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(+)-11-dihydrooracin + NADP+
?
-
-
-
-
r
1,2-dehydrocortisol + NADP+
1,2-dehydrocortisone + NADPH
-
-
-
-
r
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
?
-
-
-
-
?
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
11-oxo-progesterone + NADPH + H+
11beta-hydroxyprogesterone + NADP+
11-oxotestosterone + NADPH + H+
?
-
-
-
-
?
11alpha-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + ?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + ?
-
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
11beta,17beta-dihydroxyandrost-4-ene-3-one + ?
17beta-hydroxyandrost-4-ene-3,11-dione + ?
11beta,20alpha-dihydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
11beta,20beta-dihydroxypregn-4-ene-3-one + ?
20beta-hydroxypregn-4-ene-3,11-dione + ?
11beta,21-dihydroxypregn-4-en-3,20-dione + ?
11-dehydro,21-hydroxy-pregn-4-en-3,20-dione + ?
11beta,21-dihydroxypregn-4-en-3,20-dione + NAD+
21-hydroxy-pregn-4-en-3,11,20-trione + NADH + H+
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
11beta-hydroxy-5alpha-androstane-3,17-dione + NAD+
11-keto-5alpha-androstane-3,17-dione + NADH + H+
-
-
-
?
11beta-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
11beta-hydroxyandrost-4-ene-3,17-dione + ?
androst-4-ene-3,11,17-trione + ?
11beta-hydroxyandrostenedione + NAD+
11-ketoandrostenedione + NADH + H+
-
-
-
?
11beta-hydroxyandrosterone + NAD+
11-ketoandrosterone + NADH + H+
-
-
-
?
11beta-hydroxydihydrotestosterone + NAD+
11-ketodihydrotestosterone + NADH + H+
-
-
-
?
11beta-hydroxyprogesterone + NAD+
11-ketoprogesterone + NADH + H+
-
-
-
?
11beta-hydroxytestosterone + NAD+
11-ketotestosterone + NADH + H+
-
-
-
?
11beta-hydroxytestosterone + NAD+
11-oxotestosterone + NADH + H+
-
-
-
-
?
12alpha-fluoro-11-dehydrocorticosterone + NADPH
12alpha-fluoro-corticosterone + NADP+
-
-
-
ir
15-deoxy-D12,14-prostaglandin J2 + NADPH
?
-
isozyme 11beta-HSD1
-
-
?
16alpha-methyl-1,2-dehydrocortisone + NADPH
16alpha-methyl-1,2-dehydrocortisol + NADP+
16alpha-methylcortisol + NADP+
16alpha-methylcortisone + NADPH
-
-
-
?
16alpha-methylcortisone + NADPH
16alpha-methylcortisol + NADP+
16beta-methylcortisol + NADP+
16beta-methylcortisone + NADPH
-
-
-
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17alpha,21-dihydroxypregna-1,4-diene-3,11,20-trione + NADPH
11beta,17alpha,21-trihydroxypregna-1,4-diene-3,20-dione + NADP+
-
i.e. prednisone
i.e. prednisolone
?
2 7-oxocholesterol + 2 NADPH + 2 H+
7beta-hydroxycholesterol + 7alpha-hydroxycholesterol + 2 NADP+
-
40% and 60%, respectively, in lysates of HEK-293 cells and intact HEK-293 cells expressing 11beta-HSD1
-
r
2,3-benzoylphenyl-propanoic acid + NADPH
2,3-benzoylphenyl-propanol + NADP+
20alpha-hydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
21-deoxycortisol + NAD+
21-deoxycortisone + NADH + H+
-
-
-
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
4-methylnitrosamine-1-(3-pyridiyl)-1-butanone + NADPH
4-methylnitrosamine-1-(3-pyridiyl)-1-butanol + NADP+
-
-
-
-
?
4-methylnitrosamino-1-(3-pyridyl)-1-butanone + NADPH
4-methylnitrosamino-1-(3-pyridyl)-1-butanol + NADP+
-
i.e. NNK, genotoxic compound from tobacco smoke, isozyme 11beta-HSD1, carbonyl reductase activity, EC 1.1.1.184
-
-
r
4-nitroacetophenone + NADPH + H+
?
