epsilon-viniferin
epsilon-viniferin Basic information
- Product Name:
- epsilon-viniferin
- Synonyms:
-
- epsilon-viniferin
- (-)-5-[[(2R)-2,3-Dihydro-6-hydroxy-2β-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)vinyl]benzofuran]-3α-yl]-1,3-benzenediol
- (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)-4-hydroxystyryl]-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
- e-viniferin
- (-)-trans-epsilon-viniferin
- CAS:
- 62218-08-0
- MF:
- C28H22O6
- MW:
- 454.47
- Mol File:
- 62218-08-0.mol
epsilon-viniferin Chemical Properties
- 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)
epsilon-viniferin Usage And Synthesis
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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epsilon-viniferin(62218-08-0)Related Product Information
- 2-Propenoic acid,3-[2-[(1E)-2-(3,4-dihydroxyphenyl)ethenyl]-3,4-dihydroxyphenyl]-, (2E)-
- PICEATANNOL
- 3,4',5-TRIMETHOXY-TRANS-STILBENE
- Resveratrol
- TRANS-RESVERATROL 4'-O-BETA-D-GLUCURONIDE
- Resveratrol-4'-O-(6"-galloyl)-b-d-glucopyranoside
- Salvianolicacid C
- Rhapontigenin 3'-O-glucoside
- Salvianolic acid
- TRANS-ASTRINGIN