Esfenvalerate

General

Type : pyrethroid || Phenoxyphenyl

Chemical_Nomenclature : [(S)-cyano-(3-phenoxyphenyl)methyl] (2S)-2-(4-chlorophenyl)-3-methylbutanoate

Canonical SMILES : CC(C)C(C1=CC=C(C=C1)Cl)C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3

InChI : InChI=1S\/C25H22ClNO3\/c1-17(2)24(18-11-13-20(26)14-12-18)25(28)30-23(16-27)19-7-6-10-22(15-19)29-21-8-4-3-5-9-21\/h3-15,17,23-24H,1-2H3\/t23-,24+\/m1\/s1

InChIKey : NYPJDWWKZLNGGM-RPWUZVMVSA-N

Other name(s) : Asana,     Halmark,     CHEBI:39346,     SCHEMBL26507


MW : 419.9

Formula : C25H22ClNO3

CAS_number : 66230-04-4

PubChem :

UniChem :

Iuphar :

References (11)

Title : Metabolism of bifenthrin, beta-cyfluthrin, -cyhalothrin, cyphenothrin and esfenvalerate by rat and human cytochrome P450 and carboxylesterase enzymes - Hedges_2020_Xenobiotica__1
Author(s) : Hedges L , Brown S , MacLeod AK , Moreau M , Yoon M , Creek MR , Osimitz TG , Lake BG
Ref : Xenobiotica , :1 , 2020
Abstract : Hedges_2020_Xenobiotica__1
ESTHER : Hedges_2020_Xenobiotica__1
PubMedSearch : Hedges_2020_Xenobiotica__1
PubMedID: 32672501

Title : Development and Application of a Life-Stage Physiologically Based Pharmacokinetic (PBPK) Model to the Assessment of Internal Dose of Pyrethroids in Humans - Mallick_2020_Toxicol.Sci_173_86
Author(s) : Mallick P , Moreau M , Song G , Efremenko AY , Pendse SN , Creek MR , Osimitz TG , Hines RN , Hinderliter P , Clewell HJ , Lake BG , Yoon M
Ref : Toxicol Sci , 173 :86 , 2020
Abstract : Mallick_2020_Toxicol.Sci_173_86
ESTHER : Mallick_2020_Toxicol.Sci_173_86
PubMedSearch : Mallick_2020_Toxicol.Sci_173_86
PubMedID: 31593217

Title : Sub-lethal toxicity of environmentally relevant concentrations of esfenvalerate to Chironomus riparius - Rodrigues_2015_Environ.Pollut_207_273
Author(s) : Rodrigues AC , Gravato C , Quintaneiro C , Barata C , Soares AM , Pestana JL
Ref : Environ Pollut , 207 :273 , 2015
Abstract : Rodrigues_2015_Environ.Pollut_207_273
ESTHER : Rodrigues_2015_Environ.Pollut_207_273
PubMedSearch : Rodrigues_2015_Environ.Pollut_207_273
PubMedID: 26412267

Title : Organophosphate and pyrethroid hydrolase activities of mutant Esterases from the cotton bollworm Helicoverpa armigera - Li_2013_PLoS.One_8_e77685
Author(s) : Li Y , Farnsworth CA , Coppin CW , Teese MG , Liu JW , Scott C , Zhang X , Russell RJ , Oakeshott JG
Ref : PLoS ONE , 8 :e77685 , 2013
Abstract : Li_2013_PLoS.One_8_e77685
ESTHER : Li_2013_PLoS.One_8_e77685
PubMedSearch : Li_2013_PLoS.One_8_e77685
PubMedID: 24204917
Gene_locus related to this paper: helam-d5g3c9 , helam-d5g3d2 , helam-d5g3d3 , helam-d5g3d4 , helam-d5g3d5 , helam-d5kx87 , helam-d5kx99 , helam-d5kxa9 , helam-d9iv61 , helam-d9iv62 , helam-h9zvh4 , helam-s4wfz6

