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Information on EC 1.1.1.146 - 11beta-hydroxysteroid dehydrogenase and Organism(s) Rattus norvegicus and UniProt Accession P16232

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Rattus norvegicus
UNIPROT: P16232 not found.
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Word Map
The taxonomic range for the selected organisms is: Rattus norvegicus
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Synonyms
11beta-hsd1, 11beta-hsd2, hsd11b2, hsd11b1, 11beta-hydroxysteroid dehydrogenase, 11beta-hsd, 11beta-hydroxysteroid dehydrogenase type 1, beta-hydroxysteroid dehydrogenase, 11betahsd2, 11betahsd1, more
SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
11-beta hydroxysteroid dehydrogenase type 1
-
11beta-hydroxysteroid dehydrogenase type 1
-
11-beta-HSD1
-
-
-
-
11-beta-HSD2
-
-
-
-
11-DH
-
-
-
-
11-DH2
-
-
-
-
11-oxoreductase
-
-
11beta-HSD
-
-
11beta-HSD1A
-
-
-
-
11beta-HSD2
11beta-hydroxy steroid dehydrogenase
-
-
-
-
11beta-hydroxysteroid dehydrogenase
-
-
11beta-hydroxysteroid dehydrogenase 1
-
-
11beta-hydroxysteroid dehydrogenase 2
-
11beta-hydroxysteroid dehydrogenase type 1
-
-
11beta-hydroxysteroid dehydrogenase type 2
beta-hydroxysteroid dehydrogenase
-
-
-
-
corticosteroid 11-reductase
-
-
-
-
corticosteroid 11beta-dehydrogenase
-
-
-
-
dehydrogenase, 11beta-hydroxy steroid
-
-
-
-
HSD11B1
-
isoform
Hsd11B2
-
isoform
NAD-dependent 11-beta-hydroxysteroid dehydrogenase
-
-
-
-
NADP+-dependent 11beta-hydroxysteroid dehydrogenase 1
-
-
type 1 11beta-hydroxysteroid dehydrogenase
-
-
additional information
-
the enzyme belongs to the short-chain dehydrogenase/reductase superfamily
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
an 11beta-hydroxysteroid + NADP+ = an 11-oxosteroid + NADPH + H+
show the reaction diagram
active site variability of isozyme 11beta-HSD1, structure-activity analysis, catalytic mechanism
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
SYSTEMATIC NAME
IUBMB Comments
11beta-hydroxysteroid:NADP+ 11-oxidoreductase
-
CAS REGISTRY NUMBER
COMMENTARY hide
9041-46-7
-
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
androstenedione + NADPH + H+
testosterone + NADP+
show the reaction diagram
corticosterone + NADPH + H+
corticosterol + NADP+
show the reaction diagram
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
show the reaction diagram
-
-
-
?
1,2-dehydrocortisone + NADPH
1,2-dehydrocortisol + NADP+
show the reaction diagram
-
-
-
-
r
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
show the reaction diagram
11-dehydrocorticosterone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
11-dehydrocorticosterone + NADPH + H+
corticosterone + NADP+
show the reaction diagram
-
-
-
-
?
11-oxo-progesterone + NADPH + H+
11beta-hydroxyprogesterone + NADP+
show the reaction diagram
-
-
-
-
r
11beta,21-dihydroxypregn-4-en-3,20-dione + NADP+
21-hydroxy-pregn-4-en-3,11,20-trione + NADPH
show the reaction diagram
16alpha-methyl-1,2-dehydrocortisone + NADPH
16alpha-methyl-1,2-dehydrocortisol + NADP+
show the reaction diagram
-
-
-
-
r
16alpha-methylcortisone + NADPH
16alpha-methylcortisol + NADP+
show the reaction diagram
-
-
-
-
r
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
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
show the reaction diagram
9alpha-fluorocortisone + NADPH
9alpha-fluorocortisol + NADP+
show the reaction diagram
-
-
-
-
r
corticosterone + NAD+
11-dehydrocorticosterone + NADH + H+
show the reaction diagram
A0A1B0GWP2
-
-
-
?
corticosterone + NADP+
11-dehydrocorticosterone + NADPH
show the reaction diagram
corticosterone + NADP+
11-dehydrocorticosterone + NADPH + H+
show the reaction diagram
corticosterone + NADP+
?
show the reaction diagram
-
-
-
-
?
corticosterone + NADPH + H+
?
show the reaction diagram
-
-
-
-
?
corticosterone + NADPH + H+
corticosterol + NADP+
show the reaction diagram
-
-
-
-
r
cortisol + NAD+
cortisone + NADH + H+
show the reaction diagram
A0A1B0GWP2
-
-
-
?
cortisol + NADP+
cortisone + NADPH
show the reaction diagram
-
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
show the reaction diagram
-
-
-
-
?
cortisone + NAD(P)H
cortisol + NAD(P)+
show the reaction diagram
-
-
-
-
r
cortisone + NADH + H+
cortisol + NAD+
show the reaction diagram
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
show the reaction diagram
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
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 + NADPH + H+
corticosterol + NADP+
show the reaction diagram
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
show the reaction diagram
-
-
-
?
11-dehydrocorticosterone + NADPH
corticosterone + NADP+
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
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
7beta-hydroxycholesterol + NADP+
7-oxocholesterol + NADPH
show the reaction diagram
-
-
-
-
r
corticosterone + NAD+
11-dehydrocorticosterone + NADH + H+
show the reaction diagram
A0A1B0GWP2
-
-
-
?
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 + H+
show the reaction diagram
A0A1B0GWP2
-
-
-
?
cortisol + NADP+
cortisone + NADPH + H+
show the reaction diagram
-
-
-
-
?
cortisone + NAD(P)H
cortisol + NAD(P)+
show the reaction diagram
-
-
-
-
r
cortisone + NADH + H+
cortisol + NAD+
show the reaction diagram
-
-
-
?
cortisone + NADPH + H+
cortisol + NADP+
show the reaction diagram
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
NADH
-
NADPH is the preferred cofactor, low activity with NADH
NADP+
NADPH
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Mg2+
1 mM used in assay conditions
additional information
-
EDTA does not affect enzyme activity
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(1E,4E)-1,5-bis(thiophen-2-yl) penta-1,4-dien-3-one
derivative of curcumin, IC50 value in intact cells 184 nM. Not inhibitory to isoform 11beta-HSD2 in kidney at 100 microM
(2S)-2-[[(E)-[(1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-3-(4-hydroxyphenyl)propanoic acid
-
(E)-5-((benzo[d]thiazol-2-ylimino)(methylthio)methylamino)-2-hydroxybenzoic acid
-
2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane
competitive. Also inhibitory to isoform 11beta-HSD2
2-hydroxy-5-[[(E)-[(5-methoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
2-hydroxy-5-[[(E)-[(5-methyl-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
2-hydroxy-5-[[(E)-[(6-methoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
2-hydroxy-5-[[(E)-[(6-methyl-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
2-hydroxy-5-[[(E)-[(7-methoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
2-hydroxy-5-[[(E)-[(7-methyl-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]benzoic acid
-
5-[[(E)-[(5-chloro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(5-ethoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(5-fluoro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(6-chloro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(6-ethoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(6-fluoro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(7-chloro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(7-ethoxy-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
5-[[(E)-[(7-fluoro-1,3-benzothiazol-2-yl)imino](methylsulfanyl)methyl]amino]-2-hydroxybenzoic acid
-
carbenoxolone
-
curcumin
inhibitory against isoform 11beta-HSD1 in intact cells with IC50 value of 5.79 microM, competitive. Treatment with curcumin reduces serum glucose, cholesterol, triglyceride, low density lipoprotein levels in high-fat-diet-induced obese rats
(3beta)-3-hydroxyandrost-5-en-17-one
-
treatment of rats induces a shift from isoform 11beta-HSD1 to 11beta-HSD2 expression, increasing conversion from active to inactive glucocorticoids. Dehydroepiandrosterone likely modulates the transcription of 11beta-HSD2 in a phosphatidylinositol-3 kinase/Akt-dependent manner by increasing CCAAT/enhancer-binding protein beta mRNA and protein expression
(4R,7S)-1,7,8,8-tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methanoindazol-3-one
-
-