-
-
-
-
?
4-nitrobenzaldehyde + NADPH + H+
?
-
-
-
-
?
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactol + NADP+
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactone + NADPH
5alpha-androstane-3beta,7alpha,17beta-triol + NADP+
5alpha-androstane-3beta,7beta,17beta-triol + NADPH
-
interconversion of 7alpha to 7beta isoform, ratio Vmax/Km is 2 pmol min-1 microgramm-1/microMol
-
-
r
5alpha-androstane-3beta,7beta,17beta-triol + NADP+
5alpha-androstane-3beta,7alpha,17beta-triol + NADP
-
interconversion of 7beta to 7alpha isoform, ratio Vmax/Km is 0.5 pmol min-1 microgramm-1/microMol
-
-
r
5alpha-pregnan-11beta,17alpha-diol-3,20-dione + NAD+
5alpha-pregnan-17alpha-ol-3,11,20-trione + NADH + H+
-
-
-
?
5alpha-pregnan-3alpha,11beta,17alpha-triol-20-one + NAD+
5alpha-pregnan-3alpha,17alpha-diol-11,20-dione + NADH + H+
-
-
-
?
6-[2-(2-hydroxy-ethylamino)-ethyl]-6H-indeno[1,2-c]isoquinoline-5,11-dione + NADPH
(+)-6-[2-(2-hydroxyethyl)aminoethyl]-5-oxo-11-hydroxy-5,6-dihydro-11H-indeno[1,2-c]isoquinoline + NADP+
-
trivial name oracin, cytostatic drug, 11beta-HSD 1 exhibits enzyme cooperativity for the formation of both hydroxy-enantiomers
24% (+)-stereoisomer
-
?
6-[2-(2-hydroxy-ethylamino)-ethyl]-6H-indeno[1,2-c]isoquinoline-5,11-dione + NADPH + H+
(-)-6-[2-(2-hydroxyethyl)aminoethyl]-5-oxo-11-hydroxy-5,6-dihydro-11H-indeno[1,2-c]isoquinoline + NADP+
-
trivial name oracin, cytostatic drug
76% (-)-stereoisomer
-
?
7-keto,25-hydroxycholesterol + NADPH + H+
7beta,25-dihydroxycholesterol + NADP+
7-keto,27-hydroxycholesterol + NADP+
7beta,27-dihydroxycholesterol + NADPH + H+
the reaction is catalyzed by isoform 11beta-HSD1
-
-
r
7-ketocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
7-ketodehydroepiandrosterone + 2 NADPH + 2 H+
7alpha-hydroxydehydroepiandrosterone + 7beta-hydroxydehydroepiandrosterone + 2 NADP+
-
-
formation of alpha- and beta-product in almost equal amounts. In presence of hexose-6-phosphate dehydrogenase, the 7keto-substrate is almost fully metabolized and the 7beta-product is preferentially formed
-
?
7-oxo-5alpha-androstane-3beta,17beta-diol + NADPH
5alpha-androstane-3beta,7alpha,17beta-triol + 5alpha-androstane-3beta,7alpha,17beta-triol + NADP+
-
-
-
-
r
7-oxo-cholesterol + NADP+
7beta-hydroxycholesterol + NADPH + H+
7-oxocholesterol + NADPH + H+
7alpha-hydroxycholesterol + NADP+
-
-
-
-
?
7-oxocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
7-oxolithocholic acid + NADPH + H+
?
-
-
-
-
?
7alpha-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
in lysates of HEK-293 cells expressing 11beta-HSD1, no oxidation in intact HEK293 cells expressing 11beta-HSD1
-
-
r
7alpha-hydroxydehydroepiandrosterone + NADP+
7beta-hydroxydehydroepiandrosterone + 7-ketodehydroepiandrosterone + NADPH
-
-
in presence of hexose-6-phosphate dehydrogenase, less substrate is metabolized and accumulation of 7-ketodehydroepiandrosterone is abolished
-
?
