vamidothion (CHEBI:38990)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

ChEBI Name	vamidothion

ChEBI ID	CHEBI:38990

Definition	An organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted into the corresponding O,O-dimethyl thiophoshate. Formerly used as an insecticide and acaricide, it is no longer approved for use within the European Union.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C8H18NO4PS2

Net Charge

Average Mass

287.33700

Monoisotopic Mass

287.04149

InChI

InChI=1S/C8H18NO4PS2/c1-7(8(10)9-2)15-5-6-16-14(11,12-3)13-4/h7H,5-6H2,1-4H3,(H,9,10)

InChIKey

LESVOLZBIFDZGS-UHFFFAOYSA-N

SMILES

CNC(=O)C(C)SCCSP(=O)(OC)OC

Roles Classification
Biological Role(s):	antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. 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. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria.

Application(s):	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. 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. (via organophosphorus insecticide ) pesticide Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. (via organophosphorus pesticide )

ChEBI Ontology
Outgoing	vamidothion (CHEBI:38990) has functional parent 2-((2-hydroxyethyl)sulfanyl)-N-methylpropionamide (CHEBI:38996) vamidothion (CHEBI:38990) has role acaricide (CHEBI:22153) vamidothion (CHEBI:38990) has role agrochemical (CHEBI:33286) vamidothion (CHEBI:38990) has role antibacterial agent (CHEBI:33282) vamidothion (CHEBI:38990) has role antifungal agent (CHEBI:35718) vamidothion (CHEBI:38990) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462) vamidothion (CHEBI:38990) is a organic thiophosphate (CHEBI:37512) vamidothion (CHEBI:38990) is a organothiophosphate insecticide (CHEBI:25715)

IUPAC Name

O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) phosphorothioate

Synonyms	Sources
Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothiolate	ChemIDplus
O,O-Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothioate	ChemIDplus
O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) thiophosphate	IUPAC
Vamidoate	ChemIDplus

Last Modified

28 April 2020