(4S,7R)-1,7,8,8-tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-2-(2'-methyl[1,1'-biphenyl]-3-yl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-2-(4-methylphenyl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-2-(pyridin-2-yl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-2-[2-(trifluoromethyl)phenyl]-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1,7,8,8-tetramethyl-2-[[2-(trifluoromethyl)phenyl]methyl]-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1-benzyl-2-(2,4-difluorophenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1-benzyl-2-(2-fluorophenyl)-7,8,8-trimethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1-benzyl-7,8,8-trimethyl-2-phenyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
1-ethyl-7,8,8-trimethyl-2-phenyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
11-oxoandrosterone
-
0.0021 mM, 50% inhibition of oxido-reductase reaction
11-oxoprogesterone
-
0.0095 mM, 50% inhibition of oxido-reductase reaction
11-oxotestosterone
-
0.018 mM, 50% inhibition of oxido-reductase reaction
11beta-hydroxyandrosterone
-
0.07 mM, 50% inhibition of dehydrogenase reaction
11beta-hydroxydehydroepiandrosterone
-
0.003 mM, 50% inhibition of dehydrogenase reaction
11beta-hydroxyprogesterone
-
0.0004 mM, 50% inhibition of dehydrogenase reaction
11beta-hydroxytestosterone
-
0.0017 mM, 50% inhibition of dehydrogenase reaction
17beta-estradiol
-
-
2'-hydroxyflavanone
-
0.2 mM, more than 90% inhibition of 7-oxocholesterol reduction in liver homogenates
2-(2,4-difluorophenyl)-7,8,8-trimethyl-1-(2-phenylethyl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2,5-dichlorophenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2,6-dichlorophenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2-chlorophenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2-fluorophenyl)-7,8,8-trimethyl-1-(prop-2-en-1-yl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2-fluorophenyl)-7,8,8-trimethyl-1-(propan-2-yl)-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(2-fluorophenyl)-7,8,8-trimethyl-1-propyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(3-iodophenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-(3-methoxyphenyl)-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-benzyl-1,7,8,8-tetramethyl-1,2,4,5,6,7-hexahydro-3H-4,7-methanoindazol-3-one
-
-
2-bis-(4-hydroxyphenyl)-1,1,1-trichloroethane
A0A1B0GWP2
-
3-methoxy-7,8,8-trimethyl-2-(4-methylphenyl)-4,5,6,7-tetrahydro-2H-4,7-methanoindazole
-
-
3-monoglucuronyl-glycyrrhetinic acid
A0A1B0GWP2
-
3beta-hydroxy-11-oxo-18beta-olean-12-en-30-oic-acid
-
i.e. glycyrrhetinic acid; more effective for 11-dehydrogenase than for 11-oxoreductase activity
4-chloromercuribenzoate
-
complete inhibition of cortisol oxidation at 0.01 mM
9alpha-Fluorocortisol
-
a competitive inhibitor of the oxidation of cortisol
arylsulfoamidothiazole
-
-
arylsulfoamidothiazoles
-
weak or not binding binding inhibitors, inhibition mode and profiles
-
AZD-8329
-
-
BDE-3
-
inhibitor of isoform HSD11B2
BDE-47
-
inhibitor of isoform HSD11B2
bisphenol A
A0A1B0GWP2
weak inhibition of isoform 11beta-HSD2, 41.61% inhibition at 0.1 mM
BMS-770767
-
-
butylated hydroxyanisole
A0A1B0GWP2
highly selective inhibitor of isoform 11beta-HSD2
BVT.2733
-
-
carbenoxolone
dexamethasone
-
dexmethasone inhibits 11beta-HSD1 activity and expression in a time- and concentration-dependent manner, the effect of dexamethasone is mimicked by both cortisol and corticosterone but blocked by the glucocorticoid receptor antagonist RU486
estradiol
-
50% inhibition, DTT protects at 10 mM, estradiol has a regulatory function on the isozymes in the liver
follicular fluid
-
follicular fluid from small antral follicles inhibits the enzyme in kidney homogenates by 50%, follicular fluid from large antral follicles inhibits by 23%, cyst fluid inhibits by 59%. Net cortisol oxidation in granulosa cells decreases by 35-48% when treated with follicular fluid from large antral follicles, and by 45-75% when treated with cyst fluid
-
glycyrrhizin
A0A1B0GWP2
-
hydroxyitraconazole
-
NADP+
-
50% inhibition at 220 nmol
perfluorohexane sulfonate
A0A1B0GWP2
-
perfluorooctane sulfonate
A0A1B0GWP2
-
Perfluorooctanoic acid
A0A1B0GWP2
-
PF-915275
-
-
resveratrol
-
non-competitive inhibitor
testosterone
zearalenone
A0A1B0GWP2
selective inhibitor of isoform 11beta-HSD2
ziram
A0A1B0GWP2
-
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
D-glucose 6-phosphate
-
stimulates isoform 11beta-HSD1 reductase activity in liver but not in testis
dehydroandrostenedione
-
activates isozyme 11beta-HSD1 3fold
Insulin
-
insulin stimulates 11beta-HSD1 activity and expression in a time- and concentration-dependent manner, the p38 MAPK inhibitor SB-220025, but not the ERK inhibitor U-0126 or the phosphatidylinositol 3-kinase inhibitor LY294002, prevent insulin stimulation of 11beta-HSD1 activity
-
norepinephrine
-
