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steroid 11beta-monooxygenase
Pathways
androgen and estrogen metabolism (BRENDA)
:= BRENDA, 
:= KEGG, 
:= MetaCyc, 
:= SABIO-RK
:= amino acid sequences 
:= show the reaction diagram
EC Number
Reaction
Pathways
Reaction IDs
Stoichiometry Check
Missing Substrate
Missing Product
Commentary
Remark
17alpha,21-dihydroxy-pregn-4-ene-3,20-dione + reduced adrenal ferredoxin + O2 = 11beta,17alpha,21-trihydroxy-pregn-4-ene-3,20-dione + oxidized adrenal ferredoxin + H2O
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natural substrates, generic
steroid 11beta-monooxygenase
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2 = aldosterone + oxidized adrenal ferredoxin + H2O
; "show the reaction diagram")
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natural substrates, generic
corticosterone 18-monooxygenase
18-hydroxycorticosterone + reduced adrenal ferredoxin + O2 = aldosterone + oxidized adrenal ferredoxin + H2O
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natural substrates, generic
steroid 11beta-monooxygenase
corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxycorticosterone + oxidized adrenal ferredoxin + H2O
; "show the reaction diagram")
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natural substrates, generic
corticosterone 18-monooxygenase
corticosterone + reduced adrenal ferredoxin + O2 = 18-hydroxycorticosterone + oxidized adrenal ferredoxin + H2O
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natural substrates, generic
steroid 11beta-monooxygenase
11-deoxycorticosterone + reduced adrenal ferredoxin + O2 = corticosterone + oxidized adrenal ferredoxin + H2O
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natural substrates, generic
steroid 21-monooxygenase
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2 = 11-deoxycortisol + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
steroid 17alpha-monooxygenase
progesterone + [reduced NADPH-hemoprotein reductase] + O2 = 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
17alpha-hydroxyprogesterone deacetylase
progesterone + [reduced NADPH-hemoprotein reductase] + O2 = 17alpha-hydroxyprogesterone + [oxidized NADPH-hemoprotein reductase] + H2O
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natural substrates, generic, protein
3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate-CoA ligase
ATP + 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate + CoA = AMP + diphosphate + 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoyl-CoA
; "show the reaction diagram")
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natural substrates
acetaldehyde dehydrogenase (acetylating)
propanal + CoA + NAD+ = propanoyl-CoA + NADH + H+
; "show the reaction diagram")
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natural substrates
methylmalonate-semialdehyde dehydrogenase (CoA-acylating)
propanal + CoA + NAD+ = propanoyl-CoA + NADH + H+
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natural substrates
butanal dehydrogenase
propanal + CoA + NAD+ = propanoyl-CoA + NADH + H+
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natural substrates
propanal dehydrogenase (CoA-propanoylating)
propanal + CoA + NAD+ = propanoyl-CoA + NADH + H+
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natural substrates
4-hydroxy-2-oxohexanoate aldolase
(S)-4-hydroxy-2-oxohexanoate = propanal + pyruvate
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natural substrates
4,5:9,10-diseco-3-hydroxy-5,9,17-trioxoandrosta-1(10),2-diene-4-oate hydrolase
(1E,2Z)-3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate + H2O = 3-[(3aS,4S,7aS)-7a-methyl-1,5-dioxo-octahydro-1H-inden-4-yl]propanoate + (2Z,4Z)-2-hydroxyhexa-2,4-dienoate
; "show the reaction diagram")
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natural substrates
11beta-hydroxysteroid dehydrogenase
testosterone + NADP+ = androstenedione + NADPH + H+
; "show the reaction diagram")
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: NAD+ (see R01836)natural substrates
estradiol 17alpha-dehydrogenase
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
carbonyl reductase (NADPH)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
alcohol dehydrogenase (NADP+)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
3(or 17)alpha-hydroxysteroid dehydrogenase
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
3alpha-hydroxysteroid 3-dehydrogenase (Re-specific)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
3alpha-hydroxysteroid 3-dehydrogenase (Si-specific)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
3(or 17)beta-hydroxysteroid dehydrogenase
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
17beta-estradiol 17-dehydrogenase
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
testosterone 17beta-dehydrogenase (NADP+)
testosterone + NADP+ = androstenedione + NADPH + H+
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: NAD+ (see R01836)natural substrates
steroid DELTA-isomerase
pregnenolone + NAD+ = progesterone + NADH + H+
; "show the reaction diagram")
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: 3beta-hydroxysteroid dehydrogenase/ Delta5-Delta4-isomerase two-step reactionnatural substrates
pregnenolone + NAD+ = progesterone + NADH + H+
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: 3beta-hydroxysteroid dehydrogenase/ Delta5-Delta4-isomerase two-step reactionnatural substrates
3beta-hydroxy-DELTA5-steroid dehydrogenase
pregnenolone + NAD+ = progesterone + NADH + H+
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: 3beta-hydroxysteroid dehydrogenase/ Delta5-Delta4-isomerase two-step reactionnatural substrates
3(or 17)beta-hydroxysteroid dehydrogenase
pregnenolone + NAD+ = progesterone + NADH + H+
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: 3beta-hydroxysteroid dehydrogenase/ Delta5-Delta4-isomerase two-step reactionnatural substrates
steroid 17alpha-monooxygenase
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = 17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
17alpha-hydroxyprogesterone deacetylase
pregnenolone + [reduced NADPH-hemoprotein reductase] + O2 = 17alpha-hydroxypregnenolone + [oxidized NADPH-hemoprotein reductase] + H2O
