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Category: natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Boiling Point: | 694.00 to 695.00 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 705.00 °F. TCC ( 374.00 °C. ) (est)
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| logP (o/w): | 3.802 (est) |
| Soluble in: |
| | water, 0.1319 mg/L @ 25 °C (est) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
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Not determined
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | natural substances and extractives |
| Recommendation for epsilon-viniferin usage levels up to: | | | not for fragrance use.
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| Recommendation for epsilon-viniferin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
| EPI System: | View |
| Cancer Citations: | Search |
| Toxicology Citations: | Search |
| EPA ACToR: | Toxicology Data |
| EPA Substance Registry Services (SRS): | Registry |
| Laboratory Chemical Safety Summary : | 5281728 |
| National Institute of Allergy and Infectious Diseases: | Data |
| | (3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol |
| Chemidplus: | 0062218080 |
References:
| | (3R)-6-hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 5281728 |
| Pubchem (sid): | 135191966 |
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| 1,3- | benzenediol, 5-(2,3-dihydro-6-hydroxy-2(4-hydroxyphenyl)4-(2-(4-hydroxyphenyl)ethenyl)-3-benzofuranyl)- | | (3R)-6- | hydroxy-2-(4-hydroxyphenyl)-4-[(E)-2-(4-hydroxyphenyl)ethenyl]-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol |
Articles:
| PubMed: | Composition and Tissue-Specific Distribution of Stilbenoids in Grape Canes Are Affected by Downy Mildew Pressure in the Vineyard. |
| J-Stage: | Greater Effectiveness of e-Viniferin in Red Wine Than Its Monomer Resveratrol for Inhibiting Vascular Smooth Muscle Cell Proliferation and Migration |
| PubMed: | Direct and protective effects of single or combined addition of vincristine and ε-viniferin on human HepG2 cellular oxidative stress markers in vitro. |
| PubMed: | Synthesis of ε-Viniferin Glycosides by Glucosyltransferase from Phytolacca americana and their Inhibitory Activity on Histamine Release from Rat Peritoneal Mast Cells. |
| PubMed: | Various extraction methods for obtaining stilbenes from grape cane of Vitis vinifera L. |
| PubMed: | Direct identification and characterization of phenolic compounds from crude extracts of buds and internodes of grapevine (Vitis vinifera cv Merlot). |
| PubMed: | Response of direct or priming defense against Botrytis cinerea to methyl jasmonate treatment at different concentrations in grape berries. |
| PubMed: | Investigation of the absorption of resveratrol oligomers in the Caco-2 cellular model of intestinal absorption. |
| PubMed: | A Huge PVDF Adsorption Difference Between Resveratrol and ε-Viniferin Allows to Quantitatively Purify Them and to Assess Their Anti-Tyrosinase Property. |
| PubMed: | A new symmetrical tetramer oligostilbenoid containing tetrahydrofuran ring from the stem bark of Dryobalanops lanceolata. |
| PubMed: | Antifungal activity of resveratrol derivatives against Candida species. |
| PubMed: | Bacteriostatic antimicrobial combination: antagonistic interaction between epsilon-viniferin and vancomycin against methicillin-resistant Staphylococcus aureus. |
| PubMed: | Identification of resveratrol oligomers as inhibitors of cystic fibrosis transmembrane conductance regulator by high-throughput screening of natural products from chinese medicinal plants. |
| PubMed: | Influence of post-pruning storage on stilbenoid levels in Vitis vinifera L. canes. |
| PubMed: | Preharvest methyl jasmonate and postharvest UVC treatments: increasing stilbenes in wine. |
| PubMed: | Two new oligostilbenes from the stem of Parthenocissus quinquefolia. |
| PubMed: | Resveratrol oligomers inhibit biofilm formation of Escherichia coli O157:H7 and Pseudomonas aeruginosa. |