7beta,25-dihydroxycholesterol + NAD+
7-keto,25-hydroxycholesterol + NADH + H+
7beta,27-dihydroxycholesterol + NADH + H+
7-keto,27-hydroxycholesterol + NAD+
the reaction is catalyzed by isoform 11beta-HSD2
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
7beta-hydroxycholesterol + NADPH + H+
7-oxo-cholesterol + NADP+
-
-
-
-
r
7beta-hydroxydehydroepiandrosterone + NADP+
7alpha-hydroxydehydroepiandrosterone + 7-ketodehydroepiandrosterone + NADPH
-
-
formation of products in almost equal amounts. In presence of hexose-6-phosphate dehydrogenase, less substrate is metabolized and accumulation of 7-ketodehydroepiandrosterone is abolished
-
?
9alpha-fluoro-11-oxoprogesterone + NADPH
9alpha-fluoro-11beta-hydroxyprogesterone + NADP+
-
-
-
ir
9alpha-fluorocortisone + NADPH
9alpha-fluorocortisol + NADP+
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
androstenedione + NADPH + H+
testosterone + NADP+
bupropion + NADPH + H+
threohydrobupropion
-
-
-
-
?
cholestane-3beta,5alpha,6beta-triol + NAD(P)+
6-oxocholestan-3beta,5alpha-diol + NAD(P)H + H+
-
-
-
?
corticosterone + NAD+
11-dehydrocorticosterone + NADH + H+
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
?
-
-
-
-
?
corticosterone + NADPH + H+
?
-
-
-
-
?
corticosterone + NADPH + H+
corticosterol + NADP+
cortisol + NAD+
cortisone + NADH
cortisol + NAD+
cortisone + NADH + H+
cortisol + NADP+
cortisone + NADPH
cortisol + NADP+
cortisone + NADPH + H+
cortisone + NAD(P)H
cortisol + NAD(P)+
cortisone + NADH + H+
cortisol + NAD+
cortisone + NADPH + H+
cortisol + NADP+
dehydrocorticosterone + NADPH
corticosterone + NADP+
dexamethasone + NADP+
11-dehydromethasone + NADPH
DFU-lactol + NADPH + H+
?
-
-
-
-
?
itrosamineketone + NADPH + H+
?
-
-
-
-
?
ketoprofen + NADPH + H+
?
-
-
-
-
?
metapyrone + NADPH + H+
7alpha-hydroxycholesterol + NADP+
-
-
-
-
r
metyrapone + NADPH
? + NADP+
-
-
-
r
metyrapone + NADPH + H+
7alpha-hydroxycholesterol + NADP+
-
-
-
-
?
oracin + NADPH + H+
11-dihydrooracin + NADP+
oracin + NADPH + H+
?
-
-
-
-
?
oracin + NADPH + H+
dihydrooracin + NADP+
-
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+
triadimefon + NADPH + H+
?
-
-
-
-
?
additional information
?
-
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
-
r
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
-
?
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
?
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
-
?
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
-
?
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
-
-
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
isozyme 11beta-HSD1
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
isozyme 11beta-HSD1
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
predominantly a reductase in vivo
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
primarly a reductase in vivo
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
isozyme 11beta-HSD1
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
-
isozyme 11beta-HSD1, biological activation of the glucocorticoid
-
-
?
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
-
-
-
-
r
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
-
-
-
-
?
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
-
-
-
-
r
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
-
-
-
?
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
-
-
-
-
?
11-oxo-progesterone + NADPH + H+
11beta-hydroxyprogesterone + NADP+
-
-
-
-
r
11-oxo-progesterone + NADPH + H+
11beta-hydroxyprogesterone + NADP+
-
-
-
-
r
11alpha-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
-
2fold higher activity than for cortisol
-
?
11alpha-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
-
i.e. 11alpha-hydroxy progesterone
-
?
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
-
i.e. cortisol
i.e. cortisol
-
r
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
-
i.e. cortisol
i.e. cortisone
?
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
-
i.e. cortisol
i.e. cortisone
ir
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
-
i.e. cortisol
i.e. cortisone
ir
11beta,17beta-dihydroxyandrost-4-ene-3-one + ?
17beta-hydroxyandrost-4-ene-3,11-dione + ?
-
same activity as for cortisol
-
?
11beta,17beta-dihydroxyandrost-4-ene-3-one + ?
