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epsilon-Viniferin

Names

[ CAS No. ]:
62218-08-0

[ Name ]:
epsilon-Viniferin

[Synonym ]:
ε-viniferin
5-{(2R,3R)-6-Hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)vinyl]-2,3-dihydro-1-benzofuran-3-yl}-1,3-benzenediol
(-)-e-Viniferin
(-)-ε-Viniferin
1,3-Benzenediol, 5-[(2R,3R)-2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-3-benzofuranyl]-

Biological Activity

[Description]:

ε-Viniferin, the dimer of Resveratrol and isolated from Vitis vinifera, displays a potent inhibitory for all the CYP activities, with Ki values from 0.5-20 μM. ε-Viniferin possesses potent antioxidant capacity[1][2].

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450
Research Areas >> Inflammation/Immunology

[Target]

CYP2B6:3 μM (Ki, (BROD))

CYP1A2:5 μM (Ki, (EROD))

CYP3A4:10 μM (Ki, (TST))

CYP4A:15 μM (IC50, (LwOH))

CYP2E1:25 μM (IC50, (CHZ))

CYP2A6:60 μM (Ki, (COH))


[References]

[1]. Piver B, et al. Differential inhibition of human cytochrome P450 enzymes by epsilon-viniferin, the dimer of resveratrol: comparison with resveratrol and polyphenols from alcoholized beverages. Life Sci. 2003 Jul 18;73(9):1199-213.

[2]. XAVIER VITRAC, et al. Determination of Stilbenes (δ-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, E-viniferin) in Brazilian Wines. J. Agric. Food Chem. 2005, 53, 5664−5669.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
694.8±55.0 °C at 760 mmHg

[ Molecular Formula ]:
C28H22O6

[ Molecular Weight ]:
454.471

[ Flash Point ]:
374.0±31.5 °C

[ Exact Mass ]:
454.141632

[ PSA ]:
110.38000

[ LogP ]:
4.60

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.777

Safety Information

[ Hazard Codes ]:
Xi

Related Compounds