Oleocanthal is a carboxylic ester that is the 2-(p-hydroxyphenyl)ethyl ester of (3S)-4-formyl-3-(2-oxoethyl)hex-4-enoic acid.
Definition
US FDA substance register · UNII AC7QO6038O · registered name OLEOCANTHAL · single chemical substance
Oleocanthal is 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/Z isomers or a single isomer as the two isomers readily interconvert in solution; most pharmacological studies will have been performed using a mixture. It has a role as an antioxidant, a non-steroidal anti-inflammatory drug, an antineoplastic agent, a cyclooxygenase 2 inhibitor, a cyclooxygenase 1 inhibitor, a nutraceutical, a neuroprotective agent, a Hsp90 inhibitor, an anti-inflammatory agent, an apoptosis inducer and a plant metabolite. It is a carboxylic ester, a member of phenols, a dialdehyde and an enal. It is functionally related to a 2-(4-hydroxyphenyl)ethanol.
Source: PubChem
Oleocanthal is the organic compound that conforms to the formula:
Cosmetic roles
More data — names, identifiers, properties, test records, literature
Names & identifiers
- CAS No.chemical registry number
- 289030-99-5
- DTXSIDUS EPA chemical ID
- DTXSID40183104
- DTXCIDUS EPA compound ID
- DTXCID10105595
- IUPAC
- 2-(4-Hydroxyphenyl)ethyl (3S,4E)-4-formyl-3-(2-oxoethyl)hex-4-enoate
- Molecular formula
- C17H20O5
- Molecular weight
- 304.342 g/mol
What products actually use it for
What the 3 products reported to the US EPA with this ingredient use it for. Products outside cosmetics are included, so the top few rows are its main uses.
- Humectant1
- Biocide1
- Antioxidant1
Source: US EPA CompTox dashboard
Related literature
- Evaluating the Impact of Oleocanthal and Oleacein on Skin Aging: Results of a Randomized Clinical Study · 2024
- The Benefits of Olive Oil for Skin Health: Study on the Effect of Hydroxytyrosol, Tyrosol, and Oleocanthal on Human Fibroblasts · 2023
- Exploring the Immunotherapeutic Potential of Oleocanthal against Murine Cutaneous Leishmaniasis · 2021
- Tissue Distribution of Oleocanthal and Its Metabolites after Oral Ingestion in Rats · 2021
- Topical treatment with oleocanthal extract in reducing inflammatory reactions after photodynamic therapy: a prospective quasi-experimental pilot study. · 2019