Protein Information

Name CYP3A4
Synonyms CP33; CYP3; HLP; CYP3A; CP34; CYP 3A4; CYP 3; CYP3A3…

Compound Information

Name naphthalene
CAS naphthalene

Reference List

PubMed Abstract RScore(About this table)
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
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 appears to facilitate the binding of naphthalene to CYP3A4.
115(1,2,2,5) Details
16959878 Chang JH, Kochansky CJ, Shou M: The role of P-glycoprotein in the bioactivation of raloxifene. . Drug Metab Dispos. 2006 Dec;34(12):2073-8. Epub 2006 Sep 7.

Because raloxifene and naphthalene are known to undergo bioactivation mediated by CYP3A4, covalent binding in the presence of ketoconazole was examined.
81(1,1,1,1) Details
17198380 Tsalkova TN, Davydova NY, Halpert JR, Davydov DR: Mechanism of interactions of alpha-naphthoflavone with cytochrome P450 3A4 explored with an engineered enzyme bearing a fluorescent probe. Biochemistry. 2007 Jan 9;46(1):106-19.

Changes in the fluorescence of CYP3A4 (C58,C64) labeled with 6-(bromoacetyl)-2-(dimethylamino) naphthalene (BADAN), 7-(diethylamino)-3-(4'-maleimidylphenyl)-4-methylcoumarin (CPM), or monobromobimane (mBBr) were used to study the interactions with bromocriptine (BCT), 1-pyrenebutanol (1-PB), testosterone (TST), and alpha-naphthoflavone (ANF).
35(0,1,1,5) 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.

Carbaryl, a carbamate pesticide, and naphthalene, a jet fuel component, inhibited ca. 40% of E2 metabolism.
It has previously been shown that E2 is predominantly metabolized in humans by CYP1A2 and CYP3A4 with 2-hydroxyestradiol (2-OHE2) the major metabolite.
5(0,0,0,5) 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
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.
2(0,0,0,2) Details