17beta-hydroxyandrost-4-ene-3,11-dione + ?
-
i.e. 11beta-hydroxy-testosterone
-
?
11beta,20alpha-dihydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
-
4fold activity than for cortisol
-
?
11beta,20alpha-dihydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
-
i.e. 11beta-hydroxy,20-dihydroprogesterone
-
?
11beta,20beta-dihydroxypregn-4-ene-3-one + ?
20beta-hydroxypregn-4-ene-3,11-dione + ?
-
46% of the activity compared to cortisol
-
?
11beta,20beta-dihydroxypregn-4-ene-3-one + ?
20beta-hydroxypregn-4-ene-3,11-dione + ?
-
i.e. 11beta,20beta-dihydroxyprogesterone
-
?
11beta,20beta-dihydroxypregn-4-ene-3-one + ?
20beta-hydroxypregn-4-ene-3,11-dione + ?
-
i.e. 11beta,20beta-dihydroxoprogesterone
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + ?
11-dehydro,21-hydroxy-pregn-4-en-3,20-dione + ?
-
i.e. corticosterone
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + ?
11-dehydro,21-hydroxy-pregn-4-en-3,20-dione + ?
-
3fold activity than for cortisol
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NAD+
21-hydroxy-pregn-4-en-3,11,20-trione + NADH + H+
-
no enzyme activity in reverse reaction direction
-
ir
11beta,21-dihydroxypregn-4-en-3,20-dione + NAD+
21-hydroxy-pregn-4-en-3,11,20-trione + NADH + H+
-
i.e. corticosterone
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NAD+
21-hydroxy-pregn-4-en-3,11,20-trione + NADH + H+
-
i.e. corticosterone
-
ir
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
i.e. cortisone
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
i.e. corticosterone, only oxidative activity
-
-
ir
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
i.e. corticosterone, significant higher rate of conversion for 11-beta-HSD2 than for 11-beta-HSD1
-
-
ir
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
in aldosterone-insensitive Pars Recta
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
-
i.e. corticosterone, 5.5times higher affinity for 11-dehydrocorticosterone than for cortisone, 24times higher affinity of corticosterone to 11-dehydrogenase than of cortisol, predominant reductive activity
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
dogfish
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
i.e. corticosterone isoform 11beta-HSD1
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
10-20fold faster than cortisol oxidation
-
?
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH + H+
-
5.5times higher affinity for 11-dehydrocorticosterone than for cortisone, 24times higher affinity of corticosterone to 11-dehydrogenase than of cortisol, predominant reductive activity
-
r
11beta-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
-
highest activity
-
?
11beta-hydroxy-pregn-4-ene-3,20-dione + ?
pregn-4-ene-3,11,20-trione + ?
-
i.e. 11beta-hydroxy progesterone
-
?
11beta-hydroxyandrost-4-ene-3,17-dione + ?
androst-4-ene-3,11,17-trione + ?
-
i.e. 11beta-hydroxy-androstenedione
-
?
11beta-hydroxyandrost-4-ene-3,17-dione + ?
androst-4-ene-3,11,17-trione + ?
-
38% of the activity compared to cortisol
-
?
16alpha-methyl-1,2-dehydrocortisone + NADPH
16alpha-methyl-1,2-dehydrocortisol + NADP+
-
-
-
-
r
16alpha-methyl-1,2-dehydrocortisone + NADPH
16alpha-methyl-1,2-dehydrocortisol + NADP+
-
-
-
-
r
16alpha-methylcortisone + NADPH
16alpha-methylcortisol + NADP+
-
-
-
-
r
16alpha-methylcortisone + NADPH
16alpha-methylcortisol + NADP+
-
-
-
-
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
type-1 enzyme works as a reductase, generating active cortisol, type-2 enzyme works exclusively as a dehydrogenase by inactivating glucocorticoids
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
implicated in the pathogenesis of insulin resistance and obesity
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
type-1 enzyme works as a reductase, generating active cortisol, type-2 enzyme works exclusively as a dehydrogenase by inactivating glucocorticoids
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
type-1 enzyme works as a reductase, generating active cortisol, type-2 enzyme works exclusively as a dehydrogenase by inactivating glucocorticoids
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
type-1 enzyme works as a reductase, generating active cortisol, type-2 enzyme works exclusively as a dehydrogenase by inactivating glucocorticoids
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone, 5.5 times lower affinity than for 11-dehydrocorticosterone
i.e. cortisol
-
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone, stable dehydrogenase activity, unstable oxidoreductase activity
i.e. cortisol
-
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
5.5 times lower affinity than for 11-dehydrocorticosterone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
?
