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CHEBI:85673 - oleocanthal
| Formula | C17H20O5 |
| Net Charge | 0 |
| Average Mass | 304.342 |
| Monoisotopic Mass | 304.13107 |
| SMILES | [H]C(C)=C(C=O)[C@@H](CC=O)CC(=O)OCCc1ccc(O)cc1 |
| InChI | InChI=1S/C17H20O5/c1-2-14(12-19)15(7-9-18)11-17(21)22-10-8-13-3-5-16(20)6-4-13/h2-6,9,12,15,20H,7-8,10-11H2,1H3/t15-/m0/s1 |
| InChIKey | VPOVFCBNUOUZGG-HNNXBMFYSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Olea europaea (ncbitaxon:4146) | fruit (BTO:0000486) | PubMed (25306330) |
| Roles Classification |
|---|
| Chemical Role: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. cyclooxygenase 2 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 2. cyclooxygenase 1 inhibitor A cyclooxygenase inhibitor that interferes with the action of cyclooxygenase 1. Hsp90 inhibitor An EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| Applications: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. non-steroidal anti-inflammatory drug An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. neuroprotective agent Any compound that can be used for the treatment of neurodegenerative disorders. anti-inflammatory agent Any compound that has anti-inflammatory effects. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| oleocanthal (CHEBI:85673) has functional parent 2-(4-hydroxyphenyl)ethanol (CHEBI:1879) |
| oleocanthal (CHEBI:85673) has role anti-inflammatory agent (CHEBI:67079) |
| oleocanthal (CHEBI:85673) has role antineoplastic agent (CHEBI:35610) |
| oleocanthal (CHEBI:85673) has role antioxidant (CHEBI:22586) |
| oleocanthal (CHEBI:85673) has role apoptosis inducer (CHEBI:68495) |
| oleocanthal (CHEBI:85673) has role cyclooxygenase 1 inhibitor (CHEBI:50630) |
| oleocanthal (CHEBI:85673) has role cyclooxygenase 2 inhibitor (CHEBI:50629) |
| oleocanthal (CHEBI:85673) has role Hsp90 inhibitor (CHEBI:63962) |
| oleocanthal (CHEBI:85673) has role neuroprotective agent (CHEBI:63726) |
| oleocanthal (CHEBI:85673) has role non-steroidal anti-inflammatory drug (CHEBI:35475) |
| oleocanthal (CHEBI:85673) has role nutraceutical (CHEBI:50733) |
| oleocanthal (CHEBI:85673) has role plant metabolite (CHEBI:76924) |
| oleocanthal (CHEBI:85673) is a carboxylic ester (CHEBI:33308) |
| oleocanthal (CHEBI:85673) is a dialdehyde (CHEBI:38124) |
| oleocanthal (CHEBI:85673) is a enal (CHEBI:51688) |
| oleocanthal (CHEBI:85673) is a phenols (CHEBI:33853) |
| IUPAC Name |
|---|
| 2-(4-hydroxyphenyl)ethyl (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate |
| Synonyms | Source |
|---|---|
| (−)-oleocanthal | ChemIDplus |
| deacetoxy ligstroside aglycon | ChemIDplus |
| (−)-deacetoxy ligstroside aglycon | ChEBI |
| deacetoxy ligstroside aglycone | ChEBI |
| (−)-deacetoxy ligstroside aglycone | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| Oleocanthal | Wikipedia |
| CPD-17783 | MetaCyc |
| Registry Numbers | Sources |
|---|---|
| Reaxys:10180050 | Reaxys |
| CAS:289030-99-5 | ChemIDplus |
| Citations |
|---|