CHEBI:46936 - nonivamide

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ChEBI Name nonivamide
ChEBI ID CHEBI:46936
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C17H27NO3
Net Charge 0
Average Mass 293.40122
Monoisotopic Mass 293.199
InChI InChI=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)
InChIKey RGOVYLWUIBMPGK-UHFFFAOYSA-N
SMILES CCCCCCCCC(=O)NCc1ccc(O)c(OC)c1
Roles Classification
Biological Role(s): 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.
(via capsaicinoid )
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ChEBI Ontology
Outgoing 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 Sources
Hydroxymethoxybenzyl pelargonamide ChemIDplus
N-Nonanoyl vanillylamide ChemIDplus
N-Vanillylnonamide ChemIDplus
N-Vanillylpelargonamide ChemIDplus
Pelargonyl vanillylamide ChemIDplus
Pseudocapsaicin ChemIDplus
Vanillyl-N-nonylamide ChemIDplus
Database Link Database
Nonivamide Wikipedia
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Registry Numbers Types Sources
2144300 Reaxys Registry Number Reaxys
2144300 Beilstein Registry Number Beilstein
2444-46-4 CAS Registry Number ChemIDplus
Last Modified
14 June 2013