Title : Cloning of a novel pyrethroid-hydrolyzing carboxylesterase gene from Sphingobium sp. strain JZ-1 and characterization of the gene product - Wang_2009_Appl.Environ.Microbiol_75_5496
Author(s) : Wang BZ , Guo P , Hang BJ , Li L , He J , Li SP
Ref : Applied Environmental Microbiology , 75 :5496 , 2009
Abstract : Wang_2009_Appl.Environ.Microbiol_75_5496
ESTHER : Wang_2009_Appl.Environ.Microbiol_75_5496
PubMedSearch : Wang_2009_Appl.Environ.Microbiol_75_5496
PubMedID: 19581484
Gene_locus related to this paper: sphwj-c0la90

Title : Potentiation between pyrethroid and organophosphate insecticides in resistant field populations of cotton bollworm Helicoverpa armigera (Lepidoptera: Noctuidae) in Pakistan - Ahmad_2008_Pestic.Biochem.Physiol_91_24
Author(s) : Ahmad M
Ref : Pesticide Biochemistry and Physiology , 91 :24 , 2008
Abstract : Ahmad_2008_Pestic.Biochem.Physiol_91_24
ESTHER : Ahmad_2008_Pestic.Biochem.Physiol_91_24
PubMedSearch : Ahmad_2008_Pestic.Biochem.Physiol_91_24
PubMedID:

Title : Species differences in the in vitro metabolism of deltamethrin and esfenvalerate: differential oxidative and hydrolytic metabolism by humans and rats - Godin_2006_Drug.Metab.Dispos_34_1764
Author(s) : Godin SJ , Scollon EJ , Hughes MF , Potter PM , DeVito MJ , Ross MK
Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 34 :1764 , 2006
Abstract : Godin_2006_Drug.Metab.Dispos_34_1764
ESTHER : Godin_2006_Drug.Metab.Dispos_34_1764
PubMedSearch : Godin_2006_Drug.Metab.Dispos_34_1764
PubMedID: 16855054

Title : Individual variability in esterase activity and CYP1A levels in Chinook salmon (Oncorhynchus tshawytscha) exposed to esfenvalerate and chlorpyrifos - Wheelock_2005_Aquat.Toxicol_74_172
Author(s) : Wheelock CE , Eder KJ , Werner I , Huang H , Jones PD , Brammell BF , Elskus AA , Hammock BD
Ref : Aquat Toxicol , 74 :172 , 2005
Abstract : Wheelock_2005_Aquat.Toxicol_74_172
ESTHER : Wheelock_2005_Aquat.Toxicol_74_172
PubMedSearch : Wheelock_2005_Aquat.Toxicol_74_172
PubMedID: 16011852

Title : Molecular and cellular biomarker responses to pesticide exposure in juvenile chinook salmon (Oncorhynchus tshawytscha) - Eder_2004_Mar.Environ.Res_58_809
Author(s) : Eder KJ , Leutenegger CM , Wilson BW , Werner I
Ref : Mar Environ Research , 58 :809 , 2004
Abstract : Eder_2004_Mar.Environ.Res_58_809
ESTHER : Eder_2004_Mar.Environ.Res_58_809
PubMedSearch : Eder_2004_Mar.Environ.Res_58_809
PubMedID: 15178118

Title : Joint acute toxicity of esfenvalerate and diazinon to larval fathead minnows (Pimephales promelas) - Denton_2003_Environ.Toxicol.Chem_22_336
Author(s) : Denton DL , Wheelock CE , Murray SA , Deanovic LA , Hammock BD , Hinton DE
Ref : Environ Toxicol Chem , 22 :336 , 2003
Abstract : Denton_2003_Environ.Toxicol.Chem_22_336
ESTHER : Denton_2003_Environ.Toxicol.Chem_22_336
PubMedSearch : Denton_2003_Environ.Toxicol.Chem_22_336
PubMedID: 12558165

Title : Esterases and Esfenvalerate Resistance in Australian Helicoverpa armigera(Hubner) Lepidoptera:Noctuidae - Gunning_1996_Pestic.Biochem.Physiol_54_12
Author(s) : Gunning RV , Moores GD , Devonshire AL
Ref : Pesticide Biochemistry and Physiology , 54 :12 , 1996
Abstract : Gunning_1996_Pestic.Biochem.Physiol_54_12
ESTHER : Gunning_1996_Pestic.Biochem.Physiol_54_12
PubMedSearch : Gunning_1996_Pestic.Biochem.Physiol_54_12
PubMedID: