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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
2-decalol + NAD+
2-decanone + 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-androstenedione + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxyandrostenedione + NADPH
?
4-hydroxyandrostenedione + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-one + NADP+
-
-
-
?
4-hydroxytestosterone + NADPH
?
4-hydroxytestosterone + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-ol + NADP+
-
-
-
?
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+
5alpha,20alpha-tetrahydroprogesterone + NADP+
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 + NAD+
androstanedione + NADH + H+
-
-
-
r
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 + NAD+
dehydrocholic acid + NADH + H+
-
-
-
-
r
cholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
cyclohexanol + NAD+
cyclohexanone + NADH + H+
-
-
-
r
dehydrocholic acid + NADH + H+
cholic acid + NAD+
-
-
-
-
r
dehydrolithocholic acid + NADPH + H+
?
-
-
-
r
deoxycholic acid + NADH
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NAD+
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
dihydrotestosterone + NAD(P)H + H+
5alpha-androstane-3alpha,17beta-diol + NAD(P)+
-
-
-
?
dihydrotestosterone + NADPH
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
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)+
-
-
-
?
testosterone + NADPH + H+
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
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-hydroxyandrostenedione + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxyandrostenedione + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxytestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
4-hydroxytestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
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-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
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
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
-
-
-
-
?
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
-
-
-
?
dihydrotestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
dihydrotestosterone + NADPH
?
the enzyme act as reductase for 4-hydroxyandrostenedione in both COS-1 cells and in reaction systems with purified enzymes. It exerts 3alpha-, 3beta-, and 17beta-hydroxysteroid dehydrogenase activities
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
low activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
high activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
-
?
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
?
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 C1927 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, 1842 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 C1927 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, 1842 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
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione and testosterone, and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone and poor activity with 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with 4-androstenedione, testosterone, and 4-hydroxytestosterone (4-OHT)
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
additional information
?
-
identification of metabolites by GC-MSMS in feeding experiments of recombinant COS-1 cells. Substrate specificity of recombinant AKR1C isozymes, overview. The isozymes also have 17beta-hydroxysteroid dehydrogenase activity. No activity with testosterone and 4-androstenedione
-
-
-
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
-
-
?
additional information
?
-
-
NADH binding to the recombinant enzyme Ps3alphaHSD and its mutants is thermodynamically analyzed using isothermal titration calorimetry
-
-
-
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
4-hydroxyandrostenedione + NADPH + H+
3alpha,4beta-dihydroxy-5alpha-androstan-17-one + NADP+
-
-
-
?
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+
5alpha,20alpha-tetrahydroprogesterone + NADP+
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 + NAD+
androstanedione + NADH + H+
-
-
-
r
androsterone + NADP+
(5alpha)-androstane-3,17-dione + NADPH + H+
-
-
-
-
?
chenodeoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
cholic acid + NAD+
dehydrocholic acid + NADH + H+
-
-
-
-
r
cholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
deoxycholic acid + NADP+
? + NADPH + H+
-
-
-
-
?
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
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-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
5alpha-dihydroprogesterone + NADPH + H+
5alpha,20alpha-tetrahydroprogesterone + NADP+
reaction of EC 1.1.1.149
-
-
r
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
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
-
-
-
-
?
dihydroprogesterone + NADPH + H+
allopregnanolone + NADP+
-
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
low activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
high activity
-
-
?
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
4-androsten-3alpha,17beta-diol + NADP+
-
-
-
r
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
-
?
dihydrotestosterone + NADPH + H+
5alpha-androstane-3alpha,17beta-diol + NADP+
-
-
-
?
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
-
-
?
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.
