KEGG   REACTION: R02211
Entry
R02211                      Reaction                               
Name
progesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
Definition
Progesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxyprogesterone + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C00410 + C03024 + C00007 <=> C01176 + C03161 + C00001
Reaction class
RC00660  C00410_C01176
Enzyme
1.14.14.19
Pathway
rn00140  Steroid hormone biosynthesis
rn01100  Metabolic pathways
Module
M00109  C21-Steroid hormone biosynthesis, progesterone => cortisol/cortisone
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.19
     R02211  Progesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxyprogesterone + [Oxidized NADPH---hemoprotein reductase] + H2O
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.14.14.19
   R02131  Steroid <=> 17alpha-Hydroxysteroid
    R02211  Progesterone <=> 17alpha-Hydroxyprogesterone
Orthology
K00512  steroid 17alpha-monooxygenase / 17alpha-hydroxyprogesterone deacetylase [EC:1.14.14.19 1.14.14.32]
Reference
1  [PMID:6971291]
  Authors
Nakajin S, Hall PF.
  Title
Microsomal cytochrome P-450 from neonatal pig testis. Purification and properties of A C21 steroid side-chain cleavage system (17 alpha-hydroxylase-C17,20 lyase).
  Journal
J Biol Chem 256:3871-6 (1981)
Reference
2  [PMID:12693981]
  Authors
Gilep AA, Estabrook RW, Usanov SA
  Title
Molecular cloning and heterologous expression in E. coli of cytochrome P45017alpha. Comparison of structural and functional properties of substrate-specific cytochromes P450 from different species.
  Journal
Biochemistry (Mosc) 68:86-98 (2003)
DOI:10.1023/a:1022101703670
Other DBs
RHEA: 46311

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Ontology (2)   
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Chemical reaction (2)   
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KEGG   REACTION: R03783
Entry
R03783                      Reaction                               
Name
pregnenolone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
Definition
Pregnenolone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxypregnenolone + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C01953 + C03024 + C00007 <=> C05138 + C03161 + C00001
Reaction class
RC00660  C01953_C05138
Enzyme
1.14.14.19
Pathway
rn00140  Steroid hormone biosynthesis
rn01100  Metabolic pathways
Module
M00110  C19/C18-Steroid hormone biosynthesis, pregnenolone => androstenedione => estrone
M00976  C19-Steroid hormone biosynthesis, pregnenolone => testosterone => dihydrotestosterone
M00977  C19-Steroid hormone biosynthesis (androgen backdoor pathway), pregnenolone => androsterone => dihydrotestosterone
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.19
     R03783  Pregnenolone + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha-Hydroxypregnenolone + [Oxidized NADPH---hemoprotein reductase] + H2O
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.14.14.19
   R02131  Steroid <=> 17alpha-Hydroxysteroid
    R03783  Pregnenolone <=> 17alpha-Hydroxypregnenolone
Orthology
K00512  steroid 17alpha-monooxygenase / 17alpha-hydroxyprogesterone deacetylase [EC:1.14.14.19 1.14.14.32]
Reference
1  [PMID:6971291]
  Authors
Nakajin S, Hall PF.
  Title
Microsomal cytochrome P-450 from neonatal pig testis. Purification and properties of A C21 steroid side-chain cleavage system (17 alpha-hydroxylase-C17,20 lyase).
  Journal
J Biol Chem 256:3871-6 (1981)
Reference
2  [PMID:12693981]
  Authors
Gilep AA, Estabrook RW, Usanov SA
  Title
Molecular cloning and heterologous expression in E. coli of cytochrome P45017alpha. Comparison of structural and functional properties of substrate-specific cytochromes P450 from different species.
  Journal
Biochemistry (Mosc) 68:86-98 (2003)
DOI:10.1023/a:1022101703670
Other DBs
RHEA: 50239

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Ontology (2)   
   KEGG BRITE (2)   
Pathway (7)   
   KEGG PATHWAY (4)   
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Chemical substance (6)   
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Chemical reaction (2)   
   KEGG ENZYME (1)   
   KEGG RCLASS (1)   
Gene (573)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (572)   
All databases (590)   

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KEGG   REACTION: R04852
Entry
R04852                      Reaction                               
Name
11beta-hydroxyprogesterone,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
Definition
21-Deoxycortisol + [Oxidized NADPH---hemoprotein reductase] + H2O <=> 11beta-Hydroxyprogesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen
Equation
C05497 + C03161 + C00001 <=> C05498 + C03024 + C00007
Reaction class
RC00660  C05497_C05498
Enzyme
1.14.14.19
Pathway
rn00140  Steroid hormone biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.19
     R04852  21-Deoxycortisol + [Oxidized NADPH---hemoprotein reductase] + H2O <=> 11beta-Hydroxyprogesterone + [Reduced NADPH---hemoprotein reductase] + Oxygen
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.14.14.19
   R02131  Steroid <=> 17alpha-Hydroxysteroid
    R04852  11beta-Hydroxyprogesterone <=> 21-Deoxycortisol
Orthology
K00512  steroid 17alpha-monooxygenase / 17alpha-hydroxyprogesterone deacetylase [EC:1.14.14.19 1.14.14.32]

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Ontology (2)   
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Pathway (2)   
   KEGG PATHWAY (2)   
Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (2)   
   KEGG ENZYME (1)   
   KEGG RCLASS (1)   
Gene (573)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (572)   
All databases (585)   

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KEGG   REACTION: R04853
Entry
R04853                      Reaction                               
Name
20alpha-hydroxycholesterol,NADPH-hemoprotein reductase:oxygen oxidoreductase (17alpha-hydroxylating)
Definition
20alpha-Hydroxycholesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha,20alpha-Dihydroxycholesterol + [Oxidized NADPH---hemoprotein reductase] + H2O
Equation
C05500 + C03024 + C00007 <=> C05499 + C03161 + C00001
Reaction class
RC01222  C05499_C05500
Enzyme
1.14.14.19
Pathway
rn00140  Steroid hormone biosynthesis
Brite
Enzymatic reactions [BR:br08201]
 1. Oxidoreductase reactions
  1.14  Acting on paired donors, with incorporation or reduction of molecular oxygen
   1.14.14  With reduced flavin or flavoprotein as one donor, and incorporation of one atom of oxygen into the other donor
    1.14.14.19
     R04853  20alpha-Hydroxycholesterol + [Reduced NADPH---hemoprotein reductase] + Oxygen <=> 17alpha,20alpha-Dihydroxycholesterol + [Oxidized NADPH---hemoprotein reductase] + H2O
IUBMB reaction hierarchy [BR:br08202]
 1. Oxidoreductase reactions
  1.14.14.19
   R02131  Steroid <=> 17alpha-Hydroxysteroid
    R04853  20alpha-Hydroxycholesterol <=> 17alpha,20alpha-Dihydroxycholesterol
Orthology
K00512  steroid 17alpha-monooxygenase / 17alpha-hydroxyprogesterone deacetylase [EC:1.14.14.19 1.14.14.32]

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Ontology (2)   
   KEGG BRITE (2)   
Pathway (2)   
   KEGG PATHWAY (2)   
Chemical substance (6)   
   KEGG COMPOUND (6)   
Chemical reaction (2)   
   KEGG ENZYME (1)   
   KEGG RCLASS (1)   
Gene (573)   
   KEGG ORTHOLOGY (1)   
   KEGG GENES (572)   
All databases (585)   

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