CHEBI:38539 - oxamyl

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ChEBI Name oxamyl
ChEBI ID CHEBI:38539
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H13N3O3S
Net Charge 0
Average Mass 219.26254
Monoisotopic Mass 219.06776
InChI InChI=1S/C7H13N3O3S/c1-8-7(12)13-9-5(14-4)6(11)10(2)3/h1-4H3,(H,8,12)
InChIKey KZAUOCCYDRDERY-UHFFFAOYSA-N
SMILES CNC(=O)ON=C(SC)C(=O)N(C)C
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.
carbamate insecticide
Derivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR1R2, where ROH is an alcohol, oxime, or phenol and R1 is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
Application(s): carbamate insecticide
Derivatives of carbamic acid with insecticidal properties of general formula ROC(=O)NR1R2, where ROH is an alcohol, oxime, or phenol and R1 is hydrogen or methyl. Like organophosphate insecticides, they are cholinesterase inhibitors, but carbamate insecticides differ in action from the organophosphates in that the inhibitory effect on cholinesterase is generally brief.
acaricide
A substance used to destroy pests of the subclass Acari (mites and ticks).
antinematodal drug
A substance used in the treatment or control of nematode infestations.
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
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ChEBI Ontology
Outgoing oxamyl (CHEBI:38539) has functional parent methylcarbamic acid (CHEBI:45379)
oxamyl (CHEBI:38539) has role acaricide (CHEBI:22153)
oxamyl (CHEBI:38539) has role agrochemical (CHEBI:33286)
oxamyl (CHEBI:38539) has role antinematodal drug (CHEBI:35444)
oxamyl (CHEBI:38539) has role carbamate insecticide (CHEBI:38461)
oxamyl (CHEBI:38539) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
oxamyl (CHEBI:38539) is a carbamate ester (CHEBI:23003)
IUPAC Name
methyl 2-(dimethylamino)-N-(methylcarbamoyloxy)-2-oxoethanimidothioate
Synonyms Sources
2-(Dimethylamino)-N-(((methylamino)carbonyl)oxy)-2-oxoethanimidothioic acid methyl ester ChemIDplus
2-Dimethylamino-1-(methylthio)glyoxal O-methylcarbamoylmonoxime NIST Chemistry WebBook
Dioxamyl ChemIDplus
N',N'-dimethyl-N-((methylcarbamoyl)oxy)-1-methylthio-oxamimidic acid NIST Chemistry WebBook
N,N-Dimethyl-α-methylcarbamoyloxyimino-α-(methylthio)acetamide NIST Chemistry WebBook
oxamyl UniProt
S-Methyl 1-(dimethylcarbamoyl)-N-((methylcarbamoyl)oxy)thioformimidate ChemIDplus
S-Methyl N',N'-dimethyl-N-(methylcarbamoyloxy)-1-thio-oxamimidate ChemIDplus
Manual Xrefs Databases
498 PPDB
C18419 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
2050910 Beilstein Registry Number Beilstein
23135-22-0 CAS Registry Number KEGG COMPOUND
23135-22-0 CAS Registry Number NIST Chemistry WebBook
23135-22-0 CAS Registry Number ChemIDplus
Last Modified
09 September 2022