1.1.1.239: 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

This is an abbreviated version, for detailed information about 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+), go to the full flat file.

Reaction

testosterone
+
NAD+
=
androstenedione
+
NADH
+
H+

Synonyms

17-ketoreductase, 17beta-HSD, 17beta-hydroxysteroid dehydrogenase type 5, 3alpha(17beta)-HSD, 3alpha(17beta)-hydroxysteroid dehydrogenase, AKR1C26, AKR1C27, AKR1C28, AKR1C3, AKR1C34, aldo-keto reductase 1C3, dehydrogenase, 3alpha,17beta-hydroxy steroid, More, NAD+-dependent 3alpha(17beta)-hydroxysteroid dehydrogenase, NAD+-dependent 3beta(17beta)-hydroxysteroid dehydrogenase, NAD+-linked S-tetralol dehydrogenase, PGER6, type 2 3alpha-HSD, type 2 3alpha-hxdroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 2 3alppha-hydroxysteroid dehydrogenase/type 5 17beta-hydroxysteroid dehydrogenase, type 3 17beta-hydroxysteroid dehydrogenase, type 5 17beta-HSD, type 5 17beta-hydroxysteroid dehydrogenase, type 5 17beta-hydroxysteroid dehydrogenase/prostaglandin F synthase, type 5 beta-hydroxysteroid dehydrogenase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.239 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

Substrates Products

Substrates Products on EC 1.1.1.239 - 3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)