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
0.025 - 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
0.00212
4-androstenedione
pH 7.4, 37°C
0.0023 - 0.03362
4-hydroxyandrostenedione
-
0.00603 - 0.02687
4-hydroxytestosterone
-
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
0.0011 - 0.0029
chenodeoxycholic acid
51 - 2489
Dehydrocholic acid
0.0009 - 0.004
Dehydrolithocholic acid
0.0013 - 0.0097
deoxycholic acid
0.0011 - 0.016
dihydrotestosterone
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
0.16
2-decalol
pH 10.5, 40°C
0.6
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
1.7
2-decalol
pH 10.5, 10°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)+
0.0023
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00843
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00977
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.03362
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.00603
4-hydroxytestosterone
pH 7.4, 37°C
-
0.00622
4-hydroxytestosterone
pH 7.4, 37°C
-
0.02687
4-hydroxytestosterone
pH 7.4, 37°C
-
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)+
14
androsterone
pH 10.5, 40°C
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
56
cholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°C
78
cholic acid
-
recombinant His-tagged mutant S114A/Y153F, pH 8.0, 37°C
96
cholic acid
-
recombinant His-tagged mutant K157A, pH 8.0, 37°C
468
cholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°C
586
cholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
27
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
48
Cyclohexanol
pH 10.5, 40°C
51
Dehydrocholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°C
239
Dehydrocholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
2489
Dehydrocholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°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
0.0011
dihydrotestosterone
pH 7.5, 37°C
0.00311
dihydrotestosterone
-
pH 7.2, 37°C, recombinant enzyme
0.00342
dihydrotestosterone
pH 7.2, 37°C, recombinant enzyme
0.00884
dihydrotestosterone
pH 7.4, 37°C
0.01029
dihydrotestosterone
pH 7.4, 37°C
0.0117
dihydrotestosterone
pH 7.4, 37°C
0.016
dihydrotestosterone
pH 7.4, 37°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
-
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
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
AKR1C isozymes kinetics analysis, steady-state Michaelis-Menten kinetics
-
additional information
additional information
steady-state kinetics and thermodynamics. The effects of temperature on kcat/Km for 3alpha-HSD/CR acting on androsterone, 2-decalol, and cyclohexanol show the reactions are entropically favorable but enthalpically unfavorable. Thermodynamic analysis from the temperature-dependent values of Km and kcat shows the binding of the E-NAD+ complex with either 2-decalol or cyclohexanol to form the ternary complex is endothermic and entropy-driven, and the subsequent conversion to the transition state is both enthalpically and entropically unfavorable
-
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
0.035
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
0.0038
4-androstenedione
pH 7.4, 37°C
0.0052 - 0.032
4-hydroxyandrostenedione
-
0.0078 - 0.025
4-hydroxytestosterone
-
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
0.89 - 48
Dehydrocholic acid
0.006 - 0.037
Dehydrolithocholic acid
0.012 - 0.085
deoxycholic acid
0.00075 - 0.026
dihydrotestosterone
0.032 - 0.043
lithocholic acid
0.0035 - 0.0392
pregn-4-en-3,20-dione
0.032
testosterone
pH 7.4, 37°C
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
0.91
2-decalol
pH 10.5, 10°C
2.2
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
4.3
2-decalol
pH 10.5, 40°C
0.0052
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.017
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.0245
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.032
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.0078
4-hydroxytestosterone
pH 7.4, 37°C
-
0.01
4-hydroxytestosterone
pH 7.4, 37°C
-
0.025
4-hydroxytestosterone
pH 7.4, 37°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
7.2
androsterone
pH 10.5, 40°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
0.012
cholic acid
-
recombinant His-tagged mutant S114A/Y153F, pH 8.0, 37°C
0.03
cholic acid
-
mutant enzyme H216F, in 0.1 M potassium phosphate, pH 7.4, at 25°C
0.045
cholic acid
-
recombinant His-tagged mutant K157A, pH 8.0, 37°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
0.62
cholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°C
0.8
cholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
23
cholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°C
0.74
Cyclohexanol
pH 10.5, 40°C
2.5
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
0.89
Dehydrocholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
1.1
Dehydrocholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°C
48
Dehydrocholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°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
0.00075
dihydrotestosterone
pH 7.4, 37°C
0.0175
dihydrotestosterone
pH 7.4, 37°C
0.023
dihydrotestosterone
pH 7.4, 37°C
0.025
dihydrotestosterone
pH 7.5, 37°C
0.026
dihydrotestosterone
pH 7.4, 37°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.
3.33
3alpha-androstanediol
isoform AKR1C4, at pH 7.4 and 25°C
1.8
4-androstenedione
pH 7.4, 37°C
0.959 - 2.9
4-hydroxyandrostenedione
-
0.943 - 1.63
4-hydroxytestosterone
-
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
0.51 - 178571
androsterone
28.3 - 46.7
chenodeoxycholic acid
0.00015 - 3.3
cholic acid
0.00044 - 0.94
Dehydrocholic acid
8.8 - 14.2
deoxycholic acid
0.75 - 22.7
dihydrotestosterone
21.7 - 31.7
lithocholic acid
4.167 - 18.4
pregn-4-en-3,20-dione
0.96
testosterone
pH 7.4, 37°C
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
0.54
2-decalol
pH 10.5, 10°C
3.7
2-decalol
reombinant His-tagged enzyme, pH 10.5, 25°C
26.88
2-decalol
pH 10.5, 40°C
0.959
4-hydroxyandrostenedione
pH 7.4, 37°C
-
2.25
4-hydroxyandrostenedione
pH 7.4, 37°C
-
2.9
4-hydroxyandrostenedione
pH 7.4, 37°C
-
0.943
4-hydroxytestosterone
pH 7.4, 37°C
-
1.29
4-hydroxytestosterone
pH 7.4, 37°C
-
1.63
4-hydroxytestosterone
pH 7.4, 37°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
0.51
androsterone
pH 10.5, 40°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
0.00015
cholic acid
-
recombinant His-tagged mutant S114A/Y153F, pH 8.0, 37°C
0.0005
cholic acid
-
recombinant His-tagged mutant K157A, pH 8.0, 37°C
0.0013
cholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°C
0.0014
cholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
0.411
cholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°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
0.015
Cyclohexanol
pH 10.5, 40°C
0.1
Cyclohexanol
reombinant His-tagged enzyme, pH 10.5, 25°C
0.00044
Dehydrocholic acid
-
recombinant His-tagged mutant Y153F, pH 8.0, 37°C
0.0037
Dehydrocholic acid
-
recombinant His-tagged mutant S114A, pH 8.0, 37°C
0.94
Dehydrocholic acid
-
recombinant His-tagged wild-type enzyme, pH 8.0, 37°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
0.75
dihydrotestosterone
pH 7.4, 37°C
1.43
dihydrotestosterone
pH 7.4, 37°C
1.7
dihydrotestosterone
pH 7.4, 37°C
2.98
dihydrotestosterone
pH 7.4, 37°C
22.7
dihydrotestosterone
pH 7.5, 37°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
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evolution
human 3alpha-HSD3 shares 97.8% sequence identity with human 20-alpha hydroxysteroid dehydrogenase (20alpha-HSD) and there is only one amino acid difference (residue 54) that is located in their steroid binding pockets. 20alpha-HSD displays a distinctive ability in transforming progesterone to 20alpha-hydroxy-progesterone
evolution
the enzyme belongs to the AKR1C subfamily, the members of which catalyze the reduction of ketosteroids and ketoprostaglandins
evolution
enzyme 3alpha-HSD/CR belongs to the short chain dehydrogenase/ reductase (SDR) superfamily
evolution
3alpha-HSOR is a member of the aldo-keto reductase superfamily
evolution
3alpha-HSOR is a member of the aldo-keto reductase superfamily
evolution
3alpha-HSOR is a member of the aldo-keto reductase superfamily
evolution
-
enzyme AKR1C14 belongs to the aldo-keto reductase family
malfunction
downregulation of 3alpha-HSD3 decreases MCF-7 breast cancer cell growth
malfunction
mutation at P185 in the hinge region and T188 in the loop causes a significant increase in the Kd value for NADH. Mutants P185A, P185G, T188A, and T188S show an increase the dissociation of the nucleotide cofactor, thereby increasing the rate of release of the product and producing the rate-limiting step in the hydride transfer
malfunction
the V54L mutation significantly decreases the 3alpha-HSD activity for the reduction of 5alpha-dihydrotestosterone, while this mutation enhances the 20alpha-HSD activity to convert progesterone
malfunction
-
loss of hydrogen bonding with NADH upon the Y153F mutation results in increased enthalpy change, partially compensated by increased entropy change. The NADH binding affinity of K157A mutant is much lower than that of the wild-type, mainly due to loss of a hydrogen bond. The decreased affinity results in decreased kcat. Compared to the wild-type, the mutants S114A and Y153F show higher Km and lower kcat values in both oxidation and reduction reactions. Simultaneous mutation of S114A and Y153F results in a significant decrease in kcat relative to the single mutant
malfunction
the expression of 5alpha-reductase (5alpha-R) and 3alpha-hydroxysteroid oxidoreductase (3alpha-HSOR) and the levels of progesterone (PROG) and testosterone (T) reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. A decrease in their nervous tissue levels may negatively impact the course and outcome of some pathological events. In other pathological conditions their increased levels may have a negative impact. Thus, the use of synthetic analogues of these steroids or 5alpha-R modulation have been proposed as therapeutic approaches for several nervous system pathologies. Changes in brain levels of PROG metabolites have been detected in Alzheimer's disease (AD) mouse models, such as the 3xTg-AD mouse
malfunction
the expression of 5alpha-reductase (5alpha-R) and 3alpha-hydroxysteroid oxidoreductase (3alpha-HSOR) and the levels of progesterone (PROG) and testosterone (T) reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. A decrease in their nervous tissue levels may negatively impact the course and outcome of some pathological events. In other pathological conditions their increased levels may have a negative impact. Thus, the use of synthetic analogues of these steroids or 5alpha-R modulation have been proposed as therapeutic approaches for several nervous system pathologies. Low plasma testosterone levels are significantly associated with increased risk of Alzheimer's disease in elderly men, while higher free testosterone levels in women are associated with lower cerebral Abeta positivity
metabolism
enzyme is involved in inactivation of steroid hormones
metabolism
enzyme is involved in inactivation of steroid hormones
metabolism
-
3alpha-hydroxysteroid dehydrogenase isoform AKR1C4 plays a significant role in bile acid biosynthesis, steroid hormone metabolism, and xenobiotic metabolism
metabolism
enzyme is involved in the inactivation of steroid hormones
metabolism
human aldo-keto reductases (AKR1C1-AKR1C4, AKR1Cs) play an important role in the intracellular metabolism of steroids. All AKR1Cs have both 3alpha- and 3beta-HSD activities, AKR1C2 and AKR1C4 have a higher 3alpha-HSD activity, whereas AKR1C1 and AKR1C3 have a higher 3beta-HSD activity
metabolism
the enzymatic complex 5alpha-reductase (5alpha-R) and 3alpha/3beta-hydroxysteroid oxidoreductase (HSOR) is expressed in the nervous system, where it transforms progesterone (PROG) and testosterone (T) into neuroactive metabolites. These metabolites regulate myelination, brain maturation, neurotransmission, reproductive behavior and the stress response. The expression of 5alpha-R and 3alpha-HSOR and the levels of PROG and T reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. Biosynthesis of progesterone and testosterone metabolites and their mechanism of action, overview
metabolism
the enzymatic complex 5alpha-reductase (5alpha-R) and 3alpha/3beta-hydroxysteroid oxidoreductase (HSOR) is expressed in the nervous system, where it transforms progesterone (PROG) and testosterone (T) into neuroactive metabolites. These metabolites regulate myelination, brain maturation, neurotransmission, reproductive behavior and the stress response. The expression of 5alpha-R and 3alpha-HSOR and the levels of PROG and T reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. Biosynthesis of progesterone and testosterone metabolites and their mechanism of action, overview
metabolism
the enzymatic complex 5alpha-reductase (5alpha-R) and 3alpha/3beta-hydroxysteroid oxidoreductase (HSOR) is expressed in the nervous system, where it transforms progesterone (PROG) and testosterone (T) into neuroactive metabolites. These metabolites regulate myelination, brain maturation, neurotransmission, reproductive behavior and the stress response. The expression of 5alpha-R and 3alpha-HSOR and the levels of PROG and T reduced metabolites show regional and sex differences in the nervous system and are affected by changing physiological conditions as well as by neurodegenerative and psychiatric disorders. Biosynthesis of progesterone and testosterone metabolites and their mechanism of action, overview
metabolism
-
the homeostasis of neurosteroids, such as allopregnanolone and 5alpha-androstane-3alpha,17beta-diol (DIOL), depends on the catalysis of AKR1C14 and RDH2. These two enzymes are present in the different subcellular regions, with AKR1C14 in the cytoplasm and RDH2 in the smooth endoplasmic reticulum (microsome), and they use different cofactors, with AKR1C14 of NADPH and RDH2 of NAD+, and the cofactor availability determines the catalytic direction
metabolism
the synthesis of allopregnanolone (ALLO) and 5alpha-androstane-3alpha,17beta-diol (DIOL) needs 5alpha-reductase 1 (SRD5A1) and 3alpha-hydroxysteroid dehydrogenase (AKR1C9). SRD5A1 is a microsomal NADPH-dependent enzyme, which metabolizes progesterone into dihydroprogesterone or testosterone into dihydrotestosterone (DHT). Subsequently, cytosolic NADPH-dependent AKR1C9 metabolizes the above steroid intermediates into ALLO and DIOL, respectively. Another microsomal NAD+-dependent retinol dehydrogenase 2 (RoDH2, EC 1.1.1.53) catalyzes the opposite direction of AKR1C9. Thus, the levels of ALLO and DIOL also depend on the activity of RoDH2. These three enzymes have been shown to be present in the brain
metabolism
-
enzyme is involved in inactivation of steroid hormones
-
physiological function
3-alpha hydroxysteroid dehydrogenase type 3 has an essential role in the inactivation of 5alpha-dihydrotestosterone preventing binding and activation of androgen receptor from overflowing androgen
physiological function
3alpha-hydroxysteroid dehydrogenase catalyzes the oxidation of the 3-hydroxyl group of steroids. The enzymatic conversion is a critical step in the enzymatic assay of urinary sulfated bile acids
physiological function
3alpha-hydroxysteroid dehydrogenase type 3 plays an essential role in the inactivation of the most potent androgen 5alpha-dihydrotestosterone
physiological function
the steroidogenic enzyme AKR1C3 regulates stability of the ubiquitin ligase Siah2 in prostate cancer cells. AKR1C3 binds and stabilizes Siah2 by blocking Siah2 self-ubiquitination and degradation. It has a catalytic independent role on androgen receptor activity via Siah2 that promotes activity of androgen receptor in prostate cancer cells. AKR1C3 is a downstream effector of Siah2 in Rv1 cells
physiological function
-
enzyme AKR1C14 adds a hydrogen to the 3alpha-position of many steroids, including neurosteroids. It is a cytosolic NADPH-dependent enzyme, which primarily catalyzes the formation of allopregnanolone or 5alpha-androstane-3alpha,17beta-diol (DIOL) from dihydroprogesterone and dihydrotestosterone (DHT), respectively
physiological function
the cytosolic NADPH-dependent AKR1C9 metabolizes the steroid intermediates dihydroprogesterone and dihydrotestosterone into allopregnanolone (ALLO) and 5alpha-androstane-3alpha,17beta-diol (DIOL), respectively
physiological function
the enzymatic complex 5alpha-R and 3alpha-HSOR colocalizes in glutamatergic and GABAergic neurons of the cerebral cortex, hippocampus, amygdala and thalamus, suggesting that metabolites so formed are relevant for neurotransmitter synthesis and the modulation of their activity in these cells. The metabolites of progesterone (PROG) and testosterone (T) formed by the action of the enzymatic complex 5alpha-R and 3alpha- or 3beta-HSOR have a profound physiological impact in the nervous system, because they are also ligands for a variety of neuronal and glial receptors that are not directly modulated by PROG and T. The reduced metabolites of PROG are also involved in mood regulation. Actions of progesterone and testosterone metabolites in physiological conditions, overview. The enzyme is involed in regulation of the levels of progesterone and testosterone reduced metabolites in the nervous system
physiological function
the enzymatic complex 5alpha-R and 3alpha-HSOR colocalizes in glutamatergic and GABAergic neurons of the cerebral cortex, hippocampus, amygdala and thalamus, suggesting that metabolites so formed are relevant for neurotransmitter synthesis and the modulation of their activity in these cells. The metabolites of progesterone (PROG) and testosterone (T) formed by the action of the enzymatic complex 5alpha-R and 3alpha- or 3beta-HSOR have a profound physiological impact in the nervous system, because they are also ligands for a variety of neuronal and glial receptors that are not directly modulated by PROG and T. The reduced metabolites of PROG are also involved in mood regulation. Actions of progesterone and testosterone metabolites in physiological conditions, overview. The enzyme is involed in regulation of the levels of progesterone and testosterone reduced metabolites in the nervous system. Metabolite of dihydrotestosterone (DHT), 4-androsten-3alpha,17beta-diol, exerts europrotective effects in SH-SY5Y neuronal cells and in primary cortical neurons, inhibiting the phosphorylation of extracellular signal-regulated kinase induced by amyloid beta peptide 1-42. Interestingly, this effect is mediated by both GABA-A receptor-dependent and independent mechanisms
physiological function
the enzymatic complex 5alpha-R and 3alpha-HSOR colocalizes in glutamatergic and GABAergic neurons of the cerebral cortex, hippocampus, amygdala and thalamus, suggesting that metabolites so formed are relevant for neurotransmitter synthesis and the modulation of their activity in these cells. The metabolites of progesterone (PROG) and testosterone (T) formed by the action of the enzymatic complex 5alpha-R and 3alpha- or 3beta-HSOR have a profound physiological impact in the nervous system, because they are also ligands for a variety of neuronal and glial receptors that are not directly modulated by PROG and T. The reduced metabolites of PROG are also involved in mood regulation. Actions of progesterone and testosterone metabolites in physiological conditions, overview. The enzyme is involed in regulation of the levels of progesterone and testosterone reduced metabolites in the nervous system. Tetrahydroprogesterone (THP) treatment reduces seizures, prevents cell apoptosis in the spinal cord of STZ diabetic and protects against stroke, oxygen-glucose deprivation
physiological function
the enzyme metabolizes the aromatase inhibitor formestane (4-hydroxandrostenedione, 4-OHA), which binds with high affinity to the androgen receptor, molecular docking and binding kinetics. All recombinant AKR1C isozymes reduce 4-androstenedione to testosterone presenting 17-oxo reductase activity. AKR1C3 is most active as a 17-oxosteroid reductase followed by AKR1C1 and then AKR1C2, whereas AKR1C4 only weakly reduces 4-androstenedione to testosterone. For dihydrotestosterone (DHT), all four enzymes exhibit both 3alpha/beta-oxoreductase activities to various degrees. The major sources of 3beta-diol are AKR1C1, AKR1C3, and AKR1C4, and that of 3alpha-diol is AKR1C2. In this set-up, isolated AKR1C4 preferentially catalysed the 3beta-reduction of DHT. Inhibition by phenolphthalein changes the stereoselectivity back to the normal 3alpha-reduction. For testosterone, the AKR1C isozymes have no catalytic function and even no oxidative 17beta-HSD activity. For 4-hydroxyandrostenedione (4-OHA), some AKR1Cs behave as 17beta-HSD or as 3beta-HSD, but all AKR1Cs convert 4-OHA to 3alpha,4beta-dihydroxy-5alpha-androstan-17-one, possibly reducing the oxo-group at C4, thereby eliminating the double bond to varying extent. AKR1C3 is most active as a 17-oxosteroid reductase. AKR1C4 shows higher activities of 4-oxo-reductase, 3alpha-HSD, and 3beta-HSD, producing the largest amount of 3alpha,4beta-dihydroxy-5alpha-androstan-17-one and 3beta,4beta-dihydroxy-5alpha-androstan-17-one. Like testosterone, 4-hydroxytestosterone (4-OHT) is not a good substrate for isozymes AKR1C1 and AKR1C2. In contrast to testosterone, 4-OHT undergoes some AKR1C catalysed metabolism. Both AKR1C3 and AKR1C4 have some oxidative 17beta-HSD activity, and AKR1C4 has additional obvious 4-5 double bond reductase and 3-oxoreductase activities, making a good production of to 3alpha,4beta-dihydroxy-5alpha-androstan-17-one. AKR1C3 predominantly catalyzes the reduction at C17 of 4-andostenedione as a first step, whereas it catalyzes the first step in the metabolism of 4-OHT as oxidative 17beta-HSD. Apparently, AKR1C4 also catalyses the way of 4-OHT via a special 17beta-hydroxy pathway to 3alpha-adiol, a pathway whereby the 17beta-OH-group is preserved
additional information
catalytic tetrad N86-S114-Y155-K159, catalytic roles of P185 and T188 and substrate-binding loop flexibility in 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase. Structurally the substrate-binding loop of the residues, T188-K208, is unresolved, while binding with NAD+ causes the appearance of T188-P191 in the binary complex, functional roles of the flexible substrate-binding loop in conformational changes and enzyme catalysis, overview. Simulated molecular modeling gives results that are consistent with the conformational change in the substrate-binding loop after NAD+ binding. These results indicate that P185, T188 and the flexible substrate-binding loop are involved in binding with the nucleotide cofactor and with androsterone and are also involved in catalysis. Homology structure modeling, overview
additional information
-
AKR1C14 has two substrate binding sites, the steroid binding and the cofactor binding site
additional information
AKR1C9 has two substrate binding sites, the steroid binding site and the cofactor binding site
additional information
-
residues Ser114, Tyr153, and Lys157 form the catalytic triad. Tyr153 is a catalytic base and Ser114 is a substitute
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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
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2002
Homo sapiens (P52895), Homo sapiens
brenda
