α-Viniferin

SKU: orb2943140

Description

α-Viniferin is a 2-arylbenzofuran flavonoid known to inhibit prostaglandin H2 synthetase. It exhibits a broad range of pharmacological activities, including anti-inflammatory, anti-tumor, and anti-diabetic effects, supporting its investigation in neurodegenerative and infectious disease research models.

Research Area

Immunology & Inflammation, Metabolism Research, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 62218-13-7
• MW: 678.68
• Purity: 99.91%
• Formula: C₄₂H₃₀O₉
• SMILES: OC(C=C1)=CC=C1[C@@H](O2)[C@@H](C3=CC(O)=CC4=C3[C@@H](C5=CC(O)=CC(O6)=C75)[C@H](C8=CC=C(O)C=C8)O4)C9=C2C=C(O)C=C9[C@H]7[C@@H]6C%10=CC=C(O)C=C%10
• Target: Cytochromes P450,Prostaglandin Receptor,NO Synthase,Endogenous Metabolite

Bioactivity

• Target IC50:
  Mycobacterium tuberculosis:4.6 μM(MIC50)|Macrophages and pneumocytes:2.3-4.6 μM(MIC50)|CYP3A4:1.2μM|CYP2C19:0.93μM
• In Vivo:
  Oral bioavailability of α-viniferin in mice was 4.2 %.
• In Vitro:
  α-Viniferin at 3 - 10 muM dose-dependently inhibited IFN-gamma-induced production of NO, IFN-gamma-inducible protein-10 (IP-10), or the monokine induced by IFN-gamma (MIG) in RAW 264.7 cells and also that of NO in primary macrophages-derived from C57BL/6 mice. Furthermore, α-Viniferin diminished IFN-gamma-induced protein levels of inducible NO synthase (iNOS), attenuated mRNA levels of iNOS, IP-10, or MIG as well as inhibited promoter activity of the iNOS gene.α-viniferin is a bioactive phytochemical compound obtained from Carex humilis, which has the antitubercular activity. α-Viniferin was active against both drug-susceptible and -resistant strains of Mycobacterium tuberculosis at MIC50s of 4.6 μM in culture broth medium and MIC50s of 2.3-4.6 μM inside macrophages and pneumocytes. α-Viniferin strongly inhibited 7 of the 9 P450 (CYP) isoforms (except CYP2A6 and CYP2E1) in human. α-viniferin strongly inhibited CYP2C19-mediated omeprazole 5-hydroxylation and CYP3A4-catalyzed midazolam 1-hydroxylation with IC50 values of 0.93 and 1.2 μM, respectively.

Storage & Handling

• Storage: store at low temperature,keep away from direct sunlight | Powder: -20°C for 3 years | In solvent: -80°C for 1 year | Shipping with blue ice/Shipping at ambient temperature.
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

alpha Viniferin, ALPHA-VINIFERIN, alphaViniferin, a-Viniferin, NOSynthase, NO Synthase, Prostaglandin Receptor, ProstaglandinReceptor, P450, PGE, α-Viniferin

Compound Identifiers

PubChem CID

196402