Protein Information

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

Compound Information

Name fipronil
CAS

Reference List

PubMed Abstract RScore(About this table)
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
16565514 Lemaire G, Mnif W, Pascussi JM, Pillon A, Rabenoelina F, Fenet H, Gomez E, Casellas C, Nicolas JC, Cavailles V, Duchesne MJ, Balaguer P: Identification of new human pregnane X receptor ligands among pesticides using a stable reporter cell system. Toxicol Sci. 2006 Jun;91(2):501-9. Epub 2006 Mar 24.

Some of the newly identified hPXR activators were also checked for their ability to induce cytochrome P450 3A4 expression in a primary culture of human hepatocytes.
Pesticides from various chemical classes were demonstrated, for the first time, to be hPXR activators: (1) herbicides: pretilachlor, metolachlor, and alachlor chloracetanilides, oxadiazon oxiconazole, and isoproturon urea; (2) fungicides: bupirimate and fenarimol pyrimidines, propiconazole, fenbuconazole, prochloraz conazoles, and imazalil triazole; and (3) insecticides: toxaphene organochlorine, permethrin pyrethroid, fipronil pyrazole, and diflubenzuron urea.
1(0,0,0,1) Details
15135087 Tang J, Amin Usmani K, Hodgson E, Rose RL: In vitro metabolism of fipronil by human and rat cytochrome P450 and its interactions with testosterone and diazepam. Chem Biol Interact. 2004 Apr 15;147(3):319-29.

Ketoconazole, a specific inhibitor of CYP3A4, inhibits 78% of the HLM activity toward fipronil at a concentration of 2 microM.
280(3,4,5,5) Details
18322939 Hodgson E, Rose RL: Metabolic interactions of agrochemicals in humans. Pest Manag Sci. 2008 Jun;64(6):617-21.

Fipronil can inhibit testosterone metabolism by CYP3A4 and is an effective inducer of CYP isoforms in human hepatocytes.
112(1,2,2,2) Details
17427179 Joo H, Choi K, Rose RL, Hodgson E: Inhibition of fipronil and nonane metabolism in human liver microsomes and human cytochrome P450 isoforms by chlorpyrifos. J Biochem Mol Toxicol. 2007;21(2):76-80.

CPS significantly inhibited the metabolism of fipronil by CYP3A4 as well as the metabolism of nonane by CYP2B6.
31(0,1,1,1) Details
14611171 Caboni P, Sammelson RE, Casida JE: Phenylpyrazole insecticide photochemistry, metabolism, and GABAergic action: ethiprole compared with fipronil. J Agric Food Chem. 2003 Nov 19;51(24):7055-61.

Metabolic sulfone formation is more rapid with ethiprole than fipronil in human expressed CYP3A4 in vitro and mouse brain and liver in vivo.
6(0,0,1,1) Details
17084830 Das PC, Cao Y, Cherrington N, Hodgson E, Rose RL: Fipronil induces CYP isoforms and cytotoxicity in human hepatocytes. . Chem Biol Interact. 2006 Dec 15;164(3):200-14. Epub 2006 Oct 6.

In a similar manner, CYP3A4 mRNA expression was also induced (10-30-fold), although at the higher doses induction returned to near control levels.
3(0,0,0,3) Details