Protein Information

Name CYP1A2
Synonyms CP12; CYP1A2; CYPIA 2; CYPIA2; Cytochrome P450 1A2; Dioxin inducible P3 450; P(3)450; P3 450…

Compound Information

Name naphthalene
CAS naphthalene

Reference List

PubMed Abstract RScore(About this table)
18447001 Cho TM, Rose RL, Hodgson E: The effect of chlorpyrifos-oxon and other xenobiotics on the human cytochrome P450-dependent metabolism of naphthalene and deet. Drug Metabol Drug Interact. 2007;22(4):235-62.

CPO inhibited CYP1A2 production of naphthalene metabolites, while activating their production by CYP3A4.
81(1,1,1,1) Details
16790556 Usmani KA, Cho TM, Rose RL, Hodgson E: Inhibition of the human liver microsomal and human cytochrome P450 1A2 and 3A4 metabolism of estradiol by deployment-related and other chemicals. Drug Metab Dispos. 2006 Sep;34(9):1606-14. Epub 2006 Jun 21.

Preincubation of CYP1A2 with chlorpyrifos, fonofos, carbaryl, or naphthalene resulted in 96, 59, 84, and 87% inhibition of E2 metabolism, respectively.
36(0,1,1,6) Details
17193320 Schmidt B, Faymonville T, Gembe E, Joussen N, Schuphan I: Comparison of the biotransformation of the 14C-labelled insecticide carbaryl by non-transformed and human CYP1A1-, CYP1A2-, and CYP3A4-transgenic cell cultures of Nicotiana tabacum. Chem Biodivers. 2006 Aug;3(8):878-96.

This consisted of naphthalene-1-ol, N-(hydroxymethyl) carbaryl, 4-hydroxycarbaryl, and 5-hydroxycarbaryl, whereas the main product in non-transformed cells was N-(hydroxymethyl) carbaryl.
4(0,0,0,4) Details
18672861 Heim R, Lucas S, Grombein CM, Ries C, Schewe KE, Negri M, Muller-Vieira U, Birk B, Hartmann RW: Overcoming undesirable CYP1A2 inhibition of pyridylnaphthalene-type aldosterone synthase inhibitors: influence of heteroaryl derivatization on potency and selectivity. J Med Chem. 2008 Aug 28;51(16):5064-74. Epub 2008 Aug 1.

In the present study, we examined the influence of substituents in the heterocycle of lead structures with a naphthalene molecular scaffold to overcome this unwanted side effect.
3(0,0,0,3) Details
16876762 Genter MB, Marlowe J, Kevin Kerzee J, Dragin N, Puga A, Dalton TP, Nebert DW: Naphthalene toxicity in mice and aryl hydrocarbon receptor-mediated CYPs. Biochem Biophys Res Commun. 2006 Sep 15;348(1):120-3. Epub 2006 Jul 14.

Whereas CYP2F enzymes are widely regarded as responsible for NP bioactivation, other metabolic enzymes--including CYP1A1 and CYP1A2--produce NP-1,2-oxide in vitro.
2(0,0,0,2) Details
18602459 Croera C, Ferrario D, Gribaldo L: In vitro toxicity of naphthalene, 1-naphthol, 2-naphthol and 1,4-naphthoquinone on human CFU-GM from female and male cord blood donors. Toxicol In Vitro. 2008 Sep;22(6):1555-61. Epub 2008 Jun 17.

The mRNA expression of Cyp1A2 and Cyp3A4 was also evaluated.
1(0,0,0,1) Details
19576179 Kasai N, Ikushiro S, Hirosue S, Arisawa A, Ichinose H, Wariishi H, Ohta M, Sakaki T: Enzymatic properties of cytochrome P450 catalyzing 3'-hydroxylation of naringenin from the white-rot fungus Phanerochaete chrysosporium. Biochem Biophys Res Commun. 2009 Sep 11;387(1):103-8. Epub 2009 Jul 1.

Sequence alignment of PcCYP65a2 and human CYP1A2 revealed a unique structure of PcCYP65a2.
In addition, the recombinant S. cerevisiae cells expressing PcCYP65a2 metabolized such polyaromatic compounds as dibenzo-p-dioxin (DD), 2-monochloroDD, biphenyl, and naphthalene.
1(0,0,0,1) Details
17936932 Hodgson E, Rose RL: Human metabolic interactions of environmental chemicals. J Biochem Mol Toxicol. 2007;21(4):182-6.

Organophosphorus insecticides (OPs) are potent inhibitors of the human metabolism of carbaryl, carbofuran, DEET and fipronil, as well as the jet fuel components, nonane and naphthalene.
OPs are potent irreversible inhibitors of testosterone metabolism by cytochrome P450 (CYP) 3A4 and of estradiol metabolism by CYP3A4 and CYP1A2.
1(0,0,0,1) Details
18054806 Hansen BH, Altin D, Vang SH, Nordtug T, Olsen AJ: Effects of naphthalene on gene transcription in Calanus finmarchicus (Crustacea: Copepoda). Aquat Toxicol. 2008 Jan 31;86(2):157-65. Epub 2007 Dec 4.

0(0,0,0,0) Details