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CHEBI:2555 - aldicarb

ChEBI IDCHEBI:2555
ChEBI Namealdicarb
Stars
DefinitionThe oxime carbamate resulting from the addition of 2-methyl-2-(methylsulfanyl)propanaldoxime to methyl isocyanate. A member of the class of oxime carbamate insecticides, aldicarb is a mixture of E and Z isomers; it is not known which isomer is more active.
Last Modified9 September 2022
DownloadsMolfile
FormulaC7H14N2O2S
Net Charge0
Average Mass190.268
Monoisotopic Mass190.07760
SMILES[H]C(=NOC(=O)NC)C(C)(C)SC
InChIInChI=1S/C7H14N2O2S/c1-7(2,12-4)5-9-11-6(10)8-3/h5H,1-4H3,(H,8,10)
InChIKeyQGLZXHRNAYXIBU-UHFFFAOYSA-N
Roles Classification
Biological Roles:
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.
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.
Applications:
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.
nematicide  A substance used to destroy pests of the phylum Nematoda (roundworms).
acaricide  A substance used to destroy pests of the subclass Acari (mites and ticks).
ChEBI Ontology
Outgoing Relation(s)
aldicarb (CHEBI:2555) has functional parent 2-methyl-2-(methylsulfanyl)propanal oxime (CHEBI:60330)
aldicarb (CHEBI:2555) has functional parent methyl isocyanate (CHEBI:59059)
aldicarb (CHEBI:2555) has role acaricide (CHEBI:22153)
aldicarb (CHEBI:2555) has role carbamate insecticide (CHEBI:38461)
aldicarb (CHEBI:2555) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
aldicarb (CHEBI:2555) has role nematicide (CHEBI:25491)
aldicarb (CHEBI:2555) is a carbamate ester (CHEBI:23003)
IUPAC Name 
2-methyl-N-[(methylcarbamoyl)oxy]-2-(methylsulfanyl)propan-1-imine
Synonyms  Source
AldicarbKEGG COMPOUND
2-Methyl-2-(methylthio)propanal, O-((methylamino)carbonyl)oximeChemIDplus
2-Methyl-2-(methylthio)propionaldehyde O-(methylcarbamoyl)oximeChemIDplus
aldicarbeChemIDplus
2-Methyl-2-methylthio-propionaldehyd-O-(N-methyl-carbamoyl)-oximChemIDplus
UniProt Name  Source
aldicarbUniProt
Manual XrefsDatabases
C11015KEGG COMPOUND
US3217037Patent
LSM-20978LINCS
19PPDB
Registry NumbersSources
Beilstein:2046931Beilstein
CAS:116-06-3KEGG COMPOUND
CAS:116-06-3ChemIDplus
CAS:116-06-3NIST Chemistry WebBook