fenvalerate

Synonyms: "pydrin", "belmark", "phenvalerate", "sumicidin", "tirade", "furitrothion", "sumifleece", "agrofen"

Source: fenvalerate is a broad-spectrum pyrethroid insecticide.

Identifiers:

IUPAC Name: [cyano-(3-phenoxyphenyl)methyl] 2-(4-chlorophenyl)-3-methylbutanoate
CAS Number: 51630-58-1
PubChem ID: 3347
InChiKey: NYPJDWWKZLNGGM-UHFFFAOYSA-N
Canonical SMILES: CC(C)C(C1=CC=C(C=C1)Cl)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3

Structural Properties:

Molecular Formula: C₂₅H₂₂ClNO₃
Molecular Weight: 419.900

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 2
Number of atoms different from hydrogen: 30

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Du G, Shen O, Sun H, Fei J, Lu C, Song L, Xia Y, Wang S, Wang X. 2010. Assessing hormone receptor activities of pyrethroid insecticides and their metabolites in reporter gene assays. Toxicol Sci 116(1):58-66.

Eil C, Nisula BC. 1990. The binding properties of pyrethroids to human skin fibroblast androgen receptors and to sex hormone binding globulin. J Steroid Biochem 35(3/4):409-414.

Garey J, Wolff MS. 1998. Estrogenic and antiprogestagenic activities of pyrethroid insecticides. Biochemical & Biophysical Research Communications 251(3):855-859.

Go V, Garey J, Wolff MS, Pogo BGT. 1999. Estrogenic potential of certain pyrethroid compounds in the MCF-7 human breast carcinoma cell line. Environ Health Perspect 107(3):173-177.

Kojima H, Katsura E, Takeuchi S, Niiyama K, Kobayashi K. 2004. Screening for estrogen and androgen receptor activities in 200 pesticides by in vitro reporter gene assays using Chinese hamster ovary cells. Environ Health Perspect 112(5):524-531.