| PubMed: | Topoisomerase II-targeting properties of a grapevine-shoot extract and resveratrol oligomers. |
| PubMed: | Towards novel anti-tumor strategies for hepatic cancer: É›-viniferin in combination with vincristine displays pharmacodynamic synergy at lower doses in HepG2 cells. |
| PubMed: | Natural stilbenoids isolated from grapevine exhibiting inhibitory effects against HIV-1 integrase and eukaryote MOS1 transposase in vitro activities. |
| PubMed: | Differential induction of antioxidant stilbenoids in hairy roots of Vitis rotundifolia treated with methyl jasmonate and hydrogen peroxide. |
| PubMed: | Comparative analyses of stilbenoids in canes of major Vitis vinifera L. cultivars. |
| PubMed: | Osmotic stress-induced polyamine oxidation mediates defence responses and reduces stress-enhanced grapevine susceptibility to Botrytis cinerea. |
| PubMed: | Bioactive stilbenes from Vitis vinifera grapevine shoots extracts. |
| PubMed: | 3D NMR structure of a complex between the amyloid beta peptide (1-40) and the polyphenol ε-viniferin glucoside: implications in Alzheimer's disease. |
| PubMed: | Inhibition of Pseudomonas aeruginosa and Escherichia coli O157:H7 biofilm formation by plant metabolite ε-viniferin. |
| PubMed: | New resveratrol oligomer derivatives from the roots of Rheum lhasaense. |
| PubMed: | Vitis vinifera canes, a new source of antifungal compounds against Plasmopara viticola, Erysiphe necator, and Botrytis cinerea. |
| PubMed: | Effect of trans-ε-viniferin on in vitro porcine oocyte maturation and subsequent developmental competence in preimplantation embryos. |
| PubMed: | Antioxidant activity of selected stilbenoids and their bioproduction in hairy root cultures of muscadine grape (Vitis rotundifolia Michx.). |
| PubMed: | trans-Resveratrol and ε-viniferin decrease glucose absorption in porcine jejunum and ileum in vitro. |
| PubMed: | Profiling of neuraminidase inhibitory polyphenols from the seeds of Paeonia lactiflora. |
| PubMed: | Stilbenoid profiles of canes from Vitis and Muscadinia species. |
| PubMed: | Activity-guided isolation of resveratrol oligomers from a grapevine-shoot extract using countercurrent chromatography. |
| PubMed: | Development of a rapid LC-UV method for the investigation of chemical and metabolic stability of resveratrol oligomers. |
| PubMed: | Ethanolic extracts and isolated compounds from small-leaf grape (Vitis thunbergii var. taiwaniana) with antihypertensive activities. |
| PubMed: | ε-Viniferin is more effective than its monomer resveratrol in improving the functions of vascular endothelial cells and the heart. |
| PubMed: | trans-(-)-ε-Viniferin increases mitochondrial sirtuin 3 (SIRT3), activates AMP-activated protein kinase (AMPK), and protects cells in models of Huntington Disease. |
| PubMed: | Stilbene levels in grape cane of different cultivars in southern Chile: determination by HPLC-DAD-MS/MS method. |
| PubMed: | Evaluation of the Combined Effects of Stilbenoid from Shorea gibbosa and Vancomycin against Methicillin-Resistant Staphylococcus aureus (MRSA). |
| PubMed: | Neuroprotection of the leaf and stem of Vitis amurensis and their active compounds against ischemic brain damage in rats and excitotoxicity in cultured neurons. |
| PubMed: | Effects of elicitors on the production of resveratrol and viniferins in cell cultures of Vitis vinifera L. cv Italia. |
| PubMed: | Greater effectiveness of ε-viniferin in red wine than its monomer resveratrol for inhibiting vascular smooth muscle cell proliferation and migration. |
| PubMed: | Protective effect of ε-viniferin on β-amyloid peptide aggregation investigated by electrospray ionization mass spectrometry. |
| PubMed: | Determination of stilbene derivatives in Burgundy red wines by ultra-high-pressure liquid chromatography. |
| PubMed: | Improved resistance against Botrytis cinerea by grapevine-associated bacteria that induce a prime oxidative burst and phytoalexin production. |
