U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C25H22ClNO3
Molecular Weight 419.9
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ESFENVALERATE

SMILES

CC(C)[C@H](C(=O)O[C@H](C#N)C1=CC=CC(OC2=CC=CC=C2)=C1)C3=CC=C(Cl)C=C3

InChI

InChIKey=NYPJDWWKZLNGGM-RPWUZVMVSA-N
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

HIDE SMILES / InChI

Molecular Formula C25H22ClNO3
Molecular Weight 419.9
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of computational docking to identify pregnane X receptor agonists in the ToxCast database.
2010-10
Targeting Cydia pomonella (L.) (Lepidoptera: Tortricidae) adults with low-volume applications of insecticides alone and in combination with sex pheromone.
2010-07
Time-dependent integrity during storage of natural surface water samples for the trace analysis of pharmaceutical products, feminizing hormones and pesticides.
2010-04-19
A rapid and sensitive analytical method for the determination of 14 pyrethroids in water samples.
2010-04-09
High levels of miticides and agrochemicals in North American apiaries: implications for honey bee health.
2010-03-19
Differential efficacy of three commonly used pyrethroids against laboratory and field-collected larvae and adults of Helicoverpa zea (Lepidoptera: Noctuidae) and significance for pyrethroid resistance management.
2010-02
Linking mechanistic and behavioral responses to sublethal esfenvalerate exposure in the endangered delta smelt; Hypomesus transpacificus (Fam. Osmeridae).
2009-12-15
Evidence for a separate mechanism of toxicity for the Type I and the Type II pyrethroid insecticides.
2009-11
Comparative functional observational battery study of twelve commercial pyrethroid insecticides in male rats following acute oral exposure.
2009-11
Evidence for dose-additive effects of pyrethroids on motor activity in rats.
2009-10
Curative activity of insecticides on Rhagoletis pomonella (Diptera: Tephritidae) in apples.
2009-10
Curative activity of insecticides against plum curculio (Coleoptera: Curculionidae) in tart cherries.
2009-10
Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups.
2009-09
Colony collapse disorder: a descriptive study.
2009-08-03
Method development for the analysis of organophosphate and pyrethroid insecticides at low parts per trillion levels in water.
2009-06-15
Development of an enzyme-linked immunosorbent assay for the alpha-cyano pyrethroids multiresidue in Tai lake water.
2009-04-22
Design of a compressed air modulator to be used in comprehensive multidimensional gas chromatography and its application in the determination of pesticide residues in grapes.
2009-04-10
Resistance of Pakistani field populations of spotted bollworm Earias vittella (Lepidoptera: Noctuidae) to pyrethroid, organophosphorus and new chemical insecticides.
2009-04
The synergistic toxicity of pesticide mixtures: implications for risk assessment and the conservation of endangered Pacific salmon.
2009-03
The watershed as a conceptual framework for the study of environmental and human health.
2009-02-18
Insecticide toxicity to Trichogramma pretiosum (Hymenoptera: Trichogrammatidae) females and effect on descendant generation.
2009-02
Measuring pyrethroids in sediment pore water using matrix-solid phase microextraction.
2009-01
Effects of neurotoxic insecticides on heat-shock proteins and cytokine transcription in Chinook salmon (Oncorhynchus tshawytscha).
2009-01
Survey for resistance to four insecticides in Myzus persicae clones from peach trees and weeds in south-central Washington.
2008-12
Expression of immune-regulatory genes in juvenile Chinook salmon following exposure to pesticides and infectious hematopoietic necrosis virus (IHNV).
2008-11
Developmentally-regulated sodium channel subunits are differentially sensitive to alpha-cyano containing pyrethroids.
2008-09-15
The pyrethroid pesticide esfenvalerate suppresses the afternoon rise of luteinizing hormone and delays puberty in female rats.
2008-09
Evaluation of management strategies for bean leaf beetles (Coleoptera: Chrysomelidae) and Bean pod mottle virus (Comoviridae) in soybean.
2008-08
Effects of dietary esfenvalerate exposures on three aquatic insect species representing different functional feeding groups.
2008-08
Impact of aquatic insect life stage and emergence strategy on sensitivity to esfenvalerate exposure.
2008-08