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SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(R)-1,2,3,4-tetrahydro-1-naphthol + NAD+
3,4-dihydronaphthalen-1(2H)-one + NADH + H+
show the reaction diagram
i.e. (R)-tetralol
-
-
?
(S)-1,2,3,4-tetrahydro-1-naphthol + NAD+
3,4-dihydronaphthalen-1(2H)-one + NADH
show the reaction diagram
-
i.e. (S)-tetralol
-
-
r
(S)-1,2,3,4-tetrahydro-1-naphthol + NAD+
3,4-dihydronaphthalen-1(2H)-one + NADH + H+
show the reaction diagram
i.e. (S)-tetralol
-
-
?
(S)-1,2,3,4-tetrahydro-1-naphthol + NAD+
3,4-dihydronaphthalen-1(2H)-one + NADPH + H+
show the reaction diagram
i.e. (S)-tetralol
-
-
?
(S)-1,2,3,4-tetrahydro-1-naphthol + NADP+
3,4-dihydronaphthalen-1(2H)-one + NADPH + H+
show the reaction diagram
i.e. (S)-tetralol
-
-
?
(S)-1-indanol + NAD+
2,3-dihydro-1H-inden-1-one + NADH + H+
show the reaction diagram
(S)-alpha-tetralol + NADP+
alpha-tetralone + NADPH + H+
show the reaction diagram
-
-
-
-
?
(S)-camphorquinone + NADH + H+
? + NAD+
show the reaction diagram
(S)-camphorquinone + NADPH + H+
? + NADP+
show the reaction diagram
-
-
-
?
(S)-tetralol + NADP+
? + NADPH
show the reaction diagram
-
-
-
-
?
1-acenaphthenol + NAD+
acenaphthylen-1(2H)-one + NADH + H+
show the reaction diagram
-
-
-
?
1-phenyl-1,2-propanedione + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
11alpha-hydroxytestosterone + NAD+
11alpha-hydroxyandrost-4-ene-3,17-dione + NADH
show the reaction diagram
-
156% velocity compared to testosterone
-
r
11beta-hydroxytestosterone + NAD+
11beta-hydroxyandrost-4-ene-3,17-dione + NADH
show the reaction diagram
15alpha-hydroxytestosterone + NAD+
15alpha-hydroxyandrost-4-ene-3,17-dione + NADH
show the reaction diagram
-
131% velocity compared to testosterone
-
r
16-oxoestrone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
17beta-estradiol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
r
17beta-estradiol + NAD+
estrone + NADH + H+
show the reaction diagram
17beta-hydroxy-1alpha-methyl-5alpha-androstan-3-one + NAD+
1alpha-methyl-5alpha-androstane-3,17-dione + NADH
show the reaction diagram
-
192% velocity compared to testosterone
-
r
17beta-hydroxy-5beta-androstan-3-one + NAD+
5beta-androstane-3,17-dione + NADH
show the reaction diagram
-
86% velocity compared to testosterone
-
r
2,3-butanedione + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
2-cyclohexen-1-ol + NAD+
2-cyclohexen-1-one + NADH + H+
show the reaction diagram
2-[(2-bromoethyl)(2-[[(2-hydroxyethyl)amino]methyl]-4,6-dinitrophenyl)amino]ethyl methanesulfonate + 2 NADH + 2 H+
2-[(2-bromoethyl)[4-(hydroxyamino)-2-[[(2-hydroxyethyl)amino]methyl]-6-nitrophenyl]amino]ethyl methanesulfonate + 2 NAD+ + H2O
show the reaction diagram
-
i.e. PR-104A, phosphate ester prodrug designed to exploit tumor hypoxia
i.e. PR-104H, enzyme acts as nitroreductase for activation of PR-104A
-
-
20alpha-hydroxyprogesterone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
3alpha-hydroxyprogesterone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
3beta-hydroxy-5alpha-androstane-17-one + NAD+
5alpha-androstane-3,17-dione + NADH
show the reaction diagram
-
75% velocity compared to testosterone
-
r
3beta-hydroxyprogesterone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
4-androstenedione + NADPH + H+
testosterone + NADP+
show the reaction diagram
-
-
-
-
?
4-oxo-2-nonenal + NADPH + H+
4-hydroxy-2-nonenal + NADP+
show the reaction diagram
-
-
-
-
?
4-pregnen-3alpha-ol-2-one + NAD+
4-pregnen-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
r
4-pregnen-3alpha-ol-20-one + NAD+
4-pregnen-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-androstan-17beta-ol-3-one + NAD+
5alpha-androstan-3,17 dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-androstan-17beta-ol-3-one + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-androstan-3alpha,17beta-diol + NAD+
5alpha-androstan-3alpha-ol-17-one + NADH
show the reaction diagram
-
-
-
?
5alpha-androstan-3alpha-ol-17-one + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
