1.1.1.146: 11beta-hydroxysteroid dehydrogenase

This is an abbreviated version, for detailed information about 11beta-hydroxysteroid dehydrogenase, go to the full flat file.

Reaction

an 11beta-hydroxysteroid
+
NADP+
=
an 11-oxosteroid
+
NADPH
+
H+

Synonyms

11 beta-hydroxysteroid dehydrogenase type 1, 11-beta-HSD1, 11-beta-HSD1 (oxidase) NADP+, 11-beta-HSD2, 11-beta-hydroxysteroid dehydrogenase type1, 11-DH, 11-DH2, 11-oxoreductase, 11beta hydroxysteroid dehydrogenase type 1, 11beta-HSD, 11beta-HSD 1, 11beta-HSD type 1, 11beta-HSD1, 11beta-HSD1A, 11beta-HSD2, 11beta-hydroxy steroid dehydrogenase, 11beta-hydroxysteroid dehydrogenase, 11beta-hydroxysteroid dehydrogenase 1, 11beta-hydroxysteroid dehydrogenase isoforms 1, 11beta-hydroxysteroid dehydrogenase type 1, 11beta-hydroxysteroid dehydrogenase type 2, 11beta-hydroxysteroid dehydrogenase type I, 11beta-hydroxysteroid dehydrogenase type-1, 11beta-hydroxysteroid dehydrogenase-1, 11beta-hydroxysteroid dehydrogenases type 1, 11beta-hydroxysteroid-dehydrogenase type I, 11betaHSD1, 11HSD1, beta-hydroxysteroid dehydrogenase, corticosteroid 11-reductase, corticosteroid 11beta-dehydrogenase, dehydrogenase, 11beta-hydroxy steroid, HSD1, HSD11B, Hsd11B2, isozyme 11beta-HSD1, More, NAD-dependent 11-beta-hydroxysteroid dehydrogenase, NADP(+)-dependent 11beta-dehydrogenase, NADP+-dependent 11beta-hydroxysteroid dehydrogenase 1, type 1 11beta-hydroxysteroid dehydrogenase

ECTree

     1 Oxidoreductases
         1.1 Acting on the CH-OH group of donors
             1.1.1 With NAD+ or NADP+ as acceptor
                1.1.1.146 11beta-hydroxysteroid dehydrogenase

Natural Substrates Products

Natural Substrates Products on EC 1.1.1.146 - 11beta-hydroxysteroid dehydrogenase

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NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
1,2-dehydrocortisol + NADP+
1,2-dehydrocortisone + NADPH
show the reaction diagram
-
-
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
show the reaction diagram
11alpha-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
show the reaction diagram
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + ?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + ?
show the reaction diagram
-
i.e. cortisol
-
?
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
show the reaction diagram
11beta,17beta-dihydroxyandrost-4-ene-3-one + ?
17beta-hydroxyandrost-4-ene-3,11-dione + ?
show the reaction diagram
11beta,20alpha-dihydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
show the reaction diagram
11beta,20beta-dihydroxypregn-4-ene-3-one + ?
20beta-hydroxypregn-4-ene-3,11-dione + ?
show the reaction diagram
11beta,21-dihydroxypregn-4-en-3,20-dione + ?
11-dehydro,21-hydroxy-pregn-4-en-3,20-dione + ?
show the reaction diagram
11beta,21-dihydroxypregn-4-en-3,20-dione + NAD+
21-hydroxy-pregn-4-en-3,11,20-trione + NADH + H+
show the reaction diagram
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
show the reaction diagram
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
show the reaction diagram
11beta-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
show the reaction diagram
11beta-hydroxyandrost-4-ene-3,17-dione + ?
androst-4-ene-3,11,17-trione + ?
show the reaction diagram
11beta-hydroxytestosterone + NAD+
11-oxotestosterone + NADH + H+
show the reaction diagram
-
-
-
-
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
show the reaction diagram
17alpha,21-dihydroxypregna-1,4-diene-3,11,20-trione + NADPH
11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione + NADP+
show the reaction diagram
-
i.e. prednisone
i.e. prednisolone
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
show the reaction diagram
4-methylnitrosamino-1-(3-pyridyl)-1-butanone + NADPH
4-methylnitrosamino-1-(3-pyridyl)-1-butanol + NADP+
show the reaction diagram
-
i.e. NNK, genotoxic compound from tobacco smoke, isozyme 11beta-HSD1, carbonyl reductase activity, EC 1.1.1.184
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
show the reaction diagram
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-one + NADP+
show the reaction diagram
androstenedione + NADPH + H+
testosterone + NADP+
show the reaction diagram
-
the two reactions 11beta-HSD1-dehydrogenase, EC 1.1.1146, and 17beta-HSD3, EC 1.1.1.64, which utilize NADPH are competing for NADPH from the same cofactor pool. 11beta-HSD1-dehydrogenase serves as a NADPH-regenerating system that is tightly coupled in regulating 17beta-HSD3 reaction synthesizing testosterone. A cycle can exist whereby the NADPH produced by 11beta-HSD1 dehydrogenase can drive the reductase activity of 17beta-HSD3 and the NADP+ produced by 17beta-HSD3 and other enzymes involved in testosterone biosynthesis can drive the dehydrogenase activity of 11beta-HSD1
i.e. 4-androsten-17beta-ol-3-one
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
show the reaction diagram
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
show the reaction diagram
-
bidirectional in vitro, believed to predominantly function as an oxidoreductase in vivo
-
-
r
cortisol + NAD+
cortisone + NADH
show the reaction diagram
P50172, P51661
isozyme 11beta-HSD2 catalyzes the reverse reaction with cofactor NAD+
-
-
ir
cortisol + NADP+
cortisone + NADPH
show the reaction diagram
cortisone + NAD(P)H
cortisol + NAD(P)+
show the reaction diagram
cortisone + NADPH
cortisol + NADP+
show the reaction diagram
cortisone + NADPH
cortisol + NADP+ + H+
show the reaction diagram
cortisone + NADPH
cortisole + NADP+
show the reaction diagram
-
-
-
-
?
dehydrocorticosterone + NADPH
corticosterone + NADP+
show the reaction diagram
-
isozyme 11beta-HSD1, 11beta-hydroxysteroid dehydrogenase activity, EC 1.1.1.146
-
-
r
oracin + NADPH + H+
dihydrooracin + NADP+
show the reaction diagram
-
a cytostatic drug, isozyme 11beta-HSD1, carbonyl reductase activity, EC 1.1.1.184, stereochemical ratio of 3:1 for R:S enantiomers of the pro-chiral carbonyl centre of oracin, inactivation of the anti-cancer drug
-
-
r
pregn-4-ene-3,11,20-trione + NADPH
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
show the reaction diagram
additional information
?
-