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Ε-Viniferin

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ε-Viniferin
Names
IUPAC name 5--2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol
Other names Viniferin; epsilon-Viniferin; (-)-epsilon-Viniferin
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • InChI=1S/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m1/s1Key: FQWLMRXWKZGLFI-YVYUXZJTSA-N
  • InChI=1/C28H22O6/c29-20-7-2-16(3-8-20)1-4-18-11-24(33)15-25-26(18)27(19-12-22(31)14-23(32)13-19)28(34-25)17-5-9-21(30)10-6-17/h1-15,27-33H/b4-1+/t27-,28+/m1/s1Key: FQWLMRXWKZGLFI-YVYUXZJTBS
SMILES
  • C1=CC(=CC=C1C=CC2=CC(=CC3=C2C(C(O3)C4=CC=C(C=C4)O)C5=CC(=CC(=C5)O)O)O)O
Properties
Chemical formula C28H22O6
Molar mass 454.478 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

ε-Viniferin is a naturally occurring polyphenol, belonging to the stilbenoids family. It is found in grapevines, in wines, and in the Oriental medicinal plant Vitis coignetiae.

It is a resveratrol dimer.

Glycosides

Diptoindonesin A is a C-glucoside of ε-viniferin.

References

  1. A new class of phytoalexins from grapevines. P. Langcake and R. J. Pryce, Cellular and Molecular Life Sciences, 1977, Volume 33, Number 2, pp. 151-152, doi:10.1007/BF02124034 PMID 844529
  2. Vitrac, Xavier; Bornet, Aurélie; Vanderlinde, Regina; Valls, Josep; Richard, Tristan; Delaunay, Jean-Claude; Mérillon, Jean-Michel; Teissédre, Pierre-Louis (2005). "Determination of Stilbenes (δ-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, ε-viniferin) in Brazilian Wines". Journal of Agricultural and Food Chemistry. 53 (14): 5664–9. doi:10.1021/jf050122g. PMID 15998130.

External links

Type of stilbenoids (molecules with a C6-C2-C6 backbone)
Types

Template:Natural-phenol-stub

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