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
17,21-dihydroxy-pregn-4-ene-3,11,20-trione + NADPH
11beta,17,21-trihydroxy-pregn-4-ene-3,20-dione + NADP+
-
i.e. cortisone
i.e. cortisol
r
2,3-benzoylphenyl-propanoic acid + NADPH
2,3-benzoylphenyl-propanol + NADP+
-
widely used in human and veterinarian medicine
-
r
2,3-benzoylphenyl-propanoic acid + NADPH
2,3-benzoylphenyl-propanol + NADP+
-
i.e. ketoprofen
-
r
20alpha-hydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
-
4fold activity than for cortisol
-
?
20alpha-hydroxypregn-4-ene-3-one + ?
20alpha-hydroxypregn-4-ene-3,11-dione + ?
-
i.e. 11beta-hydroxy,20-dihydroprogesterone
-
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
-
i.e. corticosterone
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
-
i.e. corticosterone
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
-
i.e. corticosterone
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
-
i.e. corticosterone
?
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
-
i.e. corticosterone
ir
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
-
10times higher activity than for cortisol
i.e. corticosterone
ir
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactol + NADP+
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactone + NADPH
-
i.e. DFU-lactol
-
r
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactol + NADP+
5,5-dimethyl-3-(3-fluorphenyl)-4-(4-methylsulfonyl)phenyl-2-(5H-furanone)-lactone + NADPH
-
reduced product of the selective cyclooxygenase type 2 inhibitor DFU
-
r
7-keto,25-hydroxycholesterol + NADPH + H+
7beta,25-dihydroxycholesterol + NADP+
-
-
-
?
7-keto,25-hydroxycholesterol + NADPH + H+
7beta,25-dihydroxycholesterol + NADP+
-
-
-
?
7-ketocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
-
-
-
?
7-ketocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
-
-
-
?
7-oxo-cholesterol + NADP+
7beta-hydroxycholesterol + NADPH + H+
-
-
-
?
7-oxo-cholesterol + NADP+
7beta-hydroxycholesterol + NADPH + H+
-
-
-
-
r
7-oxocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
-
luminal orientation of 11beta-HSD1 is essential for the reduction of 7-oxocholesterol
-
-
?
7-oxocholesterol + NADPH + H+
7beta-hydroxycholesterol + NADP+
isozyme 11beta-HSD1, stereospecific reaction
-
-
?
7beta,25-dihydroxycholesterol + NAD+
7-keto,25-hydroxycholesterol + NADH + H+
-
-
-
?
7beta,25-dihydroxycholesterol + NAD+
7-keto,25-hydroxycholesterol + NADH + H+
-
-
-
?
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
-
-
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
-
in lysates of HEK-293 cells expressing 11beta-HSD1, no oxidation in intact HEK293 cells expressing 11beta-HSD1
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
-
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
in lysates of HEK-293 cells expressing 11beta-HSD1, no oxidation in intact HEK293 cells expressing 11beta-HSD1
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
-
-
-
-
r
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
-
in lysates of HEK-293 cells expressing 11beta-HSD1, no oxidation in intact HEK293 cells expressing 11beta-HSD1
-
-
r
9alpha-fluorocortisone + NADPH
9alpha-fluorocortisol + NADP+
-
-
-
-
r
9alpha-fluorocortisone + NADPH
9alpha-fluorocortisol + NADP+
-
-
-
-
r
9alpha-fluorocortisone + NADPH
9alpha-fluorocortisol + NADP+
-
-
-
ir
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
-
-
r
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
-
-
r
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
-
-
r
androst-4-ene-3,11,17-trione + NADPH
11beta-hydroxyandrost-4-ene-3,17-dione + NADP+
-
-
-
r
androstenedione + NADPH + H+
testosterone + NADP+
-
i.e. 4-androsten-17-ol-3-one
-
?
