CHEBI:134190 - capsiate

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ChEBI Name capsiate
ChEBI ID CHEBI:134190
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H26O4
Net Charge 0
Average Mass 306.397
Monoisotopic Mass 306.18311
InChI InChI=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+
InChIKey ZICNYIDDNJYKCP-SOFGYWHQSA-N
SMILES CC(C)\C=C\CCCCC(=O)OCC=1C=CC(=C(C1)OC)O
Metabolite of Species Details
Capsicum annuum (NCBI:txid4072) See: PubMed
Apis cerana (NCBI:txid7461) See: MetaboLights Study
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
capsaicin receptor agonist
An agonist that binds to and activates capsaicin receptors
Application(s): hypoglycemic agent
A drug which lowers the blood glucose level.
anti-allergic agent
A drug used to treat allergic reactions.
angiogenesis inhibitor
An agent and endogenous substances that antagonize or inhibit the development of new blood vessels.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-enoate ChEBI
Manual Xrefs Databases
8015237 ChemSpider
C20203 KEGG COMPOUND
HMDB0034780 HMDB
View more database links
Registry Numbers Types Sources
205687-01-0 CAS Registry Number KEGG COMPOUND
205687-01-0 CAS Registry Number ChemIDplus
7933697 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
12726827 PubMed citation Europe PMC
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IND44385191 Agricola citation Europe PMC
Last Modified
12 June 2017