Clutch morphology and the timing of exposure impact the susceptibility of aquatic insect eggs to esfenvalerate.
2008-08
Acute, sublethal exposure to a pyrethroid insecticide alters behavior, growth, and predation risk in larvae of the fathead minnow (Pimephales promelas).
2008-08
Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants.
2008-07-04
'Systems toxicology' approach identifies coordinated metabolic responses to copper in a terrestrial non-model invertebrate, the earthworm Lumbricus rubellus.
2008-06-03
Neurotoxic implications of the agonistic action of CS-syndrome pyrethroids on the N-type Ca(v)2.2 calcium channel.
2008-06
Identifying the cause and source of sediment toxicity in an agriculture-influenced creek.
2008-04
Esfenvalerate-induced case-abandonment in the larvae of the caddisfly (Brachycentrus americanus).
2008-02
Effects of vegetated field borders on arthropods in cotton fields in eastern North Carolina.
2008
Flight activity of Sitophilus oryzae (L) and Sitophilus zeamais Motsch (Coleoptera: Curculionidae) and its relationship with susceptibility to insecticides.
2007-12-06
Comparisons of tissue-specific transcription of stress response genes with whole animal endpoints of adverse effect in striped bass (Morone saxatilis) following treatment with copper and esfenvalerate.
2007-11-15
Lethal and sublethal activities of imidacloprid contribute to control of adult Japanese beetle in blueberries.
2007-10
Maternal residence near agricultural pesticide applications and autism spectrum disorders among children in the California Central Valley.
2007-10
Identification of rat and human cytochrome p450 isoforms and a rat serum esterase that metabolize the pyrethroid insecticides deltamethrin and esfenvalerate.
2007-09
Toxicity of insecticides to the sweetpotato whitefly (Hemiptera: Aleyrodidae) and its natural enemies.
2007-07
Selection of a field population of diamondback moth (Lepidoptera: Plutellidae) with acetamiprid maintains, but does not increase, cross-resistance to pyrethroids.
2007-06
Pesticide and pathogen: heat shock protein expression and acetylcholinesterase inhibition in juvenile Chinook salmon in response to multiple stressors.
2007-06
Hydrolysis of pyrethroids by human and rat tissues: examination of intestinal, liver and serum carboxylesterases.
2007-05-15
Influence of emulsifiable concentrate formulation on the physical properties of the fluid, spray characteristics, and insecticide deposits on stored grains.
2007-05-02
7th International Workshop on the Molecular Biology and Genetics of the Lepidoptera August 20-26, 2006, Orthodox Academy of Crete, Kolympari, Crete, Greece.
2007
Toxicity of six pesticides to common frog (Rana temporaria) tadpoles.
2006-12
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 22:53:20 GMT 2025
Edited
by admin
on Mon Mar 31 22:53:20 GMT 2025
Record UNII
7F07OXM0PP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASANA
Preferred Name English
ESFENVALERATE
ISO  
Common Name English
(S)-.ALPHA.-CYANO-3-PHENOXYBENZYL (S)-2-(4-CHLOROPHENYL)ISOVALERATE
Systematic Name English
FENVALERATE (S,S)-ISOMER [MI]
Common Name English
(S,S)-FENVALERATE
Common Name English
ESFENVALERATE [ISO]
Common Name English
1S,1'S-FENVALERATE
Common Name English
SUMI-.ALPHA.
Brand Name English
S-1844
Code English
A.ALPHA.
Common Name English
BENZENEACETIC ACID, 4-CHLORO-.ALPHA.-(1-METHYLETHYL)-, (S)-CYANO(3-PHENOXYPHENYL)METHYL ESTER, (.ALPHA.S)-
Systematic Name English
S-5602.ALPHA.
Code English
ESFENVALERATE, (-)-
Common Name English
OMS-3023
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 109303
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
Code System Code Type Description
WIKIPEDIA
Esfenvalerate
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
HSDB
6625
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
ALANWOOD
esfenvalerate
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID4032667
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
PUBCHEM
10342051
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
FDA UNII
7F07OXM0PP
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
MERCK INDEX
m5307
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY Merck Index
CAS
66230-04-4
Created by admin on Mon Mar 31 22:53:20 GMT 2025 , Edited by admin on Mon Mar 31 22:53:20 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY