CHEBI:6651 - malathion

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ChEBI Name malathion
ChEBI ID CHEBI:6651
Definition A racemate comprising equimolar amounts of (R) and (S)-malathion. It is a broad spectrum organophosphate proinsecticide used to control a wide range of pests including Coleoptera, Diptera, fruit flies, mosquitos and spider mites.
Stars This entity has been manually annotated by the ChEBI Team.
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Roles Classification
Biological Role(s): EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 3.1.1.7 (acetylcholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
Application(s): scabicide
An acaricide that kills mites of the genus Sarcoptes.
proinsecticide
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active insecticide for which it is a proinsecticide.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
pediculicide
Substance used to treat lice (genus Pediculus) infestation.
insecticide
Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
(via organophosphorus insecticide )
pesticide
Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
(via organophosphorus pesticide )
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ChEBI Ontology
Outgoing malathion (CHEBI:6651) has part (R)-malathion (CHEBI:141475)
malathion (CHEBI:6651) has part (S)-malathion (CHEBI:141476)
malathion (CHEBI:6651) has role agrochemical (CHEBI:33286)
malathion (CHEBI:6651) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
malathion (CHEBI:6651) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
malathion (CHEBI:6651) has role pediculicide (CHEBI:38706)
malathion (CHEBI:6651) has role proinsecticide (CHEBI:136644)
malathion (CHEBI:6651) has role scabicide (CHEBI:73333)
malathion (CHEBI:6651) is a organothiophosphate insecticide (CHEBI:25715)
malathion (CHEBI:6651) is a racemate (CHEBI:60911)
IUPAC Name
rac-diethyl 2-[(dimethoxyphosphorothioyl)thio]succinate
Synonyms Sources
[(dimethoxyphosphinothioyl)thio]butanedioic acid diethyl ester NIST Chemistry WebBook
carbophos NIST Chemistry WebBook
diethyl ((dimethoxyphosphinothioyl)thio)butanedioate ChEBI
diethyl (dimethoxyphosphinothioylthio)succinate ChemIDplus
diethyl 2-[(dimethoxyphosphorothioyl)sulfanyl]butanedioate ChEBI
Karbofos ChemIDplus
Malathion KEGG COMPOUND
Maldison NIST Chemistry WebBook
mercaptothion NIST Chemistry WebBook
O,O-dimethyl S-(1,2-bis(ethoxycarbonyl)ethyl) ChemIDplus
O,O-dimethyl S-(1,2-dicarbethoxyethyl) dithiophosphate ChemIDplus
O,O-dimethyl S-(1,2-dicarbethoxyethyl)phosphorodithioate ChemIDplus
O,O-dimethyl S-1,2-di(ethoxycarbamyl)ethyl ChemIDplus
O,O-dimethyldithiophosphate diethylmercaptosuccinate ChemIDplus
Manual Xrefs Databases
1626 DrugCentral
C07497 KEGG COMPOUND
D00534 KEGG DRUG
DB00772 DrugBank
Malathion Wikipedia
View more database links
Registry Numbers Types Sources
121-75-5 CAS Registry Number KEGG COMPOUND
121-75-5 CAS Registry Number NIST Chemistry WebBook
121-75-5 CAS Registry Number ChemIDplus
1804525 Reaxys Registry Number Reaxys
1804525 Beilstein Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
16083681 PubMed citation Europe PMC
19399610 PubMed citation Europe PMC
28950791 PubMed citation Europe PMC
29235025 PubMed citation Europe PMC
29792547 PubMed citation Europe PMC
29852369 PubMed citation Europe PMC
Last Modified
23 July 2018