CHEBI:6651 - malathion

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ChEBI Name malathion
ChEBI ID CHEBI:6651
Definition A diester that is butanedioate substituted by a (dimethoxyphosphorothioyl)sulfanediyl group at position 2.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H19O6PS2
Net Charge 0
Average Mass 330.36002
InChI InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3
InChIKey JXSJBGJIGXNWCI-UHFFFAOYSA-N
SMILES CCOC(=O)CC(SP(=S)(OC)OC)C(=O)OCC
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
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): 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.
scabicide
An acaricide that kills mites of the genus Sarcoptes.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
pediculicide
Substance used to treat lice (genus Pediculus) infestation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 insecticide (CHEBI:24852)
malathion (CHEBI:6651) has role pediculicide (CHEBI:38706)
malathion (CHEBI:6651) has role scabicide (CHEBI:73333)
malathion (CHEBI:6651) is a carboxyalkyl phosphate (CHEBI:36952)
malathion (CHEBI:6651) is a diester (CHEBI:51307)
malathion (CHEBI:6651) is a ethyl ester (CHEBI:23990)
malathion (CHEBI:6651) is a organic thiophosphate (CHEBI:37512)
IUPAC Name
diethyl 2-[(dimethoxyphosphorothioyl)sulfanyl]butanedioate
Synonyms Sources
[(dimethoxyphosphinothioyl)thio]butanedioic acid diethyl ester NIST Chemistry WebBook
carbophos NIST Chemistry WebBook
diethyl (dimethoxyphosphinothioylthio)succinate ChemIDplus
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
Database Links Databases
C07497 KEGG COMPOUND
D00534 KEGG DRUG
DB00772 DrugBank
Malathion Wikipedia
View more database links
Registry Numbers Types Sources
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 CiteXplore
19399610 PubMed citation CiteXplore
Last Modified
02 March 2015