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Information on EC 1.14.15.4 - steroid 11beta-monooxygenase and Organism(s) Homo sapiens and UniProt Accession P15538

for references in articles please use BRENDA:EC1.14.15.4

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IUBMB Comments

A heme-thiolate protein (P-450). Also hydroxylates steroids at the 18-position, and converts 18-hydroxycorticosterone into aldosterone.

The taxonomic range for the selected organisms is: Homo sapiens
The enzyme appears in selected viruses and cellular organisms

Synonyms
cyp11b2, cyp11b1, aldosterone synthase, 11 beta-hydroxylase, 11beta-hydroxylase, 11-hydroxylase, p450c11, 11-beta-hydroxylase, p45011beta, steroid 11beta-hydroxylase, more

SYNONYM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Aldosterone synthase
-
cytochrome P450 11B1
-
cytochrome P450 11beta-hydroxylase
-
Steroid 11-beta-hydroxylase
-
11-hydroxylase
-
-
11-beta hydroxylase
-
-
11-beta-hydroxylase
-
-
11-hydroxylase
-
-
11beta hydroxylase
-
-
ALDOS
-
-
-
-
Aldosterone synthase
Aldosterone-synthesizing enzyme
-
-
-
-
C450XIB2
-
-
-
-
CYP11B2
CYPXIB
-
-
-
-
CYPXIB1
-
-
-
-
CYPXIB2
-
-
-
-
CYPXIB3
-
-
-
-
cytochrome P450 11B2
-
cytochrome P450 11beta-hydroxylase
-
cytochrome P45011beta
-
-
P-450(11 beta,aldo)
-
-
-
-
P-450Aldo
-
-
-
-
P-450c11
-
-
-
-
P-450C18
-
-
-
-
P450(11 beta)-DS
-
-
-
-
P450C11
-
-
-
-
Steroid 11-beta-hydroxylase
-
-
-
-
steroid 11-hydroxylase
-
-
steroid 11beta-hydroxylase
steroid 11beta-monooxygenase
-
-
-
-
steroid 11beta/18-hydroxylase
-
-
-
-
Steroid 18-hydroxylase
-
-
-
-
steroid-11beta-hydroxylase
-
-
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
redox reaction
-
-
-
-
oxidation
-
-
-
-
reduction
-
-
-
-
hydroxylation
-
-
-
-
PATHWAY SOURCE
PATHWAYS
MetaCyc
11-oxyandrogens biosynthesis, glucocorticoid biosynthesis, mineralocorticoid biosynthesis
SYSTEMATIC NAME
IUBMB Comments
steroid,reduced-adrenal-ferredoxin:oxygen oxidoreductase (11beta-hydroxylating)
A heme-thiolate protein (P-450). Also hydroxylates steroids at the 18-position, and converts 18-hydroxycorticosterone into aldosterone.
CAS REGISTRY NUMBER
COMMENTARY hide
9029-66-7
-
SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY hide
Reversibility
r=reversible
ir=irreversible
?=not specified
11-deoxycorticosterone + reduced adrenodoxin + O2
corticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
11-deoxycortisol + oxidized adrenodoxin + H2O
cortisol + reduced adrenodoxin + O2
show the reaction diagram
Substrates: -
Products: -
?
11-deoxycortisol + reduced adrenal ferredoxin + O2
cortisol + oxidized adrenal ferredoxin + H2O
show the reaction diagram
11-deoxycortisol + reduced adrenodoxin + O2
cortisol + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2
aldosterone + oxidized adrenal ferredoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
androstendione + reduced adrenodoxin + O2
? + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B1
Products: -
?
corticosterone + reduced adrenodoxin + O2
18-hydroxycorticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
deoxycorticosterone + oxidized adrenodoxin + H2O
corticosterone + reduced adrenodoxin + O2
show the reaction diagram
Substrates: -
Products: -
?
progesterone + reduced adrenodoxin + O2
11beta-hydroxyprogesterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B1
Products: -
?
testosterone + reduced adrenodoxin + O2
11-hydroxytestosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B1
Products: -
?
11-deoxycorticosterone + adrenal ferredoxin + H2O
corticosterone + reduced adrenal ferredoxin + O2
show the reaction diagram
-
Substrates: -
Products: -
?
11-deoxycorticosterone + reduced adrenal ferredoxin + O2
?
show the reaction diagram
Substrates: -
Products: -
?
11-deoxycorticosterone + reduced adrenal ferredoxin + O2
corticosterone + oxidized adrenal ferredoxin + H2O
show the reaction diagram
-
Substrates: 11beta-hydroxylation
Products: -
?
11-deoxycorticosterone + reduced adrenodoxin + O2
corticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
11-deoxycortisol + adrenal ferredoxin + H2O
