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CHEBI:2814 - arecoline

Default Structure
ChEBI IDCHEBI:2814
ChEBI Namearecoline
Stars
DefinitionA tetrahydropyridine that is 1,2,5,6-tetrahydropyridine with a methyl group at position 1, and a methoxycarbonyl group at position 3. An alkaloid found in the areca nut, it acts as an agonist of muscarinic acetylcholine.
Last Modified25 February 2016
DownloadsMolfile
FormulaC8H13NO2
Net Charge0
Average Mass155.197
Monoisotopic Mass155.09463
SMILESCOC(=O)C1=CCCN(C)C1
InChIInChI=1S/C8H13NO2/c1-9-5-3-4-7(6-9)8(10)11-2/h4H,3,5-6H2,1-2H3
InChIKeyHJJPJSXJAXAIPN-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
muscarinic agonist  Any drug that binds to and activates a muscarinic cholinergic receptor.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
muscarinic agonist  Any drug that binds to and activates a muscarinic cholinergic receptor.
ChEBI Ontology
Outgoing Relation(s)
arecoline (CHEBI:2814) has role metabolite (CHEBI:25212)
arecoline (CHEBI:2814) has role muscarinic agonist (CHEBI:38325)
arecoline (CHEBI:2814) is a enoate ester (CHEBI:51702)
arecoline (CHEBI:2814) is a methyl ester (CHEBI:25248)
arecoline (CHEBI:2814) is a pyridine alkaloid (CHEBI:26416)
arecoline (CHEBI:2814) is a tetrahydropyridine (CHEBI:26921)
IUPAC Name 
methyl 1-methyl-1,2,5,6-tetrahydropyridine-3-carboxylate
Synonyms  Source
arecaidine methyl esterChEBI
arecalineChEBI
arecholineChEBI
arekolinChEBI
methylarecaidenChEBI
methylarecaidinChEBI
Manual XrefsDatabases
ArecolineWikipedia
C00002020KNApSAcK
C10129KEGG COMPOUND
CN101411705Patent
CN102464607Patent
DB04365DrugBank
HMDB0030353HMDB
LSM-15214LINCS
US2506458Patent
Registry NumbersSources
Reaxys:123045Reaxys
CAS:63-75-2KEGG COMPOUND
CAS:63-75-2ChemIDplus
Citations