CAS 104691-86-3

5,7-Dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one

Description:

5,7-Dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one, also known by its CAS number 104691-86-3, is a flavonoid compound characterized by its complex polyphenolic structure. This compound features multiple hydroxyl groups, which contribute to its potential antioxidant properties, making it of interest in various biological and pharmacological studies. The presence of a benzopyran core, along with a substituted phenyl group and an isoprenyl moiety, suggests that it may exhibit a range of biological activities, including anti-inflammatory and anticancer effects. Its solubility and stability can vary depending on the solvent and environmental conditions, which is crucial for its application in research and potential therapeutic uses. Additionally, the compound's structural features may influence its interaction with biological targets, making it a subject of interest in the development of natural product-based pharmaceuticals. Further studies are necessary to fully elucidate its mechanisms of action and potential health benefits.

Formula: C₂₀H₁₈O₅

InChI: InChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17(23)18-19(24)15(10-25-20(14)18)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3

InChI key: InChIKey=YGCCASGFIOIXIN-UHFFFAOYSA-N

SMILES: O=C1C=2C(=C(CC=C(C)C)C(O)=CC2O)OC=C1C3=CC=C(O)C=C3

Synonyms:

• 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-
• 4H-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-
• 5,7,4'-Trihydroxy-8-(3,3-dimethylallyl)isoflavone
• 5,7-Dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
• 8-Prenylgenistein
• Lupiwighteone

8-PRENYLGENISTEIN

CAS: 104691-86-3

Formula: C₂₀H₁₈O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 338.3539

Ref: IN-DA00930L

Lupiwighteone

CAS: 104691-86-3

Lupiwighteone

Purity: ≥98%

Molecular weight: 338.35g/mol

Ref: 54-BUP00550

Lupiwighteone

CAS: 104691-86-3

Formula: C₂₀H₁₈O₅

Purity: 95%~99%

Molecular weight: 338.359

Ref: BP-BPF6146

Lupiwighteone

CAS: 104691-86-3

Lupiwighteone has anti-angiogenesis potential, it also has anticancer and cancer preventive effects on SH-SY5Y cells.

Formula: C₂₀H₁₈O₅

Purity: 98.92%

Color and Shape: Solid

Molecular weight: 338.35

Ref: TM-TN1891

8-Prenylgenistein

CAS: 104691-86-3

8-Prenylgenistein is a prenylated isoflavone, which is a type of naturally occurring polyphenolic compound. It is primarily sourced from plants, particularly legumes, and is a derivative of genistein, an isoflavone commonly found in soy products. The addition of a prenyl group distinguishes 8-prenylgenistein from its parent compound, potentially enhancing its bioactivity and pharmacokinetics.

Formula: C₂₀H₁₈O₅

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 338.35 g/mol

Ref: 3D-FP137754

Lupiwighteone

CAS: 104691-86-3

Applications Lupiwighteone is a natural product derivative of Genistein (G350000). Genistein exhibits specific inhibitory activity against tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC50 - 2.6uM). Also inhibits other protein kinases through competitive inhibition of ATP. Inhibits tumor cell proliferation and induces tumor cell differentiation. Produces cell-cycle arrest and apoptosis in Jurat T-leukemia cells. However, it prevents anti-CD3 monoclonal antibody-induced thymic apoptosis. Genistein also inhibits topoisomerase II activity in vitro. Genistein has also been shown to inhibit the action of GABA on recombinant GABAA receptors 2. uv(max)ethanol: 262.5 nm (e= 138). moderately sol. in hot alcohol.
References Akiyama, T., et al.: J. Biol. Chem., 262, 5592 (1987); O'Dell, T.J., et al.: Nature, 353, 588 (1991); Aharonovits, O., et al.: Biochim Biophys. Acta, 1112, 181 (1992); Platanias, L.C., et al.: J. Biol. Chem., 267, 24053 (1992); Yoshida, H., et al.: Biochim. Biophys. Acta, 1137, 321 (1992); Uckun, F.M., et al.: Science, 267, 886 (1995); Merck Index 12th ed. 4395, Huang, R.Q.; Fang, M.J.; Dillon, G.H., Mol. Brain Res. 67: 177-183 (1999)

Formula: C₂₀H₁₈O₅

Color and Shape: Neat

Molecular weight: 338.354

Ref: TR-L478020