| Identification | Back Directory | [Name]
epsilon-viniferin | [CAS]
62218-08-0 | [Synonyms]
e-viniferin
Ε-VINIFERIN
trans-ε-Viniferin
epsilon-viniferin
epsilion-Viniferin
ε-Viniferin Standard
(-)-trans-ε-viniferin
(-)-trans-epsilon-viniferin
(2R)-2β-(4-Hydroxyphenyl)-3α-(3,5-dihydroxyphenyl)-4-[(E)-4-hydroxystyryl]-2,3-dihydrobenzofuran-6-ol
(2R)-2β-(4-Hydroxyphenyl)-3α-(3,5-dihydroxyphenyl)-4-(4-hydroxy-trans-styryl)-2,3-dihydrobenzofuran-6-ol
[2R,(-)]-2β-(4-Hydroxyphenyl)-3α-(3,5-dihydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydrobenzofuran-6-ol
5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydrobenzofuran-3-yl]benzene-1,3-diol
(-)-5-[[(2R)-2,3-Dihydro-6-hydroxy-2β-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)vinyl]benzofuran]-3α-yl]-1,3-benzenediol
1,3-Benzenediol, 5-[(2R,3R)-2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-3-benzofuranyl]- | [Molecular Formula]
C28H22O6 | [MDL Number]
MFCD12964987 | [MOL File]
62218-08-0.mol | [Molecular Weight]
454.47 |
| Chemical Properties | Back Directory | [Melting point ]
approximate 157℃ (dec.) | [storage temp. ]
Store at -20°C | [solubility ]
Soluble in methanol; | [form ]
Powder | [color ]
Off-white to gray | [Water Solubility ]
sparingly soluble in water | [LogP]
3.802 (est) |
| Hazard Information | Back Directory | [Description]
trans-ε-Viniferin is a stilbene polyphenol and dimer of trans-resveratrol that has been found in various red wines and has diverse biological activities. It induces disaggregation of aggregated amyloid-β (1-42) (Aβ42; ) fibrils in a cell-free assay and decreases Aβ42- and IL-1β-induced release of TNF-α and IL-6 in primary mouse neuron and astrocyte cocultures. trans-ε-Viniferin reduces cytotoxicity induced by truncated huntingtin (Htt) in PC12 cells (EC50 = 30 nM). It also reduces production of reactive oxygen species (ROS), mitochondrial dysfunction, and PGC-1α depletion and increases protein levels and deacetylase activity of sirtuin 3 (SIRT3) in cells expressing mutant Htt. trans-ε-Viniferin inhibits calcium-activated chloride channel currents in HT-29 cells (IC50 = ~1 μM). In vivo, trans-ε-viniferin (2 μg per animal) reduces rotavirus-induced secretory diarrhea in mice without affecting the rotaviral infection. Dietary administration of trans-ε-viniferin reduces hepatic triglyceride accumulation and body weight increases in a mouse model of diet-induced obesity. | [Uses]
ε-Viniferin is a stilbene extract posessing cytotoxic effects and may contain anti-cancer properties. | [Definition]
ChEBI: (-)-trans-epsilon-viniferin is a stilbenoid that is the (-)-trans-stereoisomer of epsilon-viniferin, obtained by cyclodimerisation of trans-resveratrol. It has a role as a metabolite. It is a member of 1-benzofurans, a polyphenol and a stilbenoid. It is functionally related to a trans-resveratrol. It is an enantiomer of a (+)-trans-epsilon-viniferin. | [target]
5-HT Receptor | MAO | Antifection |
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