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62218-08-0,MFCD12964987
Catalog No.:AA00EGK9

62218-08-0 | epsilon-Viniferin

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  • Technical Information
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Technical Information
Catalog Number:
AA00EGK9
Chemical Name:
epsilon-Viniferin
CAS Number:
62218-08-0
Molecular Formula:
C28H22O6
Molecular Weight:
454.4707
MDL Number:
MFCD12964987
SMILES:
Oc1ccc(cc1)/C=C/c1cc(O)cc2c1[C@@H](c1cc(O)cc(c1)O)[C@@H](O2)c1ccc(cc1)O
Properties
Computed Properties
 
Complexity:
672  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
1  
Heavy Atom Count:
34  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Rotatable Bond Count:
4  
XLogP3:
5.4  

Literature

Title: Antifungal activity of resveratrol derivatives against Candida species.

Journal: Journal of natural products 20140725

Title: Development of a rapid LC-UV method for the investigation of chemical and metabolic stability of resveratrol oligomers.

Journal: Journal of agricultural and food chemistry 20120815

Title: trans-(-)-ε-Viniferin increases mitochondrial sirtuin 3 (SIRT3), activates AMP-activated protein kinase (AMPK), and protects cells in models of Huntington Disease.

Journal: The Journal of biological chemistry 20120713

Title: Resveratrol increases the expression and activity of the low density lipoprotein receptor in hepatocytes by the proteolytic activation of the sterol regulatory element-binding proteins.

Journal: Atherosclerosis 20120201

Title: ε-Viniferin is more effective than its monomer resveratrol in improving the functions of vascular endothelial cells and the heart.

Journal: Bioscience, biotechnology, and biochemistry 20120101

Title: Effects of elicitors on the production of resveratrol and viniferins in cell cultures of Vitis vinifera L. cv Italia.

Journal: Journal of agricultural and food chemistry 20110914

Title: Protective effect of ε-viniferin on β-amyloid peptide aggregation investigated by electrospray ionization mass spectrometry.

Journal: Bioorganic & medicinal chemistry 20110515

Title: Greater effectiveness of ε-viniferin in red wine than its monomer resveratrol for inhibiting vascular smooth muscle cell proliferation and migration.

Journal: Bioscience, biotechnology, and biochemistry 20110101

Title: Leaf and stem of Vitis amurensis and its active components protect against amyloid β protein (25-35)-induced neurotoxicity.

Journal: Archives of pharmacal research 20101001

Title: Resveratrol oligomers from Vatica albiramis.

Journal: Journal of natural products 20100924

Title: Effects of resveratrol analogs on cell cycle progression, cell cycle associated proteins and 5fluoro-uracil sensitivity in human derived colon cancer cells.

Journal: International journal of cancer 20090615

Title: Optimization of solid-liquid extraction of resveratrol and other phenolic compounds from milled grape canes (Vitis vinifera).

Journal: Journal of agricultural and food chemistry 20080813

Title: 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.

Journal: Journal of agricultural and food chemistry 20080326

Title: (-)-Trans-epsilon-viniferin, a polyphenol present in wines, is an inhibitor of noradrenaline and 5-hydroxytryptamine uptake and of monoamine oxidase activity.

Journal: European journal of pharmacology 20060807

Title: Resveratrol oligomers are potent MRP1 transport inhibitors.

Journal: Anticancer research 20060101

Title: Reverse pharmacognosy: application of selnergy, a new tool for lead discovery. The example of epsilon-viniferin.

Journal: Current drug discovery technologies 20050901

Title: Determination of stilbenes (delta-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, epsilon-viniferin) in Brazilian wines.

Journal: Journal of agricultural and food chemistry 20050713

Title: Comparison of the effects of the chemopreventive agent resveratrol and its synthetic analog trans 3,4,5,4'-tetramethoxystilbene (DMU-212) on adenoma development in the Apc(Min+) mouse and cyclooxygenase-2 in human-derived colon cancer cells.

Journal: International journal of cancer 20050610

Title: Viniferin formation by COX-1: evidence for radical intermediates during co-oxidation of resveratrol.

Journal: Journal of natural products 20050101

Title: Regioselective oxidative coupling of 4-hydroxystilbenes: synthesis of resveratrol and epsilon-viniferin (E)-dehydrodimers.

Journal: The Journal of organic chemistry 20040402

Title: Differential inhibition of human cytochrome P450 enzymes by epsilon-viniferin, the dimer of resveratrol: comparison with resveratrol and polyphenols from alcoholized beverages.

Journal: Life sciences 20030718

Title: Diptoindonesin A, a new C-glucoside of epsilon-viniferin from Shorea seminis (Dipterocarpaceae).

Journal: Fitoterapia 20021001

Title: 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.

Journal: Leukemia & lymphoma 20021001

Title: Antioxidant properties of trans-epsilon-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media.

Journal: Journal of agricultural and food chemistry 20020227

Title: [Studies on chemical constituents of oligostilbenes from Vitis davidii Foex].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20010801

Title: 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.

Title: 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.

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