Cas no 62218-13-7 (alpha-Viniferin)

Alpha-Viniferin is a naturally occurring oligostilbene compound, primarily derived from plants such as Caragana sinica and Vitis vinifera. It exhibits notable biological activities, including antioxidant, anti-inflammatory, and anticancer properties, making it a subject of interest in pharmacological and nutraceutical research. Its polyphenolic structure contributes to its ability to scavenge free radicals and modulate cellular signaling pathways. Alpha-Viniferin has also demonstrated potential in inhibiting enzymes like cyclooxygenase (COX) and lipoxygenase (LOX), which are involved in inflammatory processes. Due to its stability and bioavailability, it is increasingly studied for therapeutic applications, particularly in oxidative stress-related disorders and chronic diseases.
alpha-Viniferin structure
alpha-Viniferin structure
Product Name:alpha-Viniferin
CAS No:62218-13-7
MF:C42H30O9
MW:678.682212352753
CID:507733
PubChem ID:196402
Update Time:2025-06-11

alpha-Viniferin Chemical and Physical Properties

Names and Identifiers

    • alpha-Viniferin
    • Cyclonona[1,2,3-cd:4,5,6-c'd':7,8,9-c''d'']- trisbenzofuran-4,9,14-triol,2,2a,7,7a,12,12ahexahydro- 2,7,12-tris(4-hydroxyphenyl)-,(2R,2aR,7R,7aR,12S,12aS)-rel-(+)-
    • Cyclonona[1,2,3-cd:4,5,6-c'd':7,8,9-c''d'']- trisbenzofuran-4,9,14-triol,2,2a,7,7a,12,12ahexah...
    • α-Viniferin
    • (+)-alpha-viniferin
    • [ "" ]
    • SCHEMBL2721242
    • B0005-188645
    • A868528
    • Q4734921
    • AKOS032948514
    • NCI60_019296
    • (2S,2aS,7S,7aS,12R,12aR)-2,2a,7,7a,12,12a-Hexahydro-2,7,12-tris(4-hydroxyphenyl)cyclonona[1,2,3-cd:4,5,6-c'd':7,8,9-c''d'']trisbenzofuran-4,9,14-triol
    • CHEMBL1997745
    • (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.1^{2,5.1^{10,13.0^{21,25.0^{9,27.0^{17,26]heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
    • NSC655524
    • NSC-655524
    • Cyclonona(1,2,3-cd:4,5,6-c'd':7,8,9-c''d'')trisbenzofuran-4,9,14-triol, 2,2a,7,7a,12,12a-hexahydro-2,7,12-tris(4-hydroxyphenyl)-, (2R*,2aR*,7R*,7aR*,12S*,12aS*)-
    • DTXSID40211274
    • CHEMBL443463
    • (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis[1]benzofuro[3',4':4,5,6
    • CHEBI:66359
    • UNII-53XER6FHLX
    • SCHEMBL2721238
    • BDBM50362650
    • 62218-13-7
    • CS-0023432
    • Viniferin-alpha
    • 53XER6FHLX
    • (+)-.alpha.-Viniferin
    • (+)--Viniferin
    • (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.12,5.110,13.021,25.09,27.017,26]heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
    • 3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol
    • HY-N2854
    • VINIFERIN, ALPHA-
    • FS-8889
    • .ALPHA.-VINIFERIN
    • CYCLONONA(1,2,3-CD:4,5,6-C'D':7,8,9-C''D'')TRISBENZOFURAN-4,9,14-TRIOL, 2,2A,7,7A,12,12A-HEXAHYDRO-2,7,12-TRIS(4-HYDROXYPHENYL)-, (2R*,2AR*,7R*,7AR*,12S*,12AS*)-(+)-
    • (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis[1]benzofuro[3',4':4,5,6;3'',4'':7,8,9]cyclonona[1,2,3-cd][1]benzofuran-4,9,14-triol
    • lpha-Viniferin
    • (2R,2aR,7R,7aR,12S,12aS)-2,7,12-tris(4-hydroxyphenyl)-2,2a,7,7a,12,12a-hexahydrobis(1)benzofuro(3',4':4,5,6;3'',4'':7,8,9)cyclonona(1,2,3-cd)(1)benzofuran-4,9,14-triol
    • 3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo(16.6.1.12,5.110,13.021,25.09,27.017,26)heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
    • 3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo[16.6.1.12,5.110,13.021,25.09,27.017,26]heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
    • (2R,3R,10R,11R,18S,19S)-3,11,19-tris(4-hydroxyphenyl)-4,12,20-trioxaheptacyclo(16.6.1.12,5.110,13.021,25.09,27.017,26)heptacosa-1(25),5,7,9(27),13,15,17(26),21,23-nonaene-7,15,23-triol
    • a-viniferin
    • DTXCID40133765
    • Inchi: 1S/C42H30O9/c43-22-7-1-19(2-8-22)40-37-28-13-25(46)17-32-35(28)39(42(50-32)21-5-11-24(45)12-6-21)30-15-27(48)18-33-36(30)38(29-14-26(47)16-31(49-40)34(29)37)41(51-33)20-3-9-23(44)10-4-20/h1-18,37-48H/t37-,38-,39+,40+,41+,42-/m1/s1
    • InChI Key: KUTVNHOAKHJJFL-ZSIJVUTGSA-N
    • SMILES: O1C2=CC(=CC3=C2[C@H]([C@@H]1C1C=CC(=CC=1)O)C1C=C(C=C2C=1[C@@H]([C@@H](C1C=CC(=CC=1)O)O2)C1C=C(C=C2C=1[C@@H]3[C@H](C1C=CC(=CC=1)O)O2)O)O)O