androstenedione + NADPH + H+
testosterone + NADP+
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 + NAD+
11-dehydrocorticosterone + NADH + H+
-
-
-
?
corticosterone + NAD+
11-dehydrocorticosterone + NADH + H+
-
-
-
?
corticosterone + NAD+
11-dehydrocorticosterone + NADH + H+
A0A1B0GWP2
-
-
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
ir
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
ir
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
acts as a reductase in vivo
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
11beta-HSD1
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
acts as a reductase in vivo, bidirectional in vitro
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
-
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
-
-
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
-
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
-
-
-
-
r
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
-
bidirectional in vitro, believed to predominantly function as an oxidoreductase in vivo
-
-
r
corticosterone + NADPH + H+
corticosterol + NADP+
-
-
-
-
r
corticosterone + NADPH + H+
corticosterol + NADP+
-
-
-
-
r
corticosterone + NADPH + H+
corticosterol + NADP+
-
-
-
-
r
corticosterone + NADPH + H+
corticosterol + NADP+
-
-
-
?
cortisol + NAD+
cortisone + NADH
-
isoform 11beta-HSD2
-
-
?
cortisol + NAD+
cortisone + NADH
isozyme 11beta-HSD2 catalyzes the reverse reaction with cofactor NAD+
-
-
ir
cortisol + NAD+
cortisone + NADH + H+
-
-
-
?
cortisol + NAD+
cortisone + NADH + H+
-
-
-
?
cortisol + NAD+
cortisone + NADH + H+
-
-
-
?
cortisol + NAD+
cortisone + NADH + H+
the reaction is catalyzed by isoform 11beta-HSD2
-
-
?
cortisol + NAD+
cortisone + NADH + H+
the reaction is catalyzed by isoform 11beta-HSD2
-
-
?
cortisol + NAD+
cortisone + NADH + H+
-
-
-
?
cortisol + NAD+
cortisone + NADH + H+
-
-
-
?
cortisol + NAD+
cortisone + NADH + H+
A0A1B0GWP2
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
inactivation of the biologically active glucocorticoid
-
-
r
cortisol + NADP+
cortisone + NADPH
-
isozyme 11beta-HSD1, steroid binding structure, overview
-
-
r
cortisol + NADP+
cortisone + NADPH
-
isoform 11beta-HSD1
-
-
?
cortisol + NADP+
cortisone + NADPH
-
the reaction is catalysed by 11beta-HSD2
-
-
?
cortisol + NADP+
cortisone + NADPH
-
the reaction is catalysed by 11beta-HSD2
-
-
ir
cortisol + NADP+
cortisone + NADPH
the reaction is catalysed by 11beta-HSD2
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
the reaction is catalysed by 11beta-HSD2
-
-
?
cortisol + NADP+
cortisone + NADPH
-
the reaction is catalysed by 11beta-HSD2
-
-
ir
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH
-
levels of cortisol oxidation are comparable in the presence of either NADP+ or NAD+
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
-
r
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
r
cortisol + NADP+
cortisone + NADPH + H+
-
substrate for isoforms 11betaHSD1 and 11betaHSD2
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
r
cortisol + NADP+
cortisone + NADPH + H+
-
-
-
-
?
cortisone + NAD(P)H
cortisol + NAD(P)+
-
-
-
-
r
cortisone + NAD(P)H
cortisol + NAD(P)+
-
-
-
-
r
cortisone + NADH + H+
cortisol + NAD+
Q6P0H9
-
-
-
?
cortisone + NADH + H+
cortisol + NAD+
-
-
-
?
cortisone + NADH + H+
cortisol + NAD+
-
-
-
?