cortisol + reduced adrenal ferredoxin + O2
show the reaction diagram
-
Substrates: -
Products: -
?
11-deoxycortisol + NADPH + O2
cortisol + NADP+ + H2O
show the reaction diagram
-
Substrates: -
Products: -
?
11-deoxycortisol + oxidized adrenodoxin + H2O
cortisol + reduced adrenodoxin + O2
show the reaction diagram
Substrates: -
Products: -
?
11-deoxycortisol + reduced adrenal ferredoxin + O2
cortisol + oxidized adrenal ferredoxin + H2O
show the reaction diagram
11-deoxycortisol + reduced adrenodoxin + O2
cortisol + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2
aldosterone + oxidized adrenal ferredoxin + H2O
show the reaction diagram
18-hydroxycorticosterone + reduced adrenodoxin + O2
aldosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
18-hydroxycorticosterone + reduced ferredoxin + O2
aldosterone + ferredoxin + H2O
show the reaction diagram
a steroid + reduced adrenodoxin + O2
an 11beta-hydroxysteroid + oxidized adrenodoxin + H2O
show the reaction diagram
-
Substrates: -
Products: -
?
androstendione + reduced adrenodoxin + O2
? + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B2
Products: -
?
corticosterone + reduced adrenal ferredoxin + O2
11-deoxycorticosterone + adrenal ferredoxin + ?
show the reaction diagram
-
Substrates: -
Products: -
?
corticosterone + reduced adrenodoxin + O2
18-hydroxycorticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
cortisol + reduced adrenal ferredoxin + O2
11-deoxycortisol + adrenal ferredoxin + ?
show the reaction diagram
deoxycorticosterone + oxidized adrenodoxin + H2O
corticosterone + reduced adrenodoxin + O2
show the reaction diagram
Substrates: -
Products: -
?
progesterone + reduced adrenodoxin + O2
11beta-hydroxyprogesterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B2
Products: -
?
testosterone + reduced adrenodoxin + O2
11-hydroxytestosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: low activity with isozyme CYP11B2
Products: -
?
additional information
?
-
NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY hide
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
11-deoxycorticosterone + reduced adrenodoxin + O2
corticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
11-deoxycortisol + reduced adrenal ferredoxin + O2
cortisol + oxidized adrenal ferredoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2
aldosterone + oxidized adrenal ferredoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
corticosterone + reduced adrenodoxin + O2
18-hydroxycorticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
11-deoxycorticosterone + reduced adrenodoxin + O2
corticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
11-deoxycortisol + adrenal ferredoxin + H2O
cortisol + reduced adrenal ferredoxin + O2
show the reaction diagram
-
Substrates: -
Products: -
?
11-deoxycortisol + reduced adrenal ferredoxin + O2
cortisol + oxidized adrenal ferredoxin + H2O
show the reaction diagram
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2
aldosterone + oxidized adrenal ferredoxin + H2O
show the reaction diagram
18-hydroxycorticosterone + reduced adrenodoxin + O2
aldosterone + oxidized adrenodoxin + H2O
show the reaction diagram
Substrates: -
Products: -
?
18-hydroxycorticosterone + reduced ferredoxin + O2
aldosterone + ferredoxin + H2O
show the reaction diagram
-
Substrates: aldosterone is one of the main effectors of the reninĀ–angiotensinĀ–aldosterone system, RAAS, regulating salt and water homeostasis and thereby also blood pressure
Products: -
?
corticosterone + reduced adrenal ferredoxin + O2
11-deoxycorticosterone + adrenal ferredoxin + ?
show the reaction diagram
-
Substrates: -
Products: -
?
corticosterone + reduced adrenodoxin + O2
18-hydroxycorticosterone + oxidized adrenodoxin + H2O
show the reaction diagram
cortisol + reduced adrenal ferredoxin + O2
11-deoxycortisol + adrenal ferredoxin + ?
show the reaction diagram
-
Substrates: in the adrenal zona fasciculata
Products: -
?
additional information
?
-
COFACTOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
reduced adrenal ferredoxin
-
adrenodoxin
Ferredoxin
-
NADPH
reduced adrenal ferredoxin
-
