CHEBI:139162 - oleuropein aglycone

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ChEBI Name oleuropein aglycone
Definition A secoiridoid that is the methyl ester of 3,4-dihydro-2H-pyran-5-carboxylic acid which is substituted at positions 2, 3, and 4 by hydroxy, ethylidene, and carboxymethyl groups, respectively and in which the carboxylic acid moiety of the carboxymethyl substituent has been converted to the corresponding 3,4-dihydroxyphenethyl ester (the 2R,3E,4S stereoisomer). The most important phenolic compound present in olive cultivars.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
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Formula C19H22O8
Net Charge 0
Average Mass 378.374
Monoisotopic Mass 378.13147
InChI InChI=1S/C19H22O8/c1-3-12-13(14(18(23)25-2)10-27-19(12)24)9-17(22)26-7-6-11-4-5-15(20)16(21)8-11/h3-5,8,10,13,19-21,24H,6-7,9H2,1-2H3/b12-3+/t13-,19+/m0/s1
SMILES O[C@H]1/C(/[C@](C(=CO1)C(=O)OC)([H])CC(=O)OCCC=2C=CC(=C(C2)O)O)=C/C
Metabolite of Species Details
Olea europaea (NCBI:txid4146) See: PubMed
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
Biological Role(s): TRPA1 channel agonist
An agonist at the transient receptor potential cation channel A1 (TRPA1).
mTOR inhibitor
A protein kinase inhibitor of the mammalian target of rapamycin (mTOR), a protein that regulates cell growth, cell proliferation, cell motility, cell survival, protein synthesis and transcription. mTOR inhibitors are used to prevent transplant rejection and in treatment of cancer.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing oleuropein aglycone (CHEBI:139162) has functional parent oleuropein (CHEBI:7747)
oleuropein aglycone (CHEBI:139162) has role anti-inflammatory agent (CHEBI:67079)
oleuropein aglycone (CHEBI:139162) has role antioxidant (CHEBI:22586)
oleuropein aglycone (CHEBI:139162) has role mTOR inhibitor (CHEBI:68481)
oleuropein aglycone (CHEBI:139162) has role neuroprotective agent (CHEBI:63726)
oleuropein aglycone (CHEBI:139162) has role plant metabolite (CHEBI:76924)
oleuropein aglycone (CHEBI:139162) has role TRPA1 channel agonist (CHEBI:137514)
oleuropein aglycone (CHEBI:139162) is a catechols (CHEBI:33566)
oleuropein aglycone (CHEBI:139162) is a diester (CHEBI:51307)
oleuropein aglycone (CHEBI:139162) is a lactol (CHEBI:38131)
oleuropein aglycone (CHEBI:139162) is a methyl ester (CHEBI:25248)
oleuropein aglycone (CHEBI:139162) is a pyrans (CHEBI:26407)
oleuropein aglycone (CHEBI:139162) is a secoiridoid (CHEBI:139166)
methyl (2R,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-hydroxy-3,4-dihydro-2H-pyran-5-carboxylate
Synonym Source
oleuropein aglycone UniProt
Manual Xrefs Databases
CPD-20219 MetaCyc
HMDB0029304 HMDB
View more database links
Registry Numbers Types Sources
31773-95-2 CAS Registry Number ChemIDplus
8397738 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
31 January 2018