Fenthion-oxon

In Australia and the USA, fenthion is used for agricultural purposes and to control cockroaches, crickets, flies, mosquitoes and spiders. It is also present in veterinary drug formulations to control fleas on dogs in Australia, and used as a mosquito adulticide, to control lice, flies, and ticks on cattle and swine or dragonfly larvae in aquaculture Like other organophosphotohionate pesticides fenthion is not active on AChE per se, but it has to be bioactivated: sulfoxidation to fenthion-sulfoxide (FEN-sulfoxide), catalyzed by cytochrome P450 or flavin-containing monooxygenase, and a CYP-mediated oxidative desulfuration to form fenthion-oxon

General

Type : Insecticide, Organophosphate, Sulfur Compound, Organothiophosphate

Chemical_Nomenclature : dimethyl (3-methyl-4-methylsulfanylphenyl) phosphate

Canonical SMILES : CC1=C(C=CC(=C1)OP(=O)(OC)OC)SC

InChI : InChI=1S\/C10H15O4PS\/c1-8-7-9(5-6-10(8)16-4)14-15(11,12-2)13-3\/h5-7H,1-4H3

InChIKey : ZNRZGJAHNMGWQN-UHFFFAOYSA-N

Other name(s) : Fenthion oxon  ||  Fenthion-oxon  ||  Fention oxon  ||  Fenoxon  ||  Fenthoxon  ||  Bayoxon  ||  SCHEMBL5933982  ||  ZINC2033887  ||  Bayer 35570  ||  BAY 35570


MW : 262.26

Formula : C10H15O4PS

CAS_number : 6552-12-1

PubChem : 23046

UniChem : ZNRZGJAHNMGWQN-UHFFFAOYSA-N

Target

Families : Fenthion-oxon ligand of proteins in family
ACHE

Structure :
7P7V

References (3)

Title : Simultaneous Analysis of Fenthion and Its Five Metabolites in Produce Using Ultra-High Performance Liquid Chromatography-Tandem Mass Spectrometry - Lee_2020_Molecules_25_1938
Author(s) : Lee J , Kim JH
Ref : Molecules , 25 :1938 , 2020
Abstract :
PubMedSearch : Lee_2020_Molecules_25_1938
PubMedID: 32331373

Title : The participation of human hepatic P450 isoforms, flavin-containing monooxygenases and aldehyde oxidase in the biotransformation of the insecticide fenthion - Leoni_2008_Toxicol.Appl.Pharmacol_233_343
Author(s) : Leoni C , Buratti FM , Testai E
Ref : Toxicol Appl Pharmacol , 233 :343 , 2008
Abstract :
PubMedSearch : Leoni_2008_Toxicol.Appl.Pharmacol_233_343
PubMedID: 18845175

Title : Whole-body metabolism of the organophosphorus pesticide, fenthion, in goldfish, Carassius auratus - Kitamura_2000_Comp.Biochem.Physiol.C.Toxicol.Pharmacol_126_259
Author(s) : Kitamura S , Kadota T , Yoshida M , Jinno N , Ohta S
Ref : Comparative Biochemistry & Physiology C Toxicol Pharmacol , 126 :259 , 2000
Abstract :
PubMedSearch : Kitamura_2000_Comp.Biochem.Physiol.C.Toxicol.Pharmacol_126_259
PubMedID: 11048676