Computed Properties

  • Exact Mass: 678.18900
  • Monoisotopic Mass: 678.189
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 6
  • Hydrogen Bond Acceptor Count: 9
  • Heavy Atom Count: 51
  • Rotatable Bond Count: 3
  • Complexity: 1080
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 6
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 149A^2
  • XLogP3: 6.8

Experimental Properties

  • Color/Form: Powder
  • Density: 1.517
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.768
  • PSA: 149.07000
  • LogP: 8.03040

alpha-Viniferin Security Information

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Additional information on alpha-Viniferin

Exploring Alpha-Viniferin (CAS No. 62218-13-7): A Potent Natural Compound with Multifaceted Bioactivities

Alpha-Viniferin (CAS No. 62218-13-7), a naturally occurring stilbenoid oligomer, has garnered significant attention in recent years due to its diverse pharmacological properties. Derived primarily from plants like Caragana sinica and Vitis vinifera (grapevine), this compound belongs to the resveratrol oligomer family, sharing structural similarities with the well-known antioxidant resveratrol. Researchers are increasingly focusing on alpha-viniferin benefits, particularly its potential in anti-inflammatory, antioxidant, and anti-aging applications, aligning with current consumer interest in natural health solutions.

The molecular structure of 62218-13-7 features a unique trimeric stilbene framework, which contributes to its enhanced bioactivity compared to simpler stilbenes. Recent studies published in journals like Journal of Natural Products highlight its superior free radical scavenging capacity, with particular efficacy against ROS (Reactive Oxygen Species) – a key factor in cellular aging and various chronic conditions. This positions alpha-viniferin supplements as a promising area in the booming nutraceutical market, projected to reach $722 billion by 2030 according to Grand View Research.

In dermatological applications, alpha-viniferin skincare products are emerging as a novel category, capitalizing on the compound's dual anti-collagenase and anti-elastase activities. Clinical observations suggest it may help maintain skin elasticity by inhibiting MMP enzymes more effectively than standard vitamin C serums, making it a sought-after ingredient in cosmeceutical formulations. The compound's ability to modulate NF-κB signaling pathways further supports its potential in addressing inflammatory skin conditions like atopic dermatitis.

Metabolic research reveals intriguing data about alpha-viniferin and glucose metabolism. In vitro studies demonstrate its capacity to enhance GLUT4 translocation in adipocytes, suggesting possible applications in blood sugar management formulations. While not a substitute for medical treatment, these findings contribute to the growing body of evidence supporting natural compounds for metabolic support, a trending topic in functional medicine circles.

The extraction and standardization of CAS 62218-13-7 present technical challenges due to its complex structure and typically low natural abundance. Advanced techniques like high-speed counter-current chromatography (HSCCC) have shown promise in isolating high-purity alpha-viniferin extract, though production costs remain a limiting factor for widespread commercial adoption. Current research focuses on sustainable sourcing methods and biosynthetic pathways to address scalability issues.

Quality assessment of alpha-viniferin products requires sophisticated analytical methods. HPLC-UV and LC-MS/MS are commonly employed to verify purity and quantify active content, with industry standards typically requiring ≥95% purity for research-grade material. Consumers seeking alpha-viniferin where to buy should prioritize suppliers providing comprehensive certificates of analysis (CoA) and transparent sourcing information.

Emerging preclinical data suggests potential applications in neuroprotection, with particular interest in its ability to cross the blood-brain barrier and modulate Nrf2 pathways. While human trials are still limited, these findings align with growing consumer interest in cognitive health supplements, especially among aging populations concerned about brain fog and memory support.

From a regulatory perspective, alpha-viniferin safety profiles appear favorable in current toxicological assessments, with no significant adverse effects reported at typical dosages. However, as with any bioactive compound, proper dosing guidelines should be established through rigorous clinical research. The compound's status as a novel food ingredient varies by region, requiring careful consideration in product development.

The future research trajectory for 62218-13-7 includes exploring synergistic combinations with other polyphenols, optimization of bioavailability enhancement strategies, and investigation of its epigenetic modulation potential. As the scientific community continues to unravel the multifaceted activities of this remarkable compound, alpha-viniferin research represents an exciting frontier in natural product pharmacology.

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