CHEBI:34911 - permethrin

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ChEBI Name permethrin
ChEBI ID CHEBI:34911
Definition A cyclopropanecarboxylate ester in which the esterifying alcohol is 3-phenoxybenzyl alcohol and the cyclopropane ring is substituted with a 2,2-dichlorovinyl group and with gem-dimethyl groups.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C21H20Cl2O3
Net Charge 0
Average Mass 391.28710
Monoisotopic Mass 390.079
InChI InChI=1S/C21H20Cl2O3/c1-21(2)17(12-18(22)23)19(21)20(24)25-13-14-7-6-10-16(11-14)26-15-8-4-3-5-9-15/h3-12,17,19H,13H2,1-2H3
InChIKey RLLPVAHGXHCWKJ-UHFFFAOYSA-N
SMILES CC1(C)C(C=C(Cl)Cl)C1C(=O)OCc1cccc(Oc2ccccc2)c1
Roles Classification
Biological Role(s): pyrethroid ester insecticide

Application(s): scabicide
An acaricide that kills mites of the genus Sarcoptes.
pyrethroid ester insecticide

pyrethroid ester acaricide

agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
ectoparasiticide

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ChEBI Ontology
Outgoing permethrin (CHEBI:34911) has functional parent 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid (CHEBI:39308)
permethrin (CHEBI:34911) has role agrochemical (CHEBI:33286)
permethrin (CHEBI:34911) has role ectoparasiticide (CHEBI:38956)
permethrin (CHEBI:34911) has role pyrethroid ester acaricide (CHEBI:39259)
permethrin (CHEBI:34911) has role pyrethroid ester insecticide (CHEBI:39116)
permethrin (CHEBI:34911) has role scabicide (CHEBI:73333)
permethrin (CHEBI:34911) is a cyclopropanecarboxylate ester (CHEBI:50351)
permethrin (CHEBI:34911) is a cyclopropanes (CHEBI:51454)
Incoming trans-permethrin (CHEBI:62521) is a permethrin (CHEBI:34911)
IUPAC Name
3-phenoxybenzyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
INN Source
permethrin ChemIDplus
Synonyms Sources
(3-Phenoxyphenyl)methyl (±)-cis,trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate ChemIDplus
3-(2,2-Dichloroethenyl)-2,2-dimethylcyclopropane carboxylic acid, (3-phenoxyphenyl) methyl ester ChemIDplus
Permethrin KEGG COMPOUND
Database Links Databases
4152 DrugCentral
C14388 KEGG COMPOUND
D05443 KEGG DRUG
DB04930 DrugBank
Permethrin Wikipedia
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Registry Numbers Types Sources
52645-53-1 CAS Registry Number ChemIDplus
5765325 Reaxys Registry Number Reaxys
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Last Modified
22 February 2017