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Regulation of human 3 alpha-hydroxysteroid dehydrogenase (AKR1C4) expression by the liver X receptor alpha
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73
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2008
Homo sapiens
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Characterization of a 3 alpha-hydroxysteroid dehydrogenase/carbonyl reductase from the gram-negative bacterium Comamonas testosteroni
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241
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1996
Pseudomonas sp. (P80701), Comamonas testosteroni (P80702), Comamonas testosteroni, Comamonas testosteroni ATCC 11996 (P80702), Comamonas testosteroni ATCC 11996
brenda
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Molecular cloning of two human liver 3 alpha-hydroxysteroid/dihydrodiol dehydrogenase isoenzymes that are identical with chlordecone reductase and bile-acid binder
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299
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1994
Homo sapiens (P17516), Homo sapiens (P52895)
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Homo sapiens
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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
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351
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2003
Homo sapiens
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Substrate specificity, gene structure, and tissue-specific distribution of multiple human 3 ?-hydroxysteroid dehydrogenases
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Homo sapiens (P17516), Homo sapiens (P42330)
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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
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Structure of the human 3alpha-hydroxysteroid dehydrogenase type 3 in complex with testosterone and NADP at 1.25-A resolution
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Homo sapiens (P52895)
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71
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Homo sapiens (P42330)
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Homo sapiens (P52895)
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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
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Homo sapiens (P42330)
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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
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One step affinity recovery of 3alpha-hydroxysteroid dehydrogenase from cloned Escherichia coli
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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
Shiota, A.; Inaba, S.; Oda, M.
Effects of active site residues of 3alpha-hydroxysteroid dehydrogenase from Pseudomonas sp. b-0831 on its catalysis and cofactor binding
Biosci. Biotechnol. Biochem.
82
1702-1707
2018
Pseudomonas sp. B-0831
brenda
Hwang, C.C.; Chang, P.R.; Hsieh, C.L.; Chou, Y.H.; Wang, T.P.
Thermodynamic analysis of remote substrate binding energy in 3alpha-hydroxysteroid dehydrogenase/carbonyl reductase catalysis
Chem. Biol. Interact.
302
183-189
2019
Comamonas testosteroni (P80702)
brenda
Wan, R.; Kong, X.; Yang, Y.; Tao, S.; Chen, Y.; Teichmann, A.T.; Wieland, F.H.
Role of human 3alpha-hydroxysteroid dehydrogenase isoforms (AKR1C1-AKR1C3) in the extrahepatic metabolism of the steroidal aromatase inactivator Formestane
J. Steroid Biochem. Mol. Biol.
198
105527
2020
Homo sapiens (P17516), Homo sapiens (P42330), Homo sapiens (P52895), Homo sapiens (Q04828)
brenda
Wu, Y.; Li, L.; Zhou, S.; Shen, Q.; Lin, H.; Zhu, Q.; Sun, J.; Ge, R.S.
Apigenin inhibits rat neurosteroidogenic 5alpha-reductase 1 and 3alpha-hydroxysteroid dehydrogenase
Neurochem. Int.
110
84-90
2017
Rattus norvegicus (P23457)
brenda
Giatti, S.; Diviccaro, S.; Falvo, E.; Garcia-Segura, L.; Melcangi, R.
Physiopathological role of the enzymatic complex 5alpha-reductase and 3alpha/beta-hydroxysteroid oxidoreductase in the generation of progesterone and testosterone neuroactive metabolites
Front. Neuroendocrinol.
57
100836
2020
Rattus norvegicus (P23457), Homo sapiens (Q04828), Mus musculus (Q91WT7)
brenda
Mao, B.; Wu, C.; Zheng, W.; Shen, Q.; Wang, Y.; Wang, Q.; Lin, H.; Li, X.; Sun, J.; Ge, R.S.
Methoxychlor and its metabolite HPTE inhibit rat neurosteroidogenic 3alpha-hydroxysteroid dehydrogenase and retinol dehydrogenase 2
Neurosci. Lett.
684
169-174
2018
Rattus norvegicus
brenda