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.
Supplier Information ChemicalBook:CB71176349, ChemicalBook:CB5113462, eMolecules:538655, Selleckchem:gliclazide-diamicron
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Gliclazide, sold under the brand name Diamicron among others, is a sulfonylurea type of anti-diabetic medication, used to treat type 2 diabetes. It is used when dietary changes, exercise, and weight loss are not enough. It is taken by mouth. Side effect may include low blood sugar, vomiting, abdominal pain, rash, and liver problems. Use by those with significant kidney problems or liver problems or who are pregnant is not recommended. Gliclazide is in the sulfonylurea family of medications. It works mostly by increasing the release of insulin. Gliclazide was patented in 1966 and approved for medical use in 1972. It is on the World Health Organization's List of Essential Medicines. It is not available for sale in the United States.
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Formula C10H15O3PS2
Net Charge 0
Average Mass 278.33006
Monoisotopic Mass 278.02002
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).
View more via ChEBI Ontology
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
Manual Xrefs Databases
310 VSDB
310 PPDB
C14420 KEGG COMPOUND
D07950 KEGG DRUG
Fenthion Wikipedia
HMDB0033209 HMDB
LSM-25615 LINCS
View more database links
Registry Numbers Types Sources
1974129 Reaxys Registry Number Reaxys
55-38-9 CAS Registry Number ChemIDplus
55-38-9 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations
Last Modified
25 February 2016