oleuropein
Also known as 10-hydroxyoleuropein, 10-hydroxyligstroside
Oleuropein is a glycosylated seco-iridoid, a bitter phenolic compound found in green olive skin, flesh, seeds, and leaves. The term oleuropein is derived from the botanical name of the olive tree, Olea europaea.
Chemical data
- Formula
- C25H32O13
- Molecular weight
- 540.5 g/mol
- IUPAC name
- methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
- SMILES
- C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
- InChIKey
- RFWGABANNQMHMZ-ZCHJGGQASA-N
- XLogP
- -0.4
- Polar surface area
- 202 Ų
- H-bond donors
- 6
- H-bond acceptors
- 13
- Formal charge
- 0
via PubChem
~3 min read
Article
5 sectionsContents
- Chemical treatment
- Green olive blackening
- Research
- See also
- References
{{chembox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 454372495 | ImageFile=Oleuropein structure.svg | ImageSize=200px | IUPACName = Methyl (2S,3E,4S)-4-{2-[2-(3,4-Dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-(β-D-glucopyranosyloxy)-2H-pyran-5-carboxylate | SystematicName = Methyl (2S,3E,4S)-4-{2-[2-(3,4-Dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-pyran-5-carboxylate | OtherNames = 2-(3,4-Dihydroxyphenyl)ethyl [(2S,3E,4S)-3-ethylidene-2-(β-D-glucopyranosyloxy)-5-(methoxycarbonyl)-3,4-dihydro-2H-pyran-4-yl]acetate |Section1= |Section2= }}
Oleuropein is a glycosylated seco-iridoid, a bitter phenolic compound found in green olive skin, flesh, seeds, and leaves. The term oleuropein is derived from the botanical name of the olive tree, Olea europaea.