| PubMed: | Anti-inflammatory effects of resveratrol and oligostilbenes from Vitis thunbergii var. taiwaniana against lipopolysaccharide-induced arthritis. |
| PubMed: | Malaysianol A, a new trimer resveratrol oligomer from the stem bark of Dryobalanops aromatica. |
| PubMed: | Leaf and stem of Vitis amurensis and its active components protect against amyloid β protein (25-35)-induced neurotoxicity. |
| PubMed: | In vitro BACE-1 inhibitory activity of resveratrol oligomers from the seed extract of Paeonia lactiflora. |
| PubMed: | Stilbene production in cell cultures of Vitis vinifera L. cvs Red Globe and Michele Palieri elicited by methyl jasmonate. |
| PubMed: | Three new oligostilbenes from the seeds of Paeonia suffruticosa. |
| PubMed: | Vaticanol C, a resveratrol tetramer, activates PPARalpha and PPARbeta/delta in vitro and in vivo. |
| PubMed: | Structures of two novel trimeric stilbenes obtained by horseradish peroxidase catalyzed biotransformation of trans-resveratrol and (-)-epsilon-viniferin. |
| PubMed: | New stilbene dimers against amyloid fibril formation. |
| PubMed: | Quantitative structure-antioxidant activity relationship of trans-resveratrol oligomers, trans-4,4'-dihydroxystilbene dimer, trans-resveratrol-3-O-glucuronide, glucosides: trans-piceid, cis-piceid, trans-astringin and trans-resveratrol-4'-O-beta-D-glucopyranoside. |
| PubMed: | The antimicrobial activity of compounds from the leaf and stem of Vitis amurensis against two oral pathogens. |
| PubMed: | Antidiabetogenic constituents from the Thai traditional medicine Cotylelobium melanoxylon. |
| PubMed: | Bioassay-guided isolation of antiproliferative compounds from grape (Vitis vinifera) stems. |
| PubMed: | Effects of resveratrol analogs on cell cycle progression, cell cycle associated proteins and 5fluoro-uracil sensitivity in human derived colon cancer cells. |
| PubMed: | Stilbenes and oligostilbenes from leaf and stem of Vitis amurensis and their cytotoxic activity. |
| PubMed: | Preparative purification of antiamyloidogenic stilbenoids from Vitis vinifera (Chardonnay) stems by centrifugal partition chromatography. |
| PubMed: | A new specific BACE-1 inhibitor from the stembark extract of Vitis vinifera. |
| PubMed: | Antilisterial activities of polyphenol-rich extracts of grapes and vinification byproducts. |
| PubMed: | Botrytis cinerea Infection in Grape Flowers: Defense Reaction, Latency, and Disease Expression. |
| PubMed: | Chitosan oligomers and copper sulfate induce grapevine defense reactions and resistance to gray mold and downy mildew. |
| PubMed: | Opposite effects of two resveratrol (trans-3,5,4'-trihydroxystilbene) tetramers, vitisin A and hopeaphenol, on apoptosis of myocytes isolated from adult rat heart. |
| PubMed: | Inhibition of human low density lipoprotein and high density lipoprotein oxidation by oligostilbenes from rhubarb. |
| PubMed: | Optimization of solid-liquid extraction of resveratrol and other phenolic compounds from milled grape canes (Vitis vinifera). |
| PubMed: | Antiproliferative activities of resveratrol and related compounds in human hepatocyte derived HepG2 cells are associated with biochemical cell disturbance revealed by fluorescence analyses. |
| PubMed: | Lipoxygenase inhibitory constituents from rhubarb. |
| PubMed: | Inhibitory effects of trans-resveratrol analogs molecules on the proliferation and the cell cycle progression of human colon tumoral cells. |
| PubMed: | Effect of lime-induced leaf chlorosis on ochratoxin A, trans-resveratrol, and epsilon-viniferin production in grapevine (Vitis vinifera L.) berries infected by Aspergillus carbonarius. |
| PubMed: | 3-Hydroxy-3-methylglutaryl-CoA (HMG-CoA) reductase inhibitory effect of Vitis vinifera. |
| PubMed: | Evaluation of antitumor effects of two vine stalk oligomers of resveratrol on a panel of lymphoid and myeloid cell lines: comparison with resveratrol. |
