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    289030-99-5

    Catalog No. EBD314028

    CAS 289030-99-5

    Name (3S,4E)-4-formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(4-hydroxyphenyl)ethyl ester

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    Basic Information

    Synonyms: (3S,4E)-4-formyl-3-(2-oxoethyl)-4-hexenoicacid2-(4-hydroxyphenyl)ethylester 2-(4-hydroxyphenyl)ethyl(3S,4E)-4-formyl-3-(2-oxoethyl)hex-4-enoate (-)-oleocanthal 2-(4-hydr 289030-99-5 4-hexenoi

    Molecular Formula: C17H20O5

    Molecular Weight: 304.34

    Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Phytochemicals and Natural Products Medicinal Chemistry > APIs and Their Salts > Other Drugs

    Product Description:
    (3S,4E)-4-formyl-3-(2-oxoethyl)-4-hexenoic acid 2-(4-hydroxyphenyl)ethyl ester, commonly known as oleocanthal, is a naturally occurring secoiridoid derivative found in extra virgin olive oil. It is characterized by a phenolic moiety (tyrosol ester) linked to a dialdehydic structure, which is responsible for its distinctive pungent, peppery taste. Oleocanthal is a bioactive phytochemical with significant pharmacological interest. It exhibits potent anti-inflammatory properties by inhibiting cyclooxygenase (COX) enzymes in a manner analogous to ibuprofen. Research has identified its potential neuroprotective effects, including the inhibition of tau protein aggregation and amyloid-beta oligomerization, suggesting relevance in Alzheimer's disease. It also demonstrates anti-cancer activity against various cell lines through mechanisms involving apoptosis induction and cell cycle arrest. Due to its natural origin and promising bioactivity profile, oleocanthal is studied as a potential lead compound or active pharmaceutical ingredient (API) for nutraceutical and pharmaceutical applications targeting inflammation, neurodegenerative diseases, and cancer. Its stability and bioavailability are active areas of investigation.
    Physical Properties

    Boiling Point: 500.107°C at 760 mmHg

    Flash Point: 180.659°C

    Density: 1.165g/cm3

    mg g kg ml l t