CHEBI:34714 - dimethoate

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ChEBI Name dimethoate
ChEBI ID CHEBI:34714
Definition A monocarboxylic acid amide that is N-methylacetamide in which one of the hydrogens of the methyl group attached to the carbonyl moiety is replaced by a (dimethoxyphosphorothioyl)sulfanediyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C5H12NO3PS2
Net Charge 0
Average Mass 229.25948
Monoisotopic Mass 228.99962
InChI InChI=1S/C5H12NO3PS2/c1-6-5(7)4-12-10(11,8-2)9-3/h4H2,1-3H3,(H,6,7)
InChIKey MCWXGJITAZMZEV-UHFFFAOYSA-N
SMILES CNC(=O)CSP(=S)(OC)OC
Roles Classification
Chemical Role(s): environmental contaminant
Any minor or unwanted substance introduced into the environment that can have undesired effects.
Biological Role(s): 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.
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).
xenobiotic
A xenobiotic (Greek, xenos "foreign"; bios "life") is a compound that is foreign to a living organism. Principal xenobiotics include: drugs, carcinogens and various compounds that have been introduced into the environment by artificial means.
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.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
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ChEBI Ontology
Outgoing dimethoate (CHEBI:34714) has functional parent N-methyl-2-sulfanylacetamide (CHEBI:38731)
dimethoate (CHEBI:34714) has role acaricide (CHEBI:22153)
dimethoate (CHEBI:34714) has role agrochemical (CHEBI:33286)
dimethoate (CHEBI:34714) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
dimethoate (CHEBI:34714) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
dimethoate (CHEBI:34714) has role environmental contaminant (CHEBI:78298)
dimethoate (CHEBI:34714) has role insecticide (CHEBI:24852)
dimethoate (CHEBI:34714) has role xenobiotic (CHEBI:35703)
dimethoate (CHEBI:34714) is a monocarboxylic acid amide (CHEBI:29347)
dimethoate (CHEBI:34714) is a organic thiophosphate (CHEBI:37512)
IUPAC Name
O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] phosphorodithioate
Synonyms Sources
2-Dimethoxyphosphinothioylthio-N-methylacetamide ChemIDplus
Dimethoate KEGG COMPOUND
O,O-dimethyl S-[2-(methylamino)-2-oxoethyl] dithiophosphate IUPAC
Phosphamide ChemIDplus
Phosphorodithioic acid, O,O-dimethyl S-(2-(methylamino)-2-oxoethyl) ester ChemIDplus
Manual Xrefs Databases
244 PPDB
C14326 KEGG COMPOUND
dimethoate Alan Wood's Pesticides
Dimethoate Wikipedia
LSM-24992 LINCS
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Registry Numbers Types Sources
1785339 Reaxys Registry Number Reaxys
60-51-5 CAS Registry Number ChemIDplus
60-51-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
11054639 PubMed citation Europe PMC
15803959 PubMed citation Europe PMC
Last Modified
25 February 2016
General Comment
2014-10-29 Stravs M, Schymanski E, Singer H, Department of Environmental Chemistry, Eawag