| PubMed: | Hopeaphenol: the first resveratrol tetramer in wines from North Africa. |
| PubMed: | Vasorelaxant effect of stilbenes from rhizome extract of rhubarb (Rheum undulatum) on the contractility of rat aorta. |
| PubMed: | Cytotoxic resveratrol oligomers from the tree bark of Dipterocarpus hasseltii. |
| PubMed: | (-)-Trans-epsilon-viniferin, a polyphenol present in wines, is an inhibitor of noradrenaline and 5-hydroxytryptamine uptake and of monoamine oxidase activity. |
| PubMed: | Resveratrol oligomers are potent MRP1 transport inhibitors. |
| PubMed: | Comparison of ozone and UV-C treatments on the postharvest stilbenoid monomer, dimer, and trimer induction in var. 'Superior' white table grapes. |
| PubMed: | Reverse pharmacognosy: application of selnergy, a new tool for lead discovery. The example of epsilon-viniferin. |
| PubMed: | Rapid analysis of stilbenes and derivatives from downy mildew-infected grapevine leaves by liquid chromatography-atmospheric pressure photoionisation mass spectrometry. |
| PubMed: | Polyphenolic compounds from red grapes acutely improve endothelial function in patients with coronary heart disease. |
| PubMed: | Determination of stilbenes (delta-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, epsilon-viniferin) in Brazilian wines. |
| PubMed: | Resveratrol derivatives from the roots of Vitis thunbergii. |
| PubMed: | Viniferin formation by COX-1: evidence for radical intermediates during co-oxidation of resveratrol. |
| PubMed: | Regioselective oxidative coupling of 4-hydroxystilbenes: synthesis of resveratrol and epsilon-viniferin (E)-dehydrodimers. |
| PubMed: | Insulin secretion and cyclooxygenase enzyme inhibition by cabernet sauvignon grape skin compounds. |
| PubMed: | Antitumor effect of stilbenoids from Vateria indica against allografted sarcoma S-180 in animal model. |
| PubMed: | Laminarin elicits defense responses in grapevine and induces protection against Botrytis cinerea and Plasmopara viticola. |
| PubMed: | Delta-viniferin, a resveratrol dehydrodimer: one of the major stilbenes synthesized by stressed grapevine leaves. |
| PubMed: | Differential inhibition of human cytochrome P450 enzymes by epsilon-viniferin, the dimer of resveratrol: comparison with resveratrol and polyphenols from alcoholized beverages. |
| PubMed: | [Studies on chemical constituents of oligostilbenes from Vitis davidii Foex]. |
| PubMed: | Phenolic constituents of Gnetum klossii. |
| PubMed: | Comparative antiproliferative and apoptotic effects of resveratrol, epsilon-viniferin and vine-shots derived polyphenols (vineatrols) on chronic B lymphocytic leukemia cells and normal human lymphocytes. |
| PubMed: | Stilbenoids from the stem of Gnetum latifolium (Gnetaceae). |
| PubMed: | Antioxidative activity of resveratrol and its derivatives isolated from seeds of Paeonia lactiflora. |
| PubMed: | Diptoindonesin A, a new C-glucoside of epsilon-viniferin from Shorea seminis (Dipterocarpaceae). |
| PubMed: | Cytotoxic and antimutagenic stilbenes from seeds of Paeonia lactiflora. |
| PubMed: | Antioxidant properties of trans-epsilon-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media. |
| PubMed: | Stilbene content of mature Vitis vinifera berries in response to UV-C elicitation. |
| PubMed: | Isolation and characterization of novel stilbene derivatives from Riesling wine. |
| PubMed: | Oligostilbenoids in stem bark of Vatica rassak. |
| PubMed: | Stilbenoids in the stem bark of Hopea parviflora. |
| PubMed: | Stilbene oligomers in roots of Sophora davidii. |
| PubMed: | Five new stilbene dimers from the lianas of Gnetum hainanense. |
| PubMed: | Changes in the phytoalexin content of various Vitis spp. in response to ultraviolet C elicitation. |
| PubMed: | Flexuosol A, a new tetrastilbene from vitis flexuosa |
| PubMed: | Powerful hepatoprotective and hepatotoxic plant oligostilbenes, isolated from the Oriental medicinal plant Vitis coignetiae (Vitaceae). |
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