Epsilon-Viniferin

ε-Viniferin

(−)-trans-ε-Viniferin
Names
Preferred IUPAC name 5-{(2R,3R)-6-Hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethen-1-yl]-2,3-dihydro-1-benzofuran-3-yl}benzene-1,3-diol
Other names Viniferin epsilon-Viniferin (−)-epsilon-Viniferin (−)-(E)-epsilon-viniferin trans-ε-viniferin (−)-Trans-epsilon-viniferin Iso-[epsilon]-viniferin cis-ε-viniferin Cis-epsilon-viniferin
Identifiers
CAS Number	62218-08-0 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL1224875 Y
ChemSpider	4445043 Y
PubChem CID	5281728
UNII	0K8Z2K6Y7O Y
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/s1 Y Key: FQWLMRXWKZGLFI-YVYUXZJTSA-N Y 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/s1 Key: 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−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is YN ?) Infobox references

ε-Viniferin is a naturally occurring phenol, belonging to the stilbenoids family. It is a resveratrol dimer.

It is found in Vitis vinifera grapevines, in wines, in the Oriental medicinal plant Vitis coignetiae and in the stem bark of Dryobalanops aromatica.
Cis-epsilon-viniferin can be found in Paeonia lactiflora.

It shows a human cytochrome P450 enzymes inhibition activity.

Glycosides

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

See also

• Phenolic content in wine

External links

• Media related to Epsilon-Viniferin at Wikimedia Commons
• e-viniferin on phenol-explorer.eu