Wighteone

CAS: 51225-30-0

Ref. TR-W499205

Product Information

• Name: Wighteone
• Synonyms: 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one, 5,7,4'-Trihydroxy-6-prenylisoflavone, Erythrinin B, 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-, 4H-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)-, 5,7,4′-Trihydroxy-6-prenylisoflavone
• CAS: 51225-30-0

Description

Applications Wighteone 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)

• Brand: TRC

Chemical properties

• Molecular weight: 338.35
• Formula: C₂₀H₁₈O₅
• Color/Form: Off-White to Pale Yellow Solid
• InChI: InChI=1S/C20H18O5/c1-11(2)3-8-14-16(22)9-17-18(19(14)23)20(24)15(10-25-17)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
• InChI key: InChIKey=KIMDVVKVNNSHGZ-UHFFFAOYSA-N
• SMILES: CC(C)=CCc1c(O)cc2occ(-c3ccc(O)cc3)c(=O)c2c1O