activates isozyme 11beta-HSD1 2.5fold
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.193
cortisone
at pH 7.5 and 37°C
0.00031 - 0.0073
11-Dehydrocorticosterone
0.00108
11beta,21-dihydroxypregn-4-en-3,20-dione
-
i.e. cortisol,temperature not specified in the publication, pH 9
0.00875
17,21-dihydroxy-pregn-4-ene-3,11,20-trione
-
i.e. cortisone, temperature not specified in the publication, pH 9
0.00156
21-hydroxy-pregn-4-en-3,11,20-trione
-
temperature not specified in the publication, pH 9
0.00042
7-oxocholesterol
-
37°C, pH 7.4, in HEK-293 lysates expressing 11beta-HSD1
0.00075
7beta-hydroxycholesterol
-
37°C, pH 7.4, in HEK-293 lysates expressing 11beta-HSD1
0.0012 - 0.003
corticosterone
0.00427
NADP+
-
temperature not specified in the publication, pH 9
0.00372
NADPH
-
temperature not specified in the publication, pH 9
additional information
additional information
-
substrate specificity and kinetics
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.003
arylsulfoamidothiazole
-
above
0.0396
resveratrol
-
at pH 7.4 and 37°C
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.00915
2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane
Rattus norvegicus
37°C, pH not specified in the publication, microsomal assay
0.000116
(4R,7S)-1,7,8,8-tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methanoindazol-3-one
Rattus norvegicus
-
pH and temperature not specified in the publication
0.000138
(4S,7R)-1,7,8,8-tetramethyl-2-phenyl-1,2,4,5,6,7-hexahydro-4,7-methanoindazol-3-one
Rattus norvegicus
-
pH and temperature not specified in the publication
0.01296
2-bis-(4-hydroxyphenyl)-1,1,1-trichloroethane
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.01242
BDE-3
Rattus norvegicus
-
pH and temperature not specified in the publication
0.00595
BDE-47
Rattus norvegicus
-
pH and temperature not specified in the publication
0.01939
bisphenol A
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.06925
butylated hydroxyanisole
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.00113
hydroxyitraconazole
Rattus norvegicus
at pH 7.4 and 37°C
0.000729
itraconazole
Rattus norvegicus
at pH 7.4 and 37°C
0.00006287
perfluorohexane sulfonate
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.000000293
perfluorooctane sulfonate
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.0000038
Perfluorooctanoic acid
Rattus norvegicus
A0A1B0GWP2
pH and temperature not specified in the publication
0.000835
posaconazole
Rattus norvegicus
at pH 7.4 and 37°C
0.0352
resveratrol
Rattus norvegicus
-
at pH 7.4 and 37°C
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
7.4
-
assay at
8.5
-
assay at
9
-
oxidase activity
9.5
-
cortisol oxidation
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
pH profile of forward and reverse reaction
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
18 - 20
-
assay at
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
-
epididymal fat, presence of a functional glucose-6-phosphate-transporter hexose-6-phosphate dehydrogenase 11beta-hydroxysteroid dehydrogenase type 1 system
Manually annotated by BRENDA team
-
of the vas defernes
Manually annotated by BRENDA team
-
isoform 11beta-HSD1 is clearly expressed while isoform 11beta-HSD2 is much less prominent, 11beta-HSD1 protein expression predominates in endothelial cells and varies during periods of growth
Manually annotated by BRENDA team
-
fetal, adult
Manually annotated by BRENDA team
-
aldosterone-insensitive, NADP+ specificity
Manually annotated by BRENDA team
A0A1B0GWP2
-
Manually annotated by BRENDA team
-
renal cortical collecting duct cell line
Manually annotated by BRENDA team
-
of the vas deferens and penile blood vessels
Manually annotated by BRENDA team
-
epithelium
Manually annotated by BRENDA team
additional information
-
isozyme 11beta-HSD1 expression is about 30% reduced in castrated male rats, while expression of isozyme 11beta-HSD2 is increased, overview
Manually annotated by BRENDA team
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
isozyme 11beta-HSD1 is anchored through an N-terminal transmembrane domain
Manually annotated by BRENDA team
-
attached to the membrane facing the luminal compartment
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
malfunction
the inhibition of isoform 11beta-HSD1 attenuates the development of type 2 diabetes mellitus, insulin resistance, metabolic syndrome and other diseases mediated by excessive cortisol production
physiological function
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
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION?
DHI1_RAT
288
0
31883
Swiss-Prot
Secretory Pathway (Reliability: 2)
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
32000
-
SDS-PAGE
34000
51500
-
x * 51500, immunoblot
SUBUNIT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
additional information
-
comparison of primary structures, three-dimensional structure around the substrate binding site, and active site amino acid sequences of several mammalia
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
-
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-15°C, purified microsomes stored as frozen pellets, retain their ability to oxidize cortisol to cortisone with little loss in activity over several months, their ability to reduce cortisone to cortisol declines fairly rapidly to 30% of maximal activity within 30 days, the stability of acetone-dried powders of washed microsomes is high, and oxidizing activity is stable for 3 months, reducing activity for up to 2 months
-
-20°C, 0.01 M sodium phosphate, pH 7.4, 0.25 M sucrose, 6 weeks
-
PURIFICATION (Commentary)
ORGANISM
UNIPROT
LITERATURE
native enzyme from liver microsomes partially by microsome preparation
-
CLONED (Commentary)
ORGANISM
UNIPROT
LITERATURE
expression in CHO cells
-
expression in HEK-293 cells
-
expression in Pichia pastoris
-
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
stress stimulates isoform 11HSD1 expression in the ventral hippocampus
-
the enzyme activity is increased 3-4fold in the adrenal glands in the course of development of alloxan diabetes
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
medicine
curcumin is inhibitory to isoform 11beta-HSD1 in intact cells with IC50 value of 5.79 microM, competitive. Treatment with curcumin reduces serum glucose, cholesterol, triglyceride, low density lipoprotein levels in high-fat-diet-induced obese rats
medicine
REF.
AUTHORS
TITLE
JOURNAL
VOL.
PAGES
YEAR
ORGANISM (UNIPROT)
PUBMED ID
SOURCE
Alfaidy, N.; Blot-Chabaud, M.; Robic, D.; Kenouch, S.; Bourbouze, R.; Bonvalet, J.P.; Farman, N.
Characteristics and regulation of 11beta-hydroxysteroid dehydrogenase of proximal and distal nephron
Biochim. Biophys. Acta
1243
461-468
1995
Rattus norvegicus
Manually annotated by BRENDA team
Monder, C.
The forms and functions of 11beta-hydroxysteroid dehydrogenase
J. Steroid Biochem. Mol. Biol.
45
161-165
1993
Rattus norvegicus
Manually annotated by BRENDA team
Hundertmark, S.; Ragosch, V.; Schein, B.; Buhler, H.; Fromm, M.; Lorenz, U.; Weitzel, H.K.
11-beta-Hydroxysteroid dehydrogenase of rat lung: Enzyme kinetic, oxidase-reductase ration, electrolyte and trace element dependence
Enzyme Protein
47
83-91
1993
Rattus norvegicus, Rattus sp.
Manually annotated by BRENDA team
Bush, I.E.; Hunter, S.A.; Meigs, R.A.
Metabolism of 11-oxogenated steroids. Metabolism in vitro by preparations of liver
Biochem. J.
107
239-258
1968
Bos taurus, Cavia porcellus, Oryctolagus cuniculus, Rattus norvegicus, Rattus sp.
Manually annotated by BRENDA team
Gomez-Sanchez, E.P.; Ganjam, V.; Chen, Y.J.; Liu, Y.; Zhou, M.Y.; Toroslu, C.; Romero, D.G.; Hughson, M.D.; de Rodriguez, A.; Gomez-Sanchez, C.E.
Regulation of 11beta-hydroxysteroid dehydrogenase enzymes in the rat kidney by estradiol
Am. J. Physiol.
285
E272-279
2003
Rattus norvegicus
Manually annotated by BRENDA team
Wang, G.M.; Ge, R.S.; Latif, S.A.; Morris, D.J.; Hardy, M.P.
Expression of 11beta-hydroxylase in rat Leydig cells
Endocrinology
143
621-626
2002
Rattus norvegicus
Manually annotated by BRENDA team
Waddell, B.J.; Hisheh, S.; Krozowski, Z.S.; Burton, P.J.
Localization of 11beta-hydroxysteroid dehydrogenase types 1 and 2 in the male reproductive tract
Endocrinology
144
3101-3106
2003
Rattus norvegicus
Manually annotated by BRENDA team
Schweizer, R.A.; Zurcher, M.; Balazs, Z.; Dick, B.; Odermatt, A.
Rapid hepatic metabolism of 7-ketocholesterol by 11beta-hydroxysteroid dehydrogenase type 1: species-specific differences between the rat, human, and hamster enzyme
J. Biol. Chem.
279
18415-18424
2004
Homo sapiens, Rattus norvegicus, Mesocricetus auratus (Q6R0J2)
Manually annotated by BRENDA team
Nobel, C.S.I.; Dunas, F.; Abrahmsen, L.B.
Purification of full-length recombinant human and rat type 1 11beta-hydroxysteroid dehydrogenases with retained oxidoreductase activities
Protein Expr. Purif.
26
349-356
2002
Homo sapiens, Rattus norvegicus
Manually annotated by BRENDA team
Gomez-Sanchez, E.P.; Venkataseshu, G.; Chen, Y.J.; Liu, Y.; Zhou, M.Y.; Toroslu, C.; Romero, D.G.; Hughson, M.D.; de Rodriguez, A.; Gomez-Sanchez, C.E.
Regulation of 11beta-hydroxysteroid dehydrogenase enzymes in the rat kidney by estradiol
Am. J. Physiol. Endocrinol. Metab.
285
E272-E279
2003
Rattus norvegicus
Manually annotated by BRENDA team
Cherkasova, O.P.
Activity of 11beta-hydroxysteroid dehydrogenase in tissues of hypertensive NISAG rats
Bull. Exp. Biol. Med.
141
30-32
2006
Rattus norvegicus
Manually annotated by BRENDA team
McCormick, K.L.; Wang, X.; Mick, G.J.
Evidence that the 11 beta-hydroxysteroid dehydrogenase (11 beta-HSD1) is regulated by pentose pathway flux. Studies in rat adipocytes and microsomes
J. Biol. Chem.
281
341-347
2006
Rattus norvegicus
Manually annotated by BRENDA team
Mazancova, K.; Kopecky, M.; Miksik, I.; Pacha, J.
11beta-Hydroxysteroid dehydrogenase in the heart of normotensive and hypertensive rats
J. Steroid Biochem. Mol. Biol.
94
273-277
2005
Rattus norvegicus
Manually annotated by BRENDA team
Czegle, I.; Piccirella, S.; Senesi, S.; Csala, M.; Mandl, J.; Banhegyi, G.; Fulceri, R.; Benedetti, A.
Cooperativity between 11beta-hydroxysteroid dehydrogenase type 1 and hexose-6-phosphate dehydrogenase is based on a common pyridine nucleotide pool in the lumen of the endoplasmic reticulum
Mol. Cell. Endocrinol.
248
24-25
2006
Rattus norvegicus
Manually annotated by BRENDA team
Hult, M.; Shafqat, N.; Elleby, B.; Mitschke, D.; Svensson, S.; Forsgren, M.; Barf, T.; Vallgarda, J.; Abrahmsen, L.; Oppermann, U.
Active site variability of type 1 11beta-hydroxysteroid dehydrogenase revealed by selective inhibitors and cross-species comparisons
Mol. Cell. Endocrinol.
248
26-33
2006
Cavia porcellus, Mus musculus, Rattus norvegicus, Homo sapiens (P28845), Homo sapiens
Manually annotated by BRENDA team
Gomez-Sanchez, E.P.; Romero, D.G.; de Rodriguez, A.F.; Warden, M.P.; Krozowski, Z.; Gomez-Sanchez, C.E.
Hexose-6-phosphate dehydrogenase and 11beta-hydroxysteroid dehydrogenase-1 tissue distribution in the rat
Endocrinology
149
525-533
2008
Rattus norvegicus
Manually annotated by BRENDA team
Balazs, Z.; Schweizer, R.A.; Frey, F.J.; Rohner-Jeanrenaud, F.; Odermatt, A.
DHEA induces 11 -HSD2 by acting on CCAAT/enhancer-binding proteins
J. Am. Soc. Nephrol.
19
92-101
2008
Rattus norvegicus
Manually annotated by BRENDA team
Perrone, C.E.; Mattocks, D.A.; Hristopoulos, G.; Plummer, J.D.; Krajcik, R.A.; Orentreich, N.
Methionine restriction effects on 11 -HSD1 activity and lipogenic/lipolytic balance in F344 rat adipose tissue
J. Lipid Res.
49
12-23
2008
Rattus norvegicus
Manually annotated by BRENDA team
Marcolongo, P.; Piccirella, S.; Senesi, S.; Wunderlich, L.; Gerin, I.; Mandl, J.; Fulceri, R.; Banhegyi, G.; Benedetti, A.
The glucose-6-phosphate transporter-hexose-6-phosphate dehydrogenase-11beta-hydroxysteroid dehydrogenase type 1 system of the adipose tissue
Endocrinology
148
2487-2495
2007
Rattus norvegicus
Manually annotated by BRENDA team
London, E.; Lala, G.; Berger, R.; Panzenbeck, A.; Kohli, A.A.; Renner, M.; Jackson, A.; Raynor, T.; Loya, K.; Castonguay, T.W.
Sucrose access differentially modifies 11beta-hydroxysteroid dehydrogenase-1 and hexose-6-phosphate dehydrogenase message in liver and adipose tissue in rats
J. Nutr.
137
2616-2621
2007
Rattus norvegicus
Manually annotated by BRENDA team
Sunak, N.; Green, D.F.; Abeydeera, L.R.; Thurston, L.M.; Michael, A.E.
Implication of cortisol and 11beta -hydroxysteroid dehydrogenase enzymes in the development of porcine (Sus scrofa domestica) ovarian follicles and cysts
Reproduction
133
1149-1158
2007
Rattus norvegicus, Sus scrofa
Manually annotated by BRENDA team
Czegle, I.; Margittai, E.; Senesi, S.; Benedetti, A.; Banhegyi, G.
Different expression and distribution of 11beta-hydroxysteroid dehydrogenase type 1 in obese and lean animal models of type 2 diabetes
Acta Physiol. Hung.
95
419-424
2008
Rattus norvegicus
Manually annotated by BRENDA team
Balachandran, A.; Guan, H.; Sellan, M.; van Uum, S.; Yang, K.
Insulin and dexamethasone dynamically regulate adipocyte 11beta-hydroxysteroid dehydrogenase type 1
Endocrinology
149
4069-4079
2008
Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Chen, B.B.; Lin, H.; Hu, G.X.; Su, Y.; Zhou, H.Y.; Lian, Q.Q.; Cai, H.; Hardy, D.O.; Gu, D.Y.; Ge, R.S.
The (+)- and (-)-gossypols potently inhibit human and rat 11beta-hydroxysteroid dehydrogenase type 2
J. Steroid Biochem. Mol. Biol.
113
177-181
2009
Homo sapiens, Rattus norvegicus
Manually annotated by BRENDA team
Gong, R.; Morris, D.J.; Brem, A.S.
Variable expression of 11beta Hydroxysteroid dehydrogenase (11beta-HSD) isoforms in vascular endothelial cells
Steroids
73
1187-1196
2008
Homo sapiens, Homo sapiens (P80365), Rattus norvegicus
Manually annotated by BRENDA team
Tagawa, N.; Yuda, R.; Kubota, S.; Wakabayashi, M.; Yamaguchi, Y.; Kiyonaga, D.; Mori, N.; Minamitani, E.; Masuzaki, H.; Kobayashi, Y.
17Beta-estradiol inhibits 11beta-hydroxysteroid dehydrogenase type 1 activity in rodent adipocytes
J. Endocrinol.
202
131-139
2009
Mus musculus, Rattus norvegicus
Manually annotated by BRENDA team
Hu, G.; Lin, H.; Lian, Q.; Zhou, S.; Guo, J.; Zhou, H.; Chu, Y.; Ge, R.
Curcumin as a potent and selective inhibitor of 11beta-hydroxysteroid dehydrogenase 1: improving lipid profiles in high-fat-diet-treated rats
PLoS ONE
8
e49976
2013
Rattus norvegicus (P16232), Homo sapiens (P28845)
Manually annotated by BRENDA team
Latif, S.A.; Shen, M.; Ge, R.S.; Sottas, C.M.; Hardy, M.P.; Morris, D.J.
Role of 11beta-OH-C(19) and C(21) steroids in the coupling of 11beta-HSD1 and 17beta-HSD3 in regulation of testosterone biosynthesis in rat Leydig cells
Steroids
76
682-689
2011
Rattus norvegicus (P16232)
Manually annotated by BRENDA team
Guo, J.; Deng, H.; Li, H.; Zhu, Q.; Zhao, B.; Chen, B.; Chu, Y.; Ge, R.S.
