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CHEBI:134190 - capsiate

ChEBI IDCHEBI:134190
ChEBI Namecapsiate
Stars
DefinitionA carboxylic ester obtained by formal condensation of the carboxy group of (6E)-8-methylnon-6-enoic acid with the benzylic hydroxy group of vanillyl alcohol. A non-pungent analogue of capsaicin with a similar biological profile.
Last Modified23 June 2023
SubmitterKeeva
DownloadsMolfile
FormulaC18H26O4
Net Charge0
Average Mass306.402
Monoisotopic Mass306.18311
SMILESCOc1cc(COC(=O)CCCC/C=C/C(C)C)ccc1O
InChIInChI=1S/C18H26O4/c1-14(2)8-6-4-5-7-9-18(20)22-13-15-10-11-16(19)17(12-15)21-3/h6,8,10-12,14,19H,4-5,7,9,13H2,1-3H3/b8-6+
InChIKeyZICNYIDDNJYKCP-SOFGYWHQSA-N
Species of MetaboliteComponentSourceComments
Apis cerana (ncbitaxon:7461) - MetaboLights (MTBLS379)
Capsicum annuum (ncbitaxon:4072) - PubMed (21883144)
Roles Classification
Chemical Role:
antioxidant  A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Roles:
capsaicin receptor agonist  An agonist that binds to and activates capsaicin receptors
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Applications:
angiogenesis inhibitor  An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
anti-allergic agent  A drug used to treat allergic reactions.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
hypoglycemic agent  A drug which lowers the blood glucose level.
ChEBI Ontology
Outgoing Relation(s)
capsiate (CHEBI:134190) has functional parent vanillyl alcohol (CHEBI:18353)
capsiate (CHEBI:134190) has role angiogenesis inhibitor (CHEBI:48422)
capsiate (CHEBI:134190) has role anti-allergic agent (CHEBI:50857)
capsiate (CHEBI:134190) has role anti-inflammatory agent (CHEBI:67079)
capsiate (CHEBI:134190) has role antioxidant (CHEBI:22586)
capsiate (CHEBI:134190) has role capsaicin receptor agonist (CHEBI:137401)
capsiate (CHEBI:134190) has role hypoglycemic agent (CHEBI:35526)
capsiate (CHEBI:134190) has role plant metabolite (CHEBI:76924)
capsiate (CHEBI:134190) is a carboxylic ester (CHEBI:33308)
capsiate (CHEBI:134190) is a monomethoxybenzene (CHEBI:25235)
capsiate (CHEBI:134190) is a phenols (CHEBI:33853)
IUPAC Name 
(4-hydroxy-3-methoxyphenyl)methyl (6E)-8-methylnon-6-enoate
Synonym  Source
vanillyl (6E)-8-methylnon-6-enoateChEBI
UniProt Name  Source
capsiateUniProt
Manual XrefsDatabases
8015237ChemSpider
C20203KEGG COMPOUND
HMDB0034780HMDB
Registry NumbersSources
Reaxys:7933697Reaxys
CAS:205687-01-0KEGG COMPOUND
CAS:205687-01-0ChemIDplus
Citations