CHEBI:6908 - trichlorfon

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ChEBI Name trichlorfon
ChEBI ID CHEBI:6908
Definition A phosphonic ester that is dimethyl phosphonate in which the hydrogen atom attched to the phosphorous is substituted by a 2,2,2-trichloro-1-hydroxyethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H8Cl3O4P
Net Charge 0
Average Mass 257.43700
Monoisotopic Mass 255.923
InChI InChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
InChIKey NFACJZMKEDPNKN-UHFFFAOYSA-N
SMILES COP(=O)(OC)C(O)C(Cl)(Cl)Cl
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): 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.
anthelminthic drug
Substance intended to kill parasitic worms (helminths).
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ChEBI Ontology
Outgoing trichlorfon (CHEBI:6908) has role agrochemical (CHEBI:33286)
trichlorfon (CHEBI:6908) has role anthelminthic drug (CHEBI:35443)
trichlorfon (CHEBI:6908) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
trichlorfon (CHEBI:6908) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
trichlorfon (CHEBI:6908) has role insecticide (CHEBI:24852)
trichlorfon (CHEBI:6908) is a organic phosphonate (CHEBI:37592)
trichlorfon (CHEBI:6908) is a organochlorine compound (CHEBI:36683)
trichlorfon (CHEBI:6908) is a phosphonic ester (CHEBI:37735)
IUPAC Name
dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate
INNs Sources
metrifonate WHO MedNet
métrifonate WHO MedNet
metrifonato WHO MedNet
metrifonatum WHO MedNet
Synonyms Sources
(±)-Trichlorfon ChemIDplus
1-Hydroxy-2,2,2-trichloroethylphosphonic acid dimethyl ester ChemIDplus
Chlorophos ChemIDplus
Methyl chlorophos ChemIDplus
Metrifonate KEGG COMPOUND
Trichlorfon KEGG COMPOUND
Database Links Databases
C07971 KEGG COMPOUND
D00805 KEGG DRUG
LSM-4995 LINCS
Metrifonate Wikipedia
View more database links
Registry Numbers Types Sources
1709434 Beilstein Registry Number Beilstein
1709434 Reaxys Registry Number Reaxys
52-68-6 CAS Registry Number NIST Chemistry WebBook
52-68-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19775726 PubMed citation Europe PMC
24122545 PubMed citation Europe PMC
Last Modified
25 February 2016