Protein Information

Name CYP2C19
Synonyms (R) limonene 6 monooxygenase; Flavoprotein linked monooxygenase; Mephenytoin 4 hydroxylase; (S) limonene 6 monooxygenase; (S) limonene 7 monooxygenase; CYP2C; CPCJ; CYP 2C…

Compound Information

Name methoxychlor
CAS 1,1′-(2,2,2-trichloroethylidene)bis[4-methoxybenzene]

Reference List

PubMed Abstract RScore(About this table)
15486075 Hazai E, Kupfer D: Interactions between CYP2C9 and CYP2C19 in reconstituted binary systems influence their catalytic activity: possible rationale for the inability of CYP2C19 to catalyze methoxychlor demethylation in human liver microsomes. Drug Metab Dispos. 2005 Jan;33(1):157-64. Epub 2004 Oct 14.
358(4,5,5,8) Details
9714305 Stresser DM, Kupfer D: Prosubstrates of CYP3A4, the major human hepatic cytochrome P450: transformation into substrates by other P450 isoforms. Biochem Pharmacol. 1998 Jun 1;55(11):1861-71.

Additionally, CYP2C19 catalyzes the ortho-hydroxylation of mono-OH-M and of residual methoxychlor.
115(1,2,2,5) Details
18585438 Bikadi Z, Hazai E: In silico description of differential enantioselectivity in methoxychlor O-demethylation by CYP2C enzymes. Biochim Biophys Acta. 2008 Sep;1780(9):1070-9. Epub 2008 Jun 9.
89(1,1,2,4) Details
12167570 Hu Y, Kupfer D: Metabolism of the endocrine disruptor pesticide-methoxychlor by human P450s: pathways involving a novel catechol metabolite. Drug Metab Dispos. 2002 Sep;30(9):1035-42.

CYP2C19-catalyzed demethylation of methoxychlor, mono-OH-M and catechol-M, demonstrating relatively good substrate affinity (K (m) = 0.23 - 0.41 microM).
82(1,1,1,2) Details
9733665 Stresser DM, Kupfer D: Human cytochrome P450-catalyzed conversion of the proestrogenic pesticide methoxychlor into an estrogen. Drug Metab Dispos. 1998 Sep;26(9):868-74.

Co-incubation of liver microsomes with methoxychlor and various P450 isoform-selective inhibitors suggested involvement of several P450s in mono-O-demethylation, including CYP1A2, CYP2A6, CYP2C9, and CYP2C19.
72(0,2,3,7) Details
14985143 Hu Y, Krausz K, Gelboin HV, Kupfer D: CYP2C subfamily, primarily CYP2C9, catalyses the enantioselective demethylation of the endocrine disruptor pesticide methoxychlor in human liver microsomes: use of inhibitory monoclonal antibodies in P450 identification. Xenobiotica. 2004 Feb;34(2):117-32.
33(0,1,1,3) Details
9241656 Ekins S, VandenBranden M, Ring BJ, Wrighton SA: Examination of purported probes of human CYP2B6. . Pharmacogenetics. 1997 Jun;7(3):165-79.

Using microsomes from B-lymphoblastoid cells expressing specific P450s, CYP2B6 and CYP1A2 were found to produce substantial levels of 7-HFC whereas CYP2E1 and CYP2C19 produced detectable amounts of this metabolite.
Methoxychlor and S-mephenytoin inhibited expressed CYP2B6 but not CYP1A2 mediated 7-EFC O-deethylation.
2(0,0,0,2) Details