CHEBI:39392 - kadethrin

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ChEBI Name kadethrin
ChEBI ID CHEBI:39392
Definition A cyclopropanecarboxylate ester resulting from the formal condensation of the carboxy group of (1R,3S)-2,2-dimethyl-3-[(E)-(2-oxodihydrothiophen-3(2H)-ylidene)methyl]cyclopropanecarboxylic acid with the hydroxy group of (5-benzylfuran-3-yl)methanol. It is a pyrethroid ester insecticide used for the control of household pests, particularly houseflies, mosquitoes and cockroaches.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H24O4S
Net Charge 0
Average Mass 396.500
Monoisotopic Mass 396.13953
InChI InChI=1S/C23H24O4S/c1-23(2)19(12-17-8-9-28-22(17)25)20(23)21(24)27-14-16-11-18(26-13-16)10-15-6-4-3-5-7-15/h3-7,11-13,19-20H,8-10,14H2,1-2H3/b17-12+/t19-,20-/m0/s1
InChIKey UGWALRUNBSBTGI-ZKMZRDRYSA-N
SMILES CC1(C)[C@@H](\C=C2/CCSC2=O)[C@H]1C(=O)OCC1=COC(CC2=CC=CC=C2)=C1
Roles Classification
Biological Role(s): pyrethroid ester insecticide

Application(s): pyrethroid ester insecticide

agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
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ChEBI Ontology
Outgoing kadethrin (CHEBI:39392) has functional parent (+)-cis-chrysanthemic acid (CHEBI:39104)
kadethrin (CHEBI:39392) has role agrochemical (CHEBI:33286)
kadethrin (CHEBI:39392) has role pyrethroid ester insecticide (CHEBI:39116)
kadethrin (CHEBI:39392) is a cyclopropanecarboxylate ester (CHEBI:50351)
kadethrin (CHEBI:39392) is a furans (CHEBI:24129)
kadethrin (CHEBI:39392) is a tetrahydrothiophenes (CHEBI:48224)
IUPAC Name
(5-benzylfuran-3-yl)methyl (1R,3S)-2,2-dimethyl-3-[(E)-(2-oxodihydrothiophen-3(2H)-ylidene)methyl]cyclopropanecarboxylate
Synonyms Sources
(5-benzyl-3-furyl)methyl (1R)-cis-3-[(E)-(2-oxo-dihydro-3(2H)-thienylidene)methyl]-2,2-dimethylcyclopropanecarboxylate Alan Wood's Pesticides
(5-benzyl-3-furyl)methyl (1R,3S)-3-[(E)-(2-oxo-dihydro-3(2H)-thienylidene)methyl]-2,2-dimethylcyclopropanecarboxylate Alan Wood's Pesticides
(5-benzylfuran-3-yl)methyl (1R,3S)-2,2-dimethyl-3-{[(3E)-2-oxothiolan-3-ylidene]methyl}cyclopropane-1-carboxylate Alan Wood's Pesticides
1R,cis-RU 15525 ChemIDplus
[5-(phenylmethyl)-3-furanyl]methyl (1R,3S)-3-[(E)-(dihydro-2-oxo-3(2H)-thienylidene)methyl]-2,2-dimethylcyclopropanecarboxylate Alan Wood's Pesticides
ENT 29117 ChemIDplus
kadethrin, (1R-cis)-isomer ChEBI
kadéthrine ChEBI
kadethrine PPDB
RU 15525 ChemIDplus
Brand Name Source
Spray-Tox ChemIDplus
Manual Xrefs Databases
20142266 ChemSpider
2540 PPDB
kadethrin Alan Wood's Pesticides
Kadethrin Wikipedia
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Registry Numbers Types Sources
1605066 Beilstein Registry Number Beilstein
58769-20-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17069244 PubMed citation Europe PMC
25127636 PubMed citation Europe PMC
3451017 PubMed citation Europe PMC
6321746 PubMed citation Europe PMC
7391361 PubMed citation Europe PMC
Last Modified
15 January 2021