Effects of methoxychlor and its metabolite 2,2-bis(p-hydroxyphenyl)-1,1,1-trichloroethane on 11beta-hydroxysteroid dehydrogenase activities in vitro
Toxicol. Lett.
218
18-23
2013
Homo sapiens (P28845), Rattus norvegicus (P16232)
Manually annotated by BRENDA team
Gillespie, P.; Pietranico-Cole, S.; Myers, M.; Bilotta, J.A.; Conde-Knape, K.; Fotouhi, N.; Goodnow, R.A.; Guertin, K.R.; Hamilton, M.M.; Haynes, N.E.; Liu, B.; Qi, L.; Ren, Y.; Scott, N.R.; So, S.S.; Spence, C.; Taub, R.; Thakkar, K.; Tilley, J.W.; Zwingelstein, C.
Discovery of camphor-derived pyrazolones as 11beta-hydroxysteroid dehydrogenase type 1 inhibitors
Bioorg. Med. Chem. Lett.
24
2707-2711
2014
Rattus norvegicus
Manually annotated by BRENDA team
Cherkasova, O.P.; Selyatitskaya, V.G.; Palchikova, N.A.; Kuznetsova, N.V.
Activity of 11beta-hydroxysteroid dehydrogenase in the adrenal glands, liver, and kidneys of rats with experimental diabetes
Bull. Exp. Biol. Med.
158
185-187
2014
Rattus norvegicus
Manually annotated by BRENDA team
Tagawa, N.; Kubota, S.; Kato, I.; Kobayashi, Y.
Resveratrol inhibits 11beta-hydroxysteroid dehydrogenase type 1 activity in rat adipose microsomes
J. Endocrinol.
218
311-320
2013
Rattus norvegicus
Manually annotated by BRENDA team
Chen, X.; Dong, Y.; Cao, S.; Li, X.; Wang, Z.; Chen, R.; Ge, R.S.
Effects of polybrominated diphenyl ethers on rat and human 11beta-hydroxysteroid dehydrogenase 1 and 2 activities
Pharmacology
98
115-123
2016
Homo sapiens, Rattus norvegicus
Manually annotated by BRENDA team
Ergang, P.; Kuzelova, A.; Sotak, M.; Klusonova, P.; Makal, J.; Pacha, J.
Distinct effect of stress on 11beta-hydroxysteroid dehydrogenase type 1 and corticosteroid receptors in dorsal and ventral hippocampus
Physiol. Res.
63
255-261
2014
Rattus norvegicus
Manually annotated by BRENDA team
Li, X.; Hu, G.; Li, X.; Wang, Y.Y.; Hu, Y.Y.; Zhou, H.; Latif, S.A.; Morris, D.J.; Chu, Y.; Zheng, Z.; Ge, R.S.
Metabolic coupling determines the activity: comparison of 11beta-hydroxysteroid dehydrogenase 1 and its coupling between liver parenchymal cells and testicular Leydig cells
PLoS ONE
10
e0141767
2015
Rattus norvegicus, Homo sapiens (P28845), Homo sapiens
Manually annotated by BRENDA team
Zhou, C.; Ye, F.; Wu, H.; Ye, H.; Chen, Q.
Recent advances in the study of 11beta-hydroxysteroid dehydrogenase type 2 (11beta-HSD2) inhibitors
Environ. Toxicol. Pharmacol.
52
47-53
2017
Rattus norvegicus (A0A1B0GWP2), Homo sapiens (P80365)
Manually annotated by BRENDA team
Cabrera Perez, L.C.; Padilla-Martinez, I.I.; Cruz, A.; Correa Basurto, J.; Miliar Garcia, A.; Hernandez Zavala, A.A.; Gomez Lopez, M.; Rosales Hernandez, M.C.
Design, synthesis, molecular docking and in vitro evaluation of benzothiazole derivatives as 11beta-hydroxysteroid dehydrogenase type 1 inhibitors
Mol. Divers.
24
971-984
2020
Rattus norvegicus (P16232)
Manually annotated by BRENDA team
Inderbinen, S.G.; Zogg, M.; Kley, M.; Smiesko, M.; Odermatt, A.
Species-specific differences in the inhibition of 11beta-hydroxysteroid dehydrogenase 2 by itraconazole and posaconazole
Toxicol. Appl. Pharmacol.
412
115387
2021
Rattus norvegicus (P50233), Mus musculus (P51661), Homo sapiens (P80365), Danio rerio (Q6P0H9)
Manually annotated by BRENDA team