| Identification | Back Directory | [Name]
Oleocanthal | [CAS]
289030-99-5 | [Synonyms]
Oleocanthal
oleocanthal(oleocanthal)
from Olea europaea
(-)-Oleocanthal CAS NO.289030-99-5
4-Hexenoic acid, 4-formyl-3-(2-oxoethyl)-, 2-(4-hydroxyphenyl)ethyl ester, (3S,4E)- | [Molecular Formula]
C17H20O5 | [MDL Number]
MFCD30543617 | [MOL File]
289030-99-5.mol | [Molecular Weight]
304.34 |
| Chemical Properties | Back Directory | [alpha ]
D25 -0.78° (c = 0.9 in chloroform) | [Boiling point ]
500.1±50.0 °C(Predicted) | [density ]
1.165±0.06 g/cm3(Predicted) | [storage temp. ]
Hygroscopic, Refrigerator, under inert atmosphere | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
9.91±0.15(Predicted) | [color ]
Colourless to Yellow | [biological source]
Olea europaea | [Stability:]
Hygroscopic, Unstable in Solution |
| Hazard Information | Back Directory | [Uses]
Oleocanthal is a compound of olive oil with potential use as anti-inflammatory and chemotherapeutic agents. | [Definition]
ChEBI: A carboxylic ester that is the 2-(p-hydroxyphenyl)ethyl ester of (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid. Oleocanthal is found in olive oil but it is not clear whether the natural product is a mixture of E | [Biological Activity]
Oleocanthal is one of the important polyphenols of olive oil well-known for its biological properties and health benefits. It exerts anti-inflammatory activity due to its dose-dependent inhibition of cyclooxygenase (COX-1COX-2) enzymes in the prostaglandin biosynthesis in the same pathway as Ibuprofen. Oleocanthal is a potent anti-cancer agentits treatment demonstrates inhibition of proliferationmigrationand invasion of various human breast cancerprostate cancerand multiple myeloma cells. In non-melanoma skin cancerit reduces cell viability and migrationthrough inhibition of Erk and Akt phosphorylation and suppression of B-Raf expression. Oleocanthal was found to modulate estrogen receptor expression in luminal breast cancer and acts synergistically with tamoxifen treatment. It also elicits neuroprotective properties by inhibiting the formation of neurofibrillary tanglesa key hallmark in the pathogenesis of Alzheimerμs disease. Oleocanthal has als |
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