cortisone + NADH + H+
cortisol + NAD+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
pathway overview
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
liver, kidney 11beta-HSD1
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
655218, 670065, 690401, 691258, 691263, 691275, 691279, 691281, 691282, 691284, 693550 -
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
697498, 697563, 698167, 700178, 711377, 711383, 711387, 711399, 711737, 711800, 711951, 712257, 713232, 739986 -
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
11betaHSD1 acts as a reductase in vivo
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
bidirectional in vitro, believed to predominantly function as an oxidoreductase in vivo
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
bidirectional reaction in vitro, it is suggested that in vivo 11beta-HSD 1 functions primarly as reductase, reactivating inert 11-oxo glucocorticoids to the corresponding receptor-active 11beta-hydroxy forms
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
primarly a reductase in vivo
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
biological transformation of inactive cortisone to active cortisol
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
isozyme 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1, 11beta-hydroxysteroid dehydrogenase activity, EC 1.1.1.146
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1, the enzyme seems not to be involved in free fatty acid-induced insulin resistance, overview
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
reaction is catalysed by 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
reaction is catalysed by 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
the reaction is catalysed by 11beta-HSD1
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
substrate for isoform 11betaHSD1 only
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
preferred direction of reaction
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
the reaction is catalyzed by isoform 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
the reaction is catalyzed by isoform 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
691282, 697498, 697563, 697625, 699469, 700178, 710841, 711387, 711399, 711632, 711737, 711800, 712257, 713012, 713232, 740144, 740377 -
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
reaction is catalysed by 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
the reaction is catalysed by 11beta-HSD1
-
-
ir
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1 might play an important role in the metabolic syndrome
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1 prefers the reduction of cortisone
-
-
r
cortisone + NADPH + H+
cortisol + NADP+
-
isozyme 11beta-HSD1, biological activation of the glucocorticoid
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
isozyme 11beta-HSD1 catalyzes the forward reaction with cofactor NADPH
-
-
ir
dehydrocorticosterone + NADPH
corticosterone + NADP+
-
-
-
-
r
dehydrocorticosterone + NADPH
corticosterone + NADP+
-
isozyme 11beta-HSD1, 11beta-hydroxysteroid dehydrogenase activity, EC 1.1.1.146
-
-
r
dexamethasone + NADP+
11-dehydromethasone + NADPH
-
-
-
-
?
dexamethasone + NADP+
11-dehydromethasone + NADPH
-
isoform 11-beta-HSD2 shows significantly higher rate of conversion than isoform 11-betaHSD1
-
-
ir
oracin + NADPH + H+
11-dihydrooracin + NADP+
-
the partially purified enzyme catalyzes the reduction of oracin in a stereospecific manner and with higher efficiency and affinity compared to microsomal 11beta-HSD1. The enzyme purified from human liver reduces oracin to (-)-dihydrooracin and (+)-dihydrooracin in a ratio of 76 to 24. Whole human liver microsomes metabolise oracin with different stereospecificity, where the formation of (-)-dihydrooracin (60%) predominates over (+)-dihydrooracin (40%)
-
-
?
oracin + NADPH + H+
11-dihydrooracin + NADP+
-
trivial name oracin, anticancer drug
93% (+)-11-dihydrooracin
-
?
pregn-4-ene-3,11,20-trione + NADPH
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
-
-
?
pregn-4-ene-3,11,20-trione + NADPH
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
-
-
?
pregn-4-ene-3,11,20-trione + NADPH
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
-
-
?
pregn-4-ene-3,11,20-trione + NADPH
11beta-hydroxy-pregn-4-ene-3,20-dione + NADP+
-
-
-
?
additional information
?
-
-
high local cortisol concentrations generated via the 11beta-HSD1 pathway within the liver likely contribute to the regulation of hepatic glucose, fat, and protein metabolism
-
-
?
additional information
?
-
-
the enzyme activates pro-glucocorticoid hormones in a tissue-specific manner
-
-
?
additional information
?
-
-
substrate specificity overview, DELTA4-3-ketones and 5alpha-hydrogen steroids are readily metabolized by the enzyme, 5beta-hydrogen steroids and DELTA4-3-ketones with certain large a-substituents are metabolized to a limited extent or not at all, halogen substitution in the 9alpha-position enhances the rate of reduction of 11-ketones but blocks the oxidation of the related 11beta-ols
-
-
?
additional information
?
-
-
enzyme inhibition affects the glucocorticoid- and dexamethasone-mediated regulation of surfactant protein A metabolism, overview
-
-
?
additional information
?
