Ligstroside

Ligstroside is an important phenolic compound present in olive cultivars. It has a role as a plant metabolite and an antineoplastic agent.[1][2] Differs from oleuropein by one hydroxyl group.

Ligstroside
Names
IUPAC name
Methyl (4S,5E,6S)-5-ethylidene-4-[2-[2-(4-hydroxyphenyl)ethoxy]-2-oxoethyl]-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
UNII
  • InChI=1S/C25H32O12/c1-3-15-16(10-19(28)34-9-8-13-4-6-14(27)7-5-13)17(23(32)33-2)12-35-24(15)37-25-22(31)21(30)20(29)18(11-26)36-25/h3-7,12,16,18,20-22,24-27,29-31H,8-11H2,1-2H3/b15-3+/t16-,18+,20+,21-,22+,24-,25-/m0/s1
    Key: GMQXOLRKJQWPNB-MVVLSVRYSA-N
  • 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
Properties
C25H32O12
Molar mass 524.519 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References
  1. "ligstroside (CHEBI:149585)". www.ebi.ac.uk.
  2. Montedoro, Gianfrancesco.; Servili, Maurizio.; Baldioli, Maura.; Miniati, Enrico. (September 1992). "Simple and hydrolyzable phenolic compounds in virgin olive oil. 1. Their extraction, separation, and quantitative and semiquantitative evaluation by HPLC". Journal of Agricultural and Food Chemistry. 40 (9): 1571–1576. doi:10.1021/jf00021a019.
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