5alpha-androstan-3alpha-ol-17-one + NAD+
5alpha-androstan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-androstan-3beta-ol-17-one + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-androstane-17beta-ol-3-one + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
r
5alpha-androstane-3,17-dione + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NAD+
5alpha-androstane-3alpha-ol-17-one + NADH
show the reaction diagram
5alpha-androstane-3alpha,17beta-diol + NAD+
?
show the reaction diagram
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NAD+
? + NAD+
show the reaction diagram
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + NAD+
? + NADH + H+
show the reaction diagram
5alpha-androstane-3beta,17beta-diol + NAD+
5alpha-androstane-3beta-ol-17-one + NADH
show the reaction diagram
5alpha-androstane-3beta,17beta-diol + NAD+
? + NAD+
show the reaction diagram
-
-
-
?
5alpha-dihydrotestosterone + NAD+
5alpha-androstane-3,17-dione + NADH
show the reaction diagram
-
133% velocity compared to testosterone
-
r
5alpha-dihydrotestosterone + NAD+
androstandione + NADH
show the reaction diagram
-
-
-
r
5alpha-dihydrotestosterone + NAD+
androstanedione + NADH
show the reaction diagram
5alpha-dihydrotestosterone + NADH + H+
testosterone + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-pregnan-20alpha-ol-3-one + NAD+
5alpha-pregnan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-pregnan-3,21alpha-diol-20-one + NAD+
5alpha-pregnan-21-ol-3,20-dione + NADH
show the reaction diagram
-
-
-
?
5alpha-pregnan-3alpha-ol-20-one + NAD+
5alpha-pregan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5alpha-pregnan-3alpha-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH + H+
show the reaction diagram
5alpha-pregnan-3beta-ol-20-one + NAD+
5alpha-pregnan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5beta-androstan-17beta-ol-3-one + NAD+
5beta-androstan-3,17-dione + NADH
show the reaction diagram
-
-
-
?
5beta-androstan-17beta-ol-3-one + NAD+
5beta-androstan-3,17-dione + NADH + H+
show the reaction diagram
5beta-androstan-3alpha,17beta-diol + NAD+
5beta-androstan-3alpha-ol-17-one + NADH
show the reaction diagram
-
-
-
?
5beta-androstan-3alpha-ol-17-one + NAD+
5alpha-androstan-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
r
5beta-androstan-3alpha-ol-17-one + NAD+
5beta-androstan-3,17-dione + NADH + H+
show the reaction diagram
5beta-androstan-3alpha-ol-17-one + NAD+
5beta-androstan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5beta-androstane-17beta-ol-3-one + NAD+
5beta-abdrostan-3,17-dione + NADH + H+
show the reaction diagram
-
-
-
r
5beta-androstane-3,17-dione + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NAD+
5beta-androstane-3alpha-ol-17-one + NADH
show the reaction diagram
-
57% velocity compared to testosterone
-
r
5beta-androstane-3alpha,17beta-diol + NAD+
?
show the reaction diagram
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NAD+
? + NAD+
show the reaction diagram
-
-
-
?
5beta-androstane-3alpha,17beta-diol + NAD+
? + NADH + H+
show the reaction diagram
5beta-androstane-3beta,17beta-diol + NAD+
? + NAD+
show the reaction diagram
-
-
-
?
5beta-dihydrotestosterone + NAD+
androstanedione + NADH
show the reaction diagram
-
50% initial velocity compared to testosterone
-
r
5beta-dihydrotestosterone + NAD+
testosterone + NADH + H+
show the reaction diagram
-
-
-
?
5beta-pregnan-20alpha-ol-3-one + NAD+
5beta-pregnan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
5beta-pregnan-3alpha,21-diol-20-one + NAD+
5beta-pregnan-21-ol-3,20-dione + NADH
show the reaction diagram
-
-
-
?
5beta-pregnan-3alpha-ol-20-one + NAD+
5beta-pregnan-3,20-dione + NADH
show the reaction diagram
-
-
-
?
5beta-pregnan-3alpha-ol-20-one + NAD+
5beta-pregnan-3,20-dione + NADH + H+
show the reaction diagram
5beta-pregnan-3beta,21-diol-20-one + NAD+
?
show the reaction diagram
-
-
-
?
5beta-pregnan-3beta-ol-20-one + NAD+
5beta-pregnan-3,20-dione + NADH + H+
show the reaction diagram
-
-
-
?
