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CHEBI:46936 - nonivamide

ChEBI IDCHEBI:46936
ChEBI Namenonivamide
Stars
DefinitionA capsaicinoid that is the carboxamide resulting from the formal condensation of the amino group of 4-hydroxy-3-methoxybenzylamine with the carboxy group of nonanoic acid. It is the active ingredient in many pepper sprays.
Last Modified14 June 2013
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC17H27NO3
Net Charge0
Average Mass293.407
Monoisotopic Mass293.19909
SMILESCCCCCCCCC(=O)NCc1ccc(O)c(OC)c1
InChIInChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
InChIKeyRGOVYLWUIBMPGK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Biological Roles:
lachrymator  Any substance that stimulates the corneal nerves in the eves to cause tears.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
nonivamide (CHEBI:46936) has role lachrymator (CHEBI:74136)
nonivamide (CHEBI:46936) is a capsaicinoid (CHEBI:46931)
nonivamide (CHEBI:46936) is a phenols (CHEBI:33853)
IUPAC Name 
N-(4-hydroxy-3-methoxybenzyl)nonanamide
Synonyms  Source
Hydroxymethoxybenzyl pelargonamideChemIDplus
Vanillyl-N-nonylamideChemIDplus
N-Nonanoyl vanillylamideChemIDplus
N-VanillylnonamideChemIDplus
N-VanillylpelargonamideChemIDplus
Pelargonyl vanillylamideChemIDplus
Manual XrefsDatabases
NonivamideWikipedia
Registry NumbersSources
Reaxys:2144300Reaxys
CAS:2444-46-4ChemIDplus