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natural substrates, generic, protein
17alpha-hydroxyprogesterone deacetylase
17alpha-hydroxyprogesterone + [reduced NADPH-hemoprotein reductase] + O2 = androstenedione + acetate + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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: 17alpha-hydroxylase/17,20-lyasenatural substrates, generic, protein
steroid 21-monooxygenase
progesterone + [reduced NADPH-hemoprotein reductase] + O2 = 11-deoxycorticosterone + [oxidized NADPH-hemoprotein reductase] + H2O
; "show the reaction diagram")
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natural substrates, generic, protein
cholesterol monooxygenase (side-chain-cleaving)
cholesterol + reduced adrenal ferredoxin + O2 = pregnenolone + 4-methylpentanal + oxidized adrenal ferredoxin
; "show the reaction diagram")
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: three-step reaction (R01454+R04854+R03933 or R02723+R04855+R03933)natural substrates
indanol dehydrogenase
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
; "show the reaction diagram")
: 1915-
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: NADP+ (see R01838)natural substrates
3beta(or 20alpha)-hydroxysteroid dehydrogenase
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
3alpha(17beta)-hydroxysteroid dehydrogenase (NAD+)
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
3alpha-hydroxysteroid 3-dehydrogenase
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
3(or 17)beta-hydroxysteroid dehydrogenase
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
17beta-estradiol 17-dehydrogenase
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
testosterone 17beta-dehydrogenase (NADP+)
testosterone + NAD+ = androst-4-ene-3,17-dione + NADH + H+
: 1915-
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: NADP+ (see R01838)natural substrates
3-oxosteroid 1-dehydrogenase
4-androstene-3,17-dione + acceptor = 1,4-androstene-3,17-dione + reduced acceptor
; "show the reaction diagram")
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natural substrates, generic
3-ketosteroid 9alpha-monooxygenase
androsta-1,4-diene-3,17-dione + 2 reduced ferredoxin [iron-sulfur] cluster + 2 H+ + O2 = 9alpha-hydroxyandrosta-1,4-diene-3,17-dione + 2 oxidized ferredoxin [iron-sulfur] cluster + H2O
; "show the reaction diagram")
generic compounds
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: subsequently R09885natural substrates, generic, protein
SPONTANEOUS
9alpha-hydroxyandrosta-1,4-diene-3,17-dione = 3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione
; "show the reaction diagram")
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: spontaneous following after R09860natural substrates
0.0.0.0
spontaneous reaction
9alpha-hydroxyandrosta-1,4-diene-3,17-dione = 3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione
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: spontaneous following after R09860natural substrates
3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione monooxygenase
3-hydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione + FMNH2 + O2 = 3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione + FMN + H2O
; "show the reaction diagram")
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: FMN is re-reduced by NADH (see R05705)natural substrates
3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione 4,5-dioxygenase
3,4-dihydroxy-9,10-secoandrosta-1,3,5(10)-triene-9,17-dione + O2 = 3-hydroxy-5,9,17-trioxo-4,5:9,10-disecoandrosta-1(10),2-dien-4-oate
; "show the reaction diagram")
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natural substrates
3-oxo-5alpha-steroid 4-dehydrogenase (NADP+)
testosterone + NADPH + H+ = 5alpha-dihydrotestosterone + NADP+
; "show the reaction diagram")
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natural substrates
3-oxo-5alpha-steroid 4-dehydrogenase (acceptor)
testosterone + NADPH + H+ = 5alpha-dihydrotestosterone + NADP+
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natural substrates
aromatase
testosterone + O2 + [reduced NADPH-hemoprotein reductase] = 19-hydroxytestosterone + H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO three successive reactions (R02501+R04761+R03087) subsequently R04761natural substrates, generic, protein
aromatase
19-hydroxytestosterone + O2 + [reduced NADPH-hemoprotein reductase] = 19-oxotestosterone + 2 H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO following after R02501 subsequently R03087natural substrates, generic, protein
aromatase
19-oxotestosterone + O2 + [reduced NADPH-hemoprotein reductase] = 17beta-estradiol + formate + H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO following after R04761natural substrates, generic, protein
3beta-hydroxy-DELTA5-steroid dehydrogenase
pregnenolone + NADP+ = pregn-5-en-3,20-dione + NADPH + H+
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natural substrates
3(or 17)beta-hydroxysteroid dehydrogenase
pregnenolone + NADP+ = pregn-5-en-3,20-dione + NADPH + H+
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natural substrates
steroid DELTA-isomerase
5-Pregnene-3,20-dione = 4-Pregnene-3,20-dione
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natural substrates
aromatase
19-oxoandrost-4-ene-3,17-dione + O2 + [reduced NADPH-hemoprotein reductase] = estrone + formate + H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO following after R04759natural substrates, generic, protein
aromatase
androst-4-ene-3,17-dione + O2 + [reduced NADPH-hemoprotein reductase] = 19-hydroxyandrost-4-ene-3,17-dione + H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO three successive reactions (R01840+R04759+R02351) subsequently R04759natural substrates, generic, protein
aromatase
19-hydroxyandrost-4-ene-3,17-dione + O2 + [reduced NADPH-hemoprotein reductase] = 19-oxo-androst-4-ene-3,17-dione + 2 H2O + [oxidized NADPH-hemoprotein reductase]
; "show the reaction diagram")
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: aromatase, ARO following after R01840 subsequently R02351natural substrates, generic, protein