-
isozyme 11beta-HSD1 is essential for local activation of glucocorticoid receptors, compartimentalization is important for its regulation by hexose-6-phosphate dehydrogenase, metabolic regulation, overview
-
-
?
additional information
?
-
-
isozyme 11beta-HSD1-driven cortisone reactivation regulates plasminogen activator inhibitor type 1, PAI-1, in adipose tissue of obese women
-
-
?
additional information
?
-
the enzyme activates pro-glucocorticoid hormones in a tissue-specific manner
-
-
?
additional information
?
-
-
the enzyme activates pro-glucocorticoid hormones in a tissue-specific manner
-
-
?
additional information
?
-
-
the enzyme interconvertes 11-oxo-glucocorticoids to their 11-hydroxy metabolites, reaction of EC 1.1.1.146, but is also active as carbonyl reductase, EC 1.1.1.184, in detoxification of xenobiotic carbonyl compounds reducing them to alcohols that are easier to conjugate and eliminate
-
-
?
additional information
?
-
-
the enzyme shows pluripotent substrate specificity being active as 11beta-hydroxysteroid dehydrogenase, EC 1.1.1.146, and carbonyl reductase, EC 1.1.1.184
-
-
?
additional information
?
-
in liver cells, isoform 11beta-HSD1 behaves as a primary reductase, while in Leydig cells it acts as a primary oxidase
-
-
?
additional information
?
-
-
in liver cells, isoform 11beta-HSD1 behaves as a primary reductase, while in Leydig cells it acts as a primary oxidase
-
-
?
additional information
?
-
neither 7alpha-hydroxycholesterol nor 7betha-hydroxycholesterol is oxidized by isoform 11beta-HSD1
-
-
-
additional information
?
-
neither 7alpha-hydroxycholesterol nor 7betha-hydroxycholesterol is oxidized by isoform 11beta-HSD1
-
-
-
additional information
?
-
-
local amplification of glucocorticoids by isozyme 11beta-HSD1 promotes macrophage phagocytosis of apoptotic leukocytes
-
-
?
additional information
?
-
-
the enzyme activates pro-glucocorticoid hormones in a tissue-specific manner
-
-
?
additional information
?
-
-
isoform 11beta-HSD1 is involved in mediation of cortisol bioavailability in the choroid plexus
-
-
?
additional information
?
-
-
effects of hypertension on cardiac steroid metabolism, overview
-
-
?
additional information
?
-
-
estradiol has a regulatory function on the isozymes in the liver, isozyme 11beta-HSD1 expression is about 30% reduced in castrated male rats, while expression of isozyme 11beta-HSD2 is increased, overview
-
-
?
additional information
?
-
-
isozyme 11beta-HSD1 and hexose-6-phosphate dehydrogenase are co-localized in the hepatic endoplasmic reticulum and act in close cooperation in generation of cofactors for each other, functional coupling, overview
-
-
?
additional information
?
-
-
isozyme 11beta-HSD1 is regulated by the pentose phosphate pathway flux, overview
-
-
?
additional information
?
-
-
the enzyme activates pro-glucocorticoid hormones in a tissue-specific manner
-
-
?
additional information
?
-
-
substrate specificity overview, DELTA4-3-ketones and 5alpha-hydrogen steroids are readily metabolized by the enzyme, 5beta-hydrogen steroids and DELTA4-3-ketones with certain large a-substituents are metabolized to a limited extent or not at all, halogen substitution in the 9alpha-position enhances the rate of reduction of 11-ketones but blocks the oxidation of the related 11beta-ols
-
-
?
additional information
?
-
-
in liver cells, isoform 11beta-HSD1 behaves as a primary reductase, while in Leydig cells it acts as a primary oxidase
-
-
?
additional information
?
-
the enzyme plays a role in control of cortisol and spermatogenesis
-
-
?
additional information
?
-
-
physiological role of 11beta-hydroxysteroid dehydrogenase in limiting any local actions of glucocorticoids within the reproductive tissues
-
-
?
additional information
?
-
-
maximal rates for NADP+-dependent cortisol oxidation are 7.4-28.5fold greater than the Vmax for NADPH-dependent reduction of cortisone, and are comparable with the rates of NAD+-dependent cortisol metabolism
-
-
?