CHEBI:3390 - carbaryl

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ChEBI Name carbaryl
ChEBI ID CHEBI:3390
Definition A carbamate ester obtained by the formal condensation of 1-naphthol with methylcarbamic acid.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H11NO2
Net Charge 0
Average Mass 201.22128
Monoisotopic Mass 201.079
InChI InChI=1S/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)
InChIKey CVXBEEMKQHEXEN-UHFFFAOYSA-N
SMILES CNC(=O)Oc1cccc2ccccc12
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.
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).
plant growth retardant

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).
agrochemical
An agrochemical is a substance that is used in agriculture or horticulture.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing carbaryl (CHEBI:3390) has functional parent 1-naphthol (CHEBI:10319)
carbaryl (CHEBI:3390) has functional parent methylcarbamic acid (CHEBI:45379)
carbaryl (CHEBI:3390) has role acaricide (CHEBI:22153)
carbaryl (CHEBI:3390) has role agrochemical (CHEBI:33286)
carbaryl (CHEBI:3390) has role carbamate insecticide (CHEBI:38461)
carbaryl (CHEBI:3390) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
carbaryl (CHEBI:3390) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
carbaryl (CHEBI:3390) has role plant growth retardant (CHEBI:35219)
carbaryl (CHEBI:3390) is a carbamate ester (CHEBI:23003)
carbaryl (CHEBI:3390) is a naphthalenes (CHEBI:25477)
IUPAC Name
naphthalen-1-yl methylcarbamate
Synonyms Sources
1-Naphthalenol, methylcarbamate ChemIDplus
1-Naphthalenyl methylcarbamate ChemIDplus
1-naphthol N-methylcarbamate ChEBI
1-Naphthyl N-methylcarbamate ChEBI
alpha-Naphthyl N-methylcarbamate ChEBI
Carbaril KEGG COMPOUND
Carbaril KEGG COMPOUND
Carbaryl KEGG COMPOUND
N-Methyl-1-naphthyl carbamate ChemIDplus
N-Methyl-alpha-naphthylurethan ChemIDplus
Sevin ChemIDplus
Manual Xrefs Databases
3066 DrugCentral
C07491 KEGG COMPOUND
Carbaryl Wikipedia
D07613 KEGG DRUG
LSM-37123 LINCS
View more database links
Registry Numbers Types Sources
1875862 Reaxys Registry Number Reaxys
63-25-2 CAS Registry Number NIST Chemistry WebBook
63-25-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15092421 PubMed citation Europe PMC
15092693 PubMed citation Europe PMC
19025094 PubMed citation Europe PMC
Last Modified
22 February 2017