Structure via PubChem · Public domain (PubChem)
oleocanthal
Sign in to saveAlso known as (-)-oleocanthal
Oleocanthal is a phenylethanoid, or a type of natural phenolic compound found in extra-virgin olive oil. It appears to be responsible for the burning sensation that occurs in the back of the throat when consuming such oil. Oleocanthal is a tyrosol ester and its chemical structure is related to oleuropein, also found in olive oil.
Chemical data
- Formula
- C17H20O5
- Molecular weight
- 304.34 g/mol
- IUPAC name
- 2-(4-hydroxyphenyl)ethyl (E,3S)-4-formyl-3-(2-oxoethyl)hex-4-enoate
- SMILES
- C/C=C(/C=O)\[C@@H](CC=O)CC(=O)OCCC1=CC=C(C=C1)O
- InChIKey
- VPOVFCBNUOUZGG-VAKDEWRISA-N
- XLogP
- 1.5
- Polar surface area
- 80.7 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 304.131074
Show 5 more facts
- found in taxon
- Olea europaea
- chemical formula
- C₁₇H₂₀O₅
- canonical SMILES
- CC=C(C=O)C(CC=O)CC(=O)OCCC1=CC=C(C=C1)O
- isomeric SMILES
- C/C=C(/C=O)\[C@@H](CC=O)CC(=O)OCCC1=CC=C(C=C1)O
- Commons category
- Oleocanthal
via Wikidata · CC0
~4 min read
Encyclopedic overview
8 sectionsContents
- Potential biological effects
- Anti-inflammatory
- Beta-amyloid
- Selective cytotoxicity
- Potential medical uses
- See also
- References
- External links
Oleocanthal is a phenylethanoid, or a type of natural phenolic compound found in extra-virgin olive oil. It appears to be responsible for the burning sensation that occurs in the back of the throat when consuming such oil. Oleocanthal is a tyrosol ester and its chemical structure is related to oleuropein, also found in olive oil.
==Potential biological effects==
Excerpted from Wikipedia’s “oleocanthal” article, available under the CC BY-SA 4.0 licence.