells
J. Biol. Chem.
290
20865-20879
2015
Homo sapiens (P42330)
brenda
Hwang, C.C.; Chang, P.R.; Wang, T.P.
Contribution of remote substrate binding energy to the enzymatic rate acceleration for 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase
Chem. Biol. Interact.
276
133-140
2017
Comamonas testosteroni (P80702)
brenda
Yang, H.; Fang, Y.; Wang, Z.; Zhang, L.
One step affinity recovery of 3alpha-hydroxysteroid dehydrogenase from cloned Escherichia coli
J. Chromatogr.
991
79-84
2015
Comamonas testosteroni (P80702), Comamonas testosteroni ATCC 11996 (P80702)
brenda
Zhang, B.; Zhu, D.W.; Hu, X.J.; Zhou, M.; Shang, P.; Lin, S.X.
Human 3-alpha hydroxysteroid dehydrogenase type 3 (3alpha-HSD3) the V54L mutation restricting the steroid alternative binding and enhancing the 20?-HSD activity
J. Steroid Biochem. Mol. Biol.
141
135-143
2014
Homo sapiens (Q04828)
brenda
Hwang, C.C.; Chang, Y.H.; Lee, H.J.; Wang, T.P.; Su, Y.M.; Chen, H.W.; Liang, P.H.
The catalytic roles of P185 and T188 and substrate-binding loop flexibility in 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase from Comamonas testosteroni
PLoS ONE
8
e63594
2013
Comamonas testosteroni (P80702)
brenda
Chen, J.; Gao, X.; Hong, L.; Ma, L.; Li, Y.
Expression, purification and functional characterization of a novel 3alpha-hydroxysteroid dehydrogenase from Pseudomonas aeruginosa
Protein Expr. Purif.
115
102-108
2015
Pseudomonas aeruginosa (Q9I1X3)
brenda