CHEBI:3374 - capsaicin

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ChEBI Name capsaicin
ChEBI ID CHEBI:3374
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C18H27NO3
Net Charge 0
Average Mass 305.41190
Monoisotopic Mass 305.19909
InChI InChI=1S/C18H27NO3/c1-14(2)8-6-4-5-7-9-18(21)19-13-15-10-11-16(20)17(12-15)22-3/h6,8,10-12,14,20H,4-5,7,9,13H2,1-3H3,(H,19,21)/b8-6+
InChIKey YKPUWZUDDOIDPM-SOFGYWHQSA-N
SMILES COc1cc(CNC(=O)CCCC\C=C\C(C)C)ccc1O
Roles Classification
Biological Role(s): TRPV1 agonist
An agonist at the transient receptor potential vanilloid 1 (TRPV1).
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
voltage-gated sodium channel blocker
Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via capsaicinoid )
Application(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing capsaicin (CHEBI:3374) has role non-narcotic analgesic (CHEBI:35481)
capsaicin (CHEBI:3374) has role TRPV1 agonist (CHEBI:140535)
capsaicin (CHEBI:3374) has role voltage-gated sodium channel blocker (CHEBI:38634)
capsaicin (CHEBI:3374) is a capsaicinoid (CHEBI:46931)
IUPAC Name
(6E)-N-(4-hydroxy-3-methoxybenzyl)-8-methylnon-6-enamide
Synonyms Sources
(E)-8-Methyl-N-vanillyl-6-nonenamide ChemIDplus
Capsaicin KEGG COMPOUND
capsaicin UniProt
Isodecenoic acid vanillylamide ChemIDplus
trans-8-Methyl-N-vanillyl-6-nonenamide ChemIDplus
Zostrix KEGG DRUG
Manual Xrefs Databases
1630 BPDB
3064 DrugCentral
C06866 KEGG COMPOUND
Capsaicin Wikipedia
D00250 KEGG DRUG
View more database links
Registry Numbers Types Sources
2816484 Beilstein Registry Number Beilstein
404-86-4 CAS Registry Number KEGG COMPOUND
404-86-4 CAS Registry Number ChemIDplus
Last Modified
03 January 2020