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Fe2+
-
heme iron
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(R)-4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile
FAD286, CYP11B2 inhibitor, inhibited CYP11B2 and CYP11B1 activities
(1R)-2-[2-[(1S)-1-(4-chlorophenyl)ethyl]-3,3-dioxido-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazin-4-yl]-1-phenylethanol
-
-
(1S)-2-[2-[(1S)-1-(4-chlorophenyl)ethyl]-3,3-dioxido-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazin-4-yl]-1-phenylethanol
-
-
(5Z)-5-(1H-imidazol-5-ylmethylene)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile
-
50% inhibition at 0.0069 mM, selective for CYP11B1
(R)-4-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-5-yl)benzonitrile
FAD286
1-(1H-inden-2-yl)-1H-imidazole
-
CYP11B2 IC50: 448 nM, no inhibition of CYP11B1, recombinant enzymes
1-(3,4-dihydronaphthalen-2-yl)-1H-imidazole
-
CYP11B1 IC50: 639 nM, CYP11B2 IC50: 334 nM, recombinant enzymes
1-(3-bromobenzyl)-1H-imidazole
-
-
1-(3-chlorobenzyl)-1H-imidazole
-
-
1-(3-cyanobenzyl)-1H-imidazole
-
-
1-(3-fluorobenzyl)-1H-imidazole
-
-
1-(4-aminobenzyl)-1H-imidazole
-
-
1-(4-bromobenzyl)-1H-imidazole
-
-
1-(4-bromobenzyl)-5-phenyl-1H-imidazole
-
-
1-(4-chlorobenzyl)-1H-imidazole
-
-
1-(4-chlorobenzyl)-5-phenyl-1H-imidazole
-
-
1-(4-cyanobenzyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(2-fluorophenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(2-methylphenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(3-fluorophenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(3-methylphenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(4-fluorophenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(4-methylphenyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(4-pyridyl)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(methyl carboxylate)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-(methylene-acetate)-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-bromo-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-formyl-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-hydroxymethyl-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-methyl-1H-imidazole
-
-
1-(4-cyanobenzyl)-5-phenyl-1H-imidazole
-
-
1-(4-fluorobenzyl)-1H-imidazole
-
-
1-(4-fluorobenzyl)-5-phenyl-1H-imidazole
-
-
1-(4-methoxybenzyl)-5-phenyl-1H-imidazole
-
-
1-(6-methoxy-3,4-dihydronaphthalen-2-yl)-1H-imidazole
-
CYP11B1 IC50: 763 nM, CYP11B2 IC50: 411 nM, recombinant enzymes
1-benzyl-5-phenyl-1H-imidazole
-
-
2,3-dichloro-N-(pyridin-3-yl)benzamide
-
51% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B22
2,4,5-trifluoro-N-(pyridin-3-yl)benzamide
-
70% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B23
2-(4-chlorobenzyl)-4-(2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-(4-fluorobenzyl)-4-(2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-benzyl-4-(2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-fluoro-N-(pyridin-3-yl)benzamide
-
34% inhibition of CYP11B2 at 0.5 mM, no inhibition of CYP11B19
2-[(1R)-1-(4-chlorophenyl)ethyl]-4-(2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-[(1S)-1-(4-chlorophenyl)ethyl]-4-(2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-[(1S)-1-(4-chlorophenyl)ethyl]-4-(3-methoxy-2-methylpropyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-[(1S)-1-(4-chlorophenyl)ethyl]-4-(cyclopropylmethyl)-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-[(1S)-1-(4-chlorophenyl)ethyl]-4-[(3-methyloxetan-3-yl)methyl]-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
2-[(1S)-1-(4-chlorophenyl)ethyl]-4-[(propan-2-yloxy)methyl]-1,2-dihydroimidazo[5,1-d][1,2,5]thiadiazine 3,3-dioxide
-
-
3,4-difluoro-N-(pyridin-3-yl)benzamide
-
83% inhibition of CYP11B2 at 0.5 mM, 6% inhibition of CYP11B20
3,4-dimethoxy-N-(pyridin-3-yl)benzamide
-
-
3-(1-benzyl-1H-imidazol-5-yl)-1-propanol
-
-
3-(1-ethyl-3,4-dihydronaphthalen-2-yl)-pyridine
-
CYP11B1 IC50: 2117 nM, CYP11B2 IC50: 30 nM, recombinant enzymes
3-(1-methyl-3,4-dihydronaphthalen-2-yl)-pyridine
-
CYP11B1 IC50: 1268 nM, CYP11B2 IC50: 7 nM, recombinant enzymes
3-(1H-imidazol-1-ylmethyl)aniline
-
-