6-tert-butyl-2,3-epoxy-4-hydroxy-5-cyclohexen-1-one + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
6beta-hydroxytestosterone + NAD+
6beta-hydroxyandrost-4-ene-3,17-dione + NADH
show the reaction diagram
-
84% velocity compared to testosterone
-
r
9,10-phenanthrenequinone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
alpha-3-hydroxyhexobarbital + NAD+
?
show the reaction diagram
-
-
-
?
alpha-tetralone + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
androst-4-ene-3beta,17beta-diol + NAD+
androst-4-ene-3beta-ol-17-one + NADH
show the reaction diagram
-
75% velocity compared to testosterone
-
r
androst-4-ene-3beta,17beta-diol + NAD+
androst-4-ene-3beta-ol-17-one + NADH + H+
show the reaction diagram
-
-
-
-
?
androst-5-ene-3beta,17beta-diol + NAD+
androst-5-ene-3beta-ol-17-one + NADH
show the reaction diagram
-
33% velocity compared to testosterone
-
r
androstandiol + NAD+
androsterone + NADH
show the reaction diagram
-
-
-
r
androstanediol + NAD+
androsterone + NADH
show the reaction diagram
-
-
-
r
benzene dihydrodiol + NAD+
?
show the reaction diagram
-
-
-
?
benzene dihydrodiol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
beta-3-hydroxyhexobarbital + NAD+
?
show the reaction diagram
-
-
-
?
beta-ionol + NAD+
(3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)but-3-en-2-one + NADH + H+
show the reaction diagram
cis-benzene dihydrodiol + NAD+
?
show the reaction diagram
-
-
-
?
daunorubicin + NADPH + H+
daunorubicinol + NADP+
show the reaction diagram
dehydroepiandosterone + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
estradiol + NAD+
estrone + NADH
show the reaction diagram
estrone + NADPH + H+
17beta-estradiol + NADP+
show the reaction diagram
-
-
-
-
?
farnesol + NAD+
?
show the reaction diagram
-
-
-
?
farnesol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
farnesol + NAD+
farnesal + NADH + H+
show the reaction diagram
-
-
-
?
geraniol + NAD+
?
show the reaction diagram
-
-
-
?
geraniol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
geraniol + NAD+
geranial + NADH + H+
show the reaction diagram
-
-
-
?
geranylgeraniol + NAD+
?
show the reaction diagram
-
-
-
?
geranylgeraniol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
geranylgeraniol + NAD+
geranylgeranial + NADH + H+
show the reaction diagram
-
-
-
?
glycochenodeoxycholic acid + NAD+
7alpha-hydroxy-3-oxo-5-beta-cholanoyl glycine + NADH
show the reaction diagram
-
-
-
?
glycolithocholic acid + NAD+
3-oxo-5beta-cholanoyl glycine + NADH
show the reaction diagram
-
-
-
?
isatin + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
lithocholic acid
5beta-cholan-3-one-24-oic acid + NADH + H+
show the reaction diagram
-
-
-
-
lithocholic acid + NAD+
5-beta-cholan-3-one-24-oic acid + NADH + H+
show the reaction diagram
-
-
-
?
lithocholic acid + NAD+
5beta-cholan-3-one-24-oic acid + NADH
show the reaction diagram
-
-
-
?
lithocholic acid + NAD+
5beta-cholan-3-one-24-oic acid + NADH + H+
show the reaction diagram
-
-
-
?
morphine + NAD+
morphinone + NADH + H+
show the reaction diagram
reaction of EC 1.1.1.218
-
-
?
naphthalene dihydrodiol + NAD+
? + NADH + H+
show the reaction diagram
-
-
-
?
nerol + NAD+
neral + NADH + H+
show the reaction diagram
-
-
-
?
progesterone + NADPH + H+
20alpha-hydroxyprogesterone + NADP+
show the reaction diagram
-
-
-
-
?
prostaglandin D2 + NADPH + H+
9alpha,11beta-prostaglandin F2 + NADP+
show the reaction diagram
-
-
-
-
?
pyridine-3-aldehyde + NADH + H+
? + NAD+
show the reaction diagram
-
-
-
?
testosterone + NAD+
4-androstenedione + NADPH + H+
show the reaction diagram
testosterone + NAD+
androst-4-ene-3,17-dione + NADH + H+
show the reaction diagram
testosterone + NAD+
androstenedione + NADH + H+
show the reaction diagram
testosterone + NADP+
androst-4-ene-3,17-dione + NADPH + H+
show the reaction diagram
-
NADP is 3fold less efficient as cofactor
-
r
testosterone + NADP+
androstenedione + NADPH + H+
show the reaction diagram
-
-
-
r
trans-benzene dihydrodiol + NAD+
?
show the reaction diagram
-
-
-
?
additional information
?
-