Structure via PubChem · Public domain (PubChem)
oleuropein
Sign in to saveAlso 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
Encyclopedic overview
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.
Excerpted from Wikipedia’s “oleuropein” article, available under the CC BY-SA 4.0 licence.