Protein Information

Name cytochrome P450 (protein family or complex)
Synonyms cytochrome P450; cytochrome P 450; CYP450; CYP 450

Compound Information

Name fenvalerate
CAS cyano(3-phenoxyphenyl)methyl 4-chloro-α-(1-methylethyl)benzeneacetate

Reference List

PubMed Abstract RScore(About this table)
16022326 Chen S, Yang Y, Wu Y: Correlation between fenvalerate resistance and cytochrome P450-mediated O-demethylation activity in Helicoverpa armigera (Lepidoptera: Noctuidae). J Econ Entomol. 2005 Jun;98(3):943-6.
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10620039 Ranasinghe C, Hobbs AA: Induction of cytochrome P450 CYP6B7 and cytochrome b5 mRNAs from Helicoverpa armigera (Hubner) by pyrethroid insecticides in organ culture. Insect Mol Biol. 1999 Nov;8(4):443-7.

Substantial induction of cytochrome P450, CYP6B7 and cytochrome b5 mRNAs by alpha-pinene, and the pyrethroids, fenvalerate, cypermethrin and permethrin were observed in fat body culture.
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11377398 Heder AF, Hirsch-Ernst KI, Bauer D, Kahl GF, Desel H: Induction of cytochrome P450 2B1 by pyrethroids in primary rat hepatocyte cultures. Biochem Pharmacol. 2001 Jul 1;62(1):71-9.

In this project, we examined the influence of pyrethroids (permethrin, cypermethrin, and fenvalerate) on the expression and activity of the phenobarbital (PB)-inducible cytochrome P450 2B1 isoform (CYP2B1) in primary rat hepatocyte cultures.
7(0,0,1,2) Details
17484068 Fang XK, Huang DF, Wang ZX, Wan CL, Sun T, Xu WJ, Liu CY, Zhou P, Qiao ZD: Identification of the proteins related to cytochrome P450 induced by fenvalerate in a Trichoplusia ni cell line. Cell Biol Toxicol. 2007 Nov;23(6):445-57. Epub 2007 May 7.
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17066813 Yang Y, Chen S, Wu S, Yue L, Wu Y: Constitutive overexpression of multiple cytochrome P450 genes associated with pyrethroid resistance in Helicoverpa armigera. J Econ Entomol. 2006 Oct;99(5):1784-9.

The mRNA expression levels of these two CYP9 P450 genes, together with CYP6B7 and CYP4G8 (previously reported to be overexpressed in pyrethroid-resistant strains), were assessed by real-time quantitative reverse transcription-polymerase chain reaction in the final instars of a field-derived YG strain (with seven-fold resistance to the pyrethroid fenvalerate) and the YGF strain (selected from the YG strain with fenvalerate in the laboratory, with 1,690-fold resistance to fenvalerate).
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9461846 Bride JM, Cuany A, Amichot M, Brun A, Babault M, Mouel TL, De Sousa G, Rahmani R, Berge JB: Cytochrome P-450 field insecticide tolerance and development of laboratory resistance in grape vine populations of Drosophila melanogaster (Diptera: Drosophilidae). J Econ Entomol. 1997 Dec;90(6):1514-20.

Moreover, immunoblotting responses of microsomal protein encoded by Cyp6A2 showed that the levels of expression were quantitatively correlated with toxicological tolerance to almost the same group of insecticides (deltamethrin, fipronil, chlorpyriphos ethyl, DDT, fenvalerate, and fenthion).
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9304792 Pittendrigh B, Aronstein K, Zinkovsky E, Andreev O, Campbell B, Daly J, Trowell S, Ffrench-Constant RH: Cytochrome P450 genes from Helicoverpa armigera: expression in a pyrethroid-susceptible and -resistant strain. Insect Biochem Mol Biol. 1997 Jun;27(6):507-12.

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8294621 Hemingway J, Dunbar SJ, Monro AG, Small GJ: Pyrethroid resistance in German cockroaches (Dictyoptera: Blattelidae): resistance levels and underlying mechanisms. J Econ Entomol. 1993 Dec;86(6):1631-8.

Greater than 2-fold resistance to the pyrethroids cyfluthrin, fenvalerate, cypermethrin, and lambda cyhalothrin appeared in 15 of these strains.
Possible resistance mechanisms detected in these populations included elevated levels of cytochrome P450, general esterase and glutathione S-transferase, and nerve insensitivity (kdr-type resistance).
1(0,0,0,1) Details
11233122 Kranthi KR, Jadhav D, Wanjari R, Kranthi S, Russell D: Pyrethroid resistance and mechanisms of resistance in field strains of Helicoverpa armigera (Lepidoptera: Noctuidae). J Econ Entomol. 2001 Feb;94(1):253-63.

Studies carried out through estimation of detoxification enzyme activity and synergists indicated that enhanced cytochrome p450 and esterase activities were probably important mechanisms for pyrethroid resistance in field strains.
Resistance to cypermethrin, fenvalerate and cyhalothrin also was high with resistance ratios of > 1,000 in four strains collected from central and southern India.
1(0,0,0,1) Details
20183062 Abass K, Turpeinen M, Pelkonen O: An evaluation of the cytochrome P450 inhibition potential of selected pesticides in human hepatic microsomes. J Environ Sci Health B. 2009 Aug;44(6):553-63.

Deltamethrin and fenvalerate were potent inhibitors of CYP2D6 (IC (50) values of approximately 3 micro M) while lambda-cyhalothrin potently inhibited both CYP2D6 and CYP3A4-mediated activities (IC (50)'s about 3-4 micro M).
1(0,0,0,1) Details
17576809 Godin SJ, Crow JA, Scollon EJ, Hughes MF, DeVito MJ, Ross MK: Identification of rat and human cytochrome p450 isoforms and a rat serum esterase that metabolize the pyrethroid insecticides deltamethrin and esfenvalerate. Drug Metab Dispos. 2007 Sep;35(9):1664-71. Epub 2007 Jun 18.

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17257205 Grubor VD, Heckel DG: Evaluation of the role of CYP6B cytochrome P450s in pyrethroid resistant Australian Helicoverpa armigera. Insect Mol Biol. 2007 Feb;16(1):15-23.

The AN02 strain of Helicoverpa armigera from eastern Australia exhibits 50-fold, PBO-suppressible resistance to the pyrethroid insecticide fenvalerate.
In evaluating the cytochrome P450 genes CYP6B7, CYP6B6, and CYP6B2 as candidates for RFen1, we found that they occur in a tandem array in the genome, next to the gene encoding the para-type sodium channel; the target of pyrethroid insecticides.
1(0,0,0,1) Details