ChemicalBook > CAS DataBase List > epsilon-viniferin

epsilon-viniferin

Product Name: epsilon-viniferin
CAS No.: 62218-08-0
Chemical Name: epsilon-viniferin
Synonyms: e-viniferin;Ε-VINIFERIN;ε-Viniferin-RM;epsilon-viniferin;trans-ε-Viniferin;epsilion-Viniferin;ε-Viniferin Standard;(-)-trans-ε-viniferin;ε-Viniferin, 10 mM in DMSO;(-)-trans-epsilon-viniferin
CBNumber: CB91337184
Molecular Formula: C28H22O6
Formula Weight: 454.47
MOL File: 62218-08-0.mol

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epsilon-viniferin Property

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)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHL83550
Product name: ε-Viniferin
Purity: phyproof? Reference Substance
Packaging: 10MG
Price: $333
Updated: 2025/07/31

Cayman Chemical

Product number: 25737
Product name: trans-ε-Viniferin
Packaging: 500μg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 25737
Product name: trans-ε-Viniferin
Packaging: 1mg
Price: $115
Updated: 2024/03/01

Biosynth Carbosynth

Product number: FV30429
Product name: epsilon-Viniferin
Packaging: 1mg
Price: $140
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FV30429
Product name: epsilon-Viniferin
Packaging: 2mg
Price: $200
Updated: 2021/12/16

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epsilon-viniferin Chemical Properties,Usage,Production

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.

in vivo

ε-?Viniferin (5 mg/kg, i.p., 5 days per week for 4 weeks) inhibits tumor growth in A549 cell xenograft nude mice model without hepatic and kidney injury, and inhibits tumor metastasis in A549 cell lung metastasis mouse model^[3]^[4].
ε-?Viniferin (0.2% in diet, 4 weeks) prevents diet-induced obesity in mice^[7].

Animal Model:	A549 cell xenograft nude mice model^[3]
Dosage:	5 mg/kg
Administration:	i.p., 5 days per week for 4 weeks
Result:	Inhibited tumor weight and volume. Induced apoptosis in tumor sections. Decreased serum ALT, AST, bilirubin, and creatinine levels.

target

5-HT Receptor | MAO | Antifection

IC 50

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] XAVIER VITRAC. Determination of Stilbenes (δ-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, ε-viniferin) in Brazilian Wines[J]. Journal of Agricultural and Food Chemistry, 2005, 53 14: 5664-5669. DOI: 10.1021/jf050122g
[2] ELODIE VION . Trans ε-viniferin is an amyloid-β disaggregating and anti-inflammatory drug in a mouse primary cellular model of Alzheimer’s disease[J]. Molecular and Cellular Neuroscience, 2018, 88: Pages 1-6. DOI: 10.1016/j.mcn.2017.12.003
[3] JINRONG FU. trans-(-)-ε-Viniferin increases mitochondrial sirtuin 3 (SIRT3), activates AMP-activated protein kinase (AMPK), and protects cells in models of Huntington Disease.[J]. The Journal of Biological Chemistry, 2012: 24460-24472. DOI: 10.1074/jbc.m112.382226
[4] BO YU . Resveratrol dimer trans-ε-viniferin prevents rotaviral diarrhea in mice by inhibition of the intestinal calcium-activated chloride channel[J]. Pharmacological research, 2018, 129: Pages 453-461. DOI: 10.1016/j.phrs.2017.11.016
[5] KAZUAKI OHARA . ε-Viniferin, a resveratrol dimer, prevents diet-induced obesity in mice[J]. Biochemical and biophysical research communications, 2015, 468 4: Pages 877-882. DOI: 10.1016/j.bbrc.2015.11.047

epsilon-viniferin Preparation Products And Raw materials

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View Lastest Price from epsilon-viniferin manufacturers

Shanghai Standard Technology Co., Ltd.

Product: ε-Viniferin 62218-08-0
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-05-06

62218-08-0, epsilon-viniferinRelated Search:

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

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

epsilion-Viniferin

Ε-VINIFERIN

ε-Viniferin Standard

trans-ε-Viniferin

1,3-Benzenediol, 5-[(2R,3R)-2,3-dihydro-6-hydroxy-2-(4-hydroxyphenyl)-4-[(1E)-2-(4-hydroxyphenyl)ethenyl]-3-benzofuranyl]-

(-)-trans-ε-viniferin

5-[(2R,3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

ε ?Viniferin,ε-?Viniferin,Inhibitor,inhibit,Cytochrome P450,CYPs,ε?Viniferin

5-((2R,3R)-6-Hydroxy-2-(4-hydroxyphenyl)-4-((E)-4-hydroxystyryl)-2,3-dihydrobenzofuran-3-yl)benzene-1,3-diol

ε-Viniferin-RM

ε-Viniferin, 10 mM in DMSO

62218-08-0

62218-08-8