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Ligands
Code Name Style Show Link
HEM Protoporphyrin ix containing Fe
0XV (4-hydroxy-3,5-dimethylphenyl)(2-methyl-1-benzofuran-3-yl)methanone
GOL Glycerol
Non-standard Residues
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Code : 4GQS   PDBj   RCSB PDB   PDBe
Header : OXIDOREDUCTASE
Title : Structure of Human Microsomal Cytochrome P450 (CYP) 2C19
Release Data : 2012-11-14
Compound :
mol_id molecule chains synonym
1 Cytochrome P450 2C19 A,B,C,D (R)-limonene 6-monooxygenase, (S)-limonene 6-monooxygenase, (S)-limonene 7-monooxygenase, CYPIIC17, CYPIIC19, Cytochrome P450-11A, Cytochrome P450-254C, Mephenytoin 4-hydroxylase
ec: 1.14.13.-, 1.14.13.80, 1.14.13.48, 1.14.13.49
fragment: CATALYTIC DOMAIN (UNP Residues 21-490)
Source :
mol_id organism_scientific organism_common expression_system
1 Homo sapiens  (taxid:9606) Human Escherichia coli  (taxid:668369)
strain: ALLELIC VARIANT 1B
gene: CYP2C19
expression_system_strain: DH5alpha
expression_system_vector_type: PLASMID
expression_system_plasmid: PCW0RI
Authors : Reynald, R.L., Sansen, S., Stout, C.D., Johnson, E.F.
Keywords : monooxygenase, drug metabolizing enzyme, oxidoreductase, heme protein
Exp. method : X-RAY DIFFRACTION ( 2.87 Å )
Citation :

Structural Characterization of Human Cytochrome P450 2C19: ACTIVE SITE DIFFERENCES BETWEEN P450s 2C8, 2C9, AND 2C19.

Reynald, R.L.,Sansen, S.,Stout, C.D.  et al.
(2012)  J.Biol.Chem.  287 : 44581 - 44591

PubMed: 23118231
DOI: 10.1074/jbc.M112.424895

Chain : A, B, C, D
UniProt : P33261 (CP2CJ_HUMAN)
Reaction: EC: Evidence:
Physiological Direction:
an organic molecule + reduced [NADPH--hemoprotein reductase] + O2 = an alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.1 PubMed:18577768
left-to-right
(5Z,8Z,11Z)-eicosatrienoate + reduced [NADPH--hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z)-eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:18577768
left-to-right
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH-- hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z)- eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:10411572, PubMed:18577768
left-to-right PubMed:18577768
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH-- hemoprotein reductase] + O2 = 19-hydroxy-(5Z,8Z,11Z,14Z,17Z)- eicosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:18577768
left-to-right
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH-- hemoprotein reductase] + O2 = 21-hydroxy-(4Z,7Z,10Z,13Z,16Z,19Z)- docosahexaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:18577768
left-to-right
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (8R,9S)-epoxy-(5Z,11Z,14Z)- eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:20972997
left-to-right
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (11R,12S)-epoxy-(5Z,8Z,14Z)- eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:20972997
left-to-right
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (11S,12R)-epoxy-(5Z,8Z,14Z)- eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:20972997
left-to-right
(5Z,8Z,11Z,14Z)-eicosatetraenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (14R,15S)-epoxy-(5Z,8Z,11Z)- eicosatrienoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:19965576, PubMed:20972997
left-to-right
(5Z,8Z,11Z,14Z,17Z)-eicosapentaenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (17R,18S)-epoxy-(5Z,8Z,11Z,14Z)- eicosatetraenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:19965576
left-to-right
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (19R,20S)-epoxy-(4Z,7Z,10Z,13Z,16Z)- docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:19965576
left-to-right
(4Z,7Z,10Z,13Z,16Z,19Z)-docosahexaenoate + reduced [NADPH-- hemoprotein reductase] + O2 = (19S,20R)-epoxy-(4Z,7Z,10Z,13Z,16Z)- docosapentaenoate + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) - PubMed:19965576
left-to-right
(4R)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (1R,5S)-carveol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.53 PubMed:11950794
-
(4S)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (1S,5R)-carveol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.51 PubMed:11950794
-
(4S)-limonene + reduced [NADPH--hemoprotein reductase] + O2 = (4S)-perillyl alcohol + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.52 PubMed:11950794
-
fenbendazole + reduced [NADPH--hemoprotein reductase] + O2 = 4'-hydroxyfenbendazole + oxidized [NADPH--hemoprotein reductase] + H2O + H(+) 1.14.14.75 PubMed:23959307
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Cofactor: Evidence: Note:
heme ECO:0000269 | PubMed:23118231
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