CHEBI:34761 - fenthion

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ChEBI Name fenthion
ChEBI ID CHEBI:34761
Definition An organic thiophosphate that is O,O-dimethyl hydrogen phosphorothioate in which the hydrogen atom of the hydroxy group is replaced by a 3-methyl-4-(methylsulfanyl)phenyl group. It exhibits acaricidal and insecticidal activities.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C10H15O3PS2
Net Charge 0
Average Mass 278.33006
Monoisotopic Mass 278.020
InChI InChI=1S/C10H15O3PS2/c1-8-7-9(5-6-10(8)16-4)13-14(15,11-2)12-3/h5-7H,1-4H3
InChIKey PNVJTZOFSHSLTO-UHFFFAOYSA-N
SMILES COP(=S)(OC)Oc1ccc(SC)c(C)c1
Roles Classification
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).
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.
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
avicide
A substance used to destroy bird pests (class Aves).
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ChEBI Ontology
Outgoing fenthion (CHEBI:34761) has functional parent 4-(methylsulfanyl)-m-cresol (CHEBI:38681)
fenthion (CHEBI:34761) has role acaricide (CHEBI:22153)
fenthion (CHEBI:34761) has role agrochemical (CHEBI:33286)
fenthion (CHEBI:34761) has role avicide (CHEBI:33289)
fenthion (CHEBI:34761) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
fenthion (CHEBI:34761) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
fenthion (CHEBI:34761) has role insecticide (CHEBI:24852)
fenthion (CHEBI:34761) is a organic thiophosphate (CHEBI:37512)
IUPAC Name
O,O-dimethyl O-[3-methyl-4-(methylsulfanyl)phenyl] phosphorothioate
Synonyms Sources
4-Methylmercapto-3-methylphenyl dimethyl thiophosphate KEGG COMPOUND
Fenthion KEGG COMPOUND
Mercaptophos ChemIDplus
MPP KEGG COMPOUND
O,O-Dimethyl O-4-(methylmercapto)-3-methylphenyl phosphorothioate ChemIDplus
O,O-Dimethyl O-4-methylthio-m-tolyl phosphorothioate ChemIDplus
O,O-dimethyl O-[3-methyl-4-(methylsulfanyl)phenyl] thiophosphate IUPAC
O,O-Dimethyl-O-4-(methylmercapto)-3-methylphenyl thiophosphate ChemIDplus
Phosphorothioic acid, O,O-dimethyl O-(3-methyl-4-(methylthio)phenyl) ester ChemIDplus
Database Links Databases
C14420 KEGG COMPOUND
D07950 KEGG DRUG
Fenthion Wikipedia
HMDB0033209 HMDB
LSM-25615 LINCS
View more database links
Registry Numbers Types Sources
1974129 Beilstein Registry Number Beilstein
1974129 Reaxys Registry Number Reaxys
55-38-9 CAS Registry Number KEGG COMPOUND
55-38-9 CAS Registry Number NIST Chemistry WebBook
55-38-9 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11048676 PubMed citation Europe PMC
18558709 PubMed citation Europe PMC
Last Modified
25 February 2016