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Oleocanthal

Overview
Catalog # bs-75280c-5mg
Product Name Oleocanthal
Specifications
Storage Buffer Oil
Storage Condition Stable for 2 years after receipt when stored at -20°C.
Target
Product Information CAS Number: 289030-99-5

Molecular formula: C17H20O5

Molecular weight: 304.3

Purity: >97% (HPLC)

Appearance: Amber oil.

Solubility: Soluble in DMSO, dichloromethane or acetonitrile. Slightly soluble in methanol, ethanol or water (0.1mg/ml).

InChiKey: VPOVFCBNUOUZGG-VAKDEWRISA-N

SMILES: OC1=CC=C(CCOC(C[C@H](CC([H])=O)/C(C([H])=O)=C\C)=O)C=C1
Description Oleocanthal is a naturally occurring amphiphilic secoiridoid from olive oil, with potent anti-inflammatory, antioxidant, anticancer and neuroprotective properties. Similar to classical non-steroidal anti-inflammatory drugs, it is a non-selective inhibitor of cyclooxygenase (COX-1, COX-2) enzymes in the prostaglandin biosynthesis. It also has been shown to inhibit the NLRP3 inflammasome. Inhibits proliferation, migration and invasion of various cancer cells while leaving healthy cells unharmed. It shows selective cytotoxicity, inducing lysosomal membrane permeabilization in cancer cells. It inhibits the enzymatic activity of mammalian target of rapamycin (mTOR), and the tyrosine kinase receptor c-Met (responsible for proliferation of many cell types) and Hsp90, consequently leading to cell cycle arrest during G1 phase. The neuroprotective activity includes the reduction of beta-amyloid protein accumulation via up-regulation of P-glycoprotein and LRP1, altering the fibrillization of tau proteins, key factors at the basis of neurodegenerative diseases and reducing oxidative stress. Activator of the TRPA1 ion channel, responsible for the burning sensation that occurs in the back of the throat when consuming such oil. Shows antimicrobial activities.