KEGG   ENZYME: 1.14.13.157Help
Entry
EC 1.14.13.157              Enzyme                                 

Name
1,8-cineole 2-exo-monooxygenase;
CYP3A4
Class
Oxidoreductases;
Acting on paired donors, with incorporation or reduction of molecular oxygen;
With NADH or NADPH as one donor, and incorporation of one atom of oxygen into the other donor
BRITE hierarchy
Sysname
1,8-cineole,NADPH:oxygen oxidoreductase (2-exo-hydroxylating)
Reaction(IUBMB)
1,8-cineole + NADPH + H+ + O2 = 2-exo-hydroxy-1,8-cineole + NADP+ + H2O [RN:R10076]
Reaction(KEGG)
Substrate
1,8-cineole [CPD:C09844];
NADPH [CPD:C00005];
H+ [CPD:C00080];
O2 [CPD:C00007]
Product
2-exo-hydroxy-1,8-cineole [CPD:C20326];
NADP+ [CPD:C00006];
H2O [CPD:C00001]
Comment
A heme-thiolate protein (P-450). The mammalian enzyme, expressed in liver microsomes, performs a variety of oxidation reactions of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. cf. EC 1.14.13.97 (taurochenodeoxycholate 6-hydroxylase), EC 1.14.13.67 (quinine 3-monooxygenase) and EC 1.14.13.32 (albendazole monooxygenase).
History
EC 1.14.13.157 created 2012
Orthology
K17689  
cytochrome P450, family 3, subfamily A, polypeptide 4
Genes
HSA: 
1576(CYP3A4)
PTR: 
463582(CYP3A4)
PPS: 
GGO: 
PON: 
MCC: 
678670(CYP3A4)
MCF: 
102144258(CYP3A8)
Taxonomy
Reference
1  [PMID:11159812]
  Authors
Miyazawa M, Shindo M, Shimada T
  Title
Oxidation of 1,8-cineole, the monoterpene cyclic ether originated from eucalyptus polybractea, by cytochrome P450 3A enzymes in rat and human liver microsomes.
  Journal
Drug. Metab. Dispos. 29 (2001) 200-5.
  Sequence
[hsa:1576]
Reference
2  [PMID:11547423]
  Authors
Miyazawa M, Shindo M
  Title
Biotransformation of 1,8-cineole by human liver microsomes.
  Journal
Nat. Prod. Lett. 15 (2001) 49-53.
Reference
3  [PMID:11695850]
  Authors
Miyazawa M, Shindo M, Shimada T
  Title
Roles of cytochrome P450 3A enzymes in the 2-hydroxylation of 1,4-cineole, a monoterpene cyclic ether, by rat and human liver microsomes.
  Journal
Xenobiotica. 31 (2001) 713-23.
  Sequence
[hsa:1576]
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

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