Genistein

• Catalog No.: Bio-0628
• CAS Number: 446-72-0
• M. F.: C15H10O5
• M. W.: 270.2369

SYNONYMS

• IUPAC name: 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
• IUPAC Traditional name: 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one
• Synonyms: 4',5,7-Trihydroxyisoflavone

DATABASE IDS

• CAS Number: 446-72-0

PROPERTIES

• Application(s): Weak estrogen
• Application(s): Shows insect antifeedant and weak antibacterial activity against E. coli and Xanthomonas oryzae
• Application(s): Antioxidant
• Application(s): Claimed antineoplastic preventative activity
• Biological Source: V. widely distributed in the Leguminosae subf. Papilionoideae but also in Podocarpus spicatus (Podocarpaceae) and Prunus spp. (Rosaceae). Also prod. by microorganisms Streptomyces vulgare and other Streptomyces spp., Aspergillus niger, Mycobacterium phlei and Micromonospora halophytica. The major isoflavone in soy beans and isolated soy protein
• Mechanism of Action: Protein kinase inhibitor
• Mechanism of Action: Against protein tyrosine kinases including those activated by epidermal growth factor (EGRF) and platelet derived growth factor (PDGF) receptors
• Mechanism of Action: Antioxidant

REFERENCES

• Rosler, H. et al., Chem. Ber., 1965, 98, 2193, (deriv)
• Wagner, H. et al., Chem. Ber., 1967, 100, 101, (synth)
• Markham, K.R. et al., Phytochemistry, 1968, 7, 791, (isol)
• Ganguly, A.K. et al., Chem. Ind. (London), 1970, 201, (isol)
• Umezawa, H. et al., J. Antibiot., 1975, 28, 947, (isol)
• Pelter, A. et al., Synthesis, 1976, 326, (synth, derivs)
• Wagner, H. et al., Tet. Lett., 1976, 1799, (cmr)
• Hazeto, T. et al., J. Antibiot., 1979, 32, 217, (isol)
• Asahi, K. et al., J. Antibiot., 1981, 34, 919, (uv, ir)
• Ingham, J.L., Prog. Chem. Org. Nat. Prod., 1983, 43, 1, (rev, occur)
• Breytenbach, J.C., J. Nat. Prod., 1986, 49, 1003, (isol, deriv)
• Jain, A.C. et al., J.C.S. Perkin 1, 1986, 215, (synth)
• Murthy, M.S.R. et al., Org. Magn. Reson., 1986, 24, 225, (cmr)
• Goto et al., Agric. Biol. Chem., 1987, 51, 3003, (isol, props, pmr)
• Sekizaki, H. et al., Chem. Pharm. Bull., 1988, 36, 4876, (synth, derivs)
• Anyanwutaku, I.O. et al., J. Nat. Prod., 1992, 55, 1498, (isol, pmr, cmr, ms)
• Nishiyama, K. et al., Biosci., Biotechnol., Biochem., 1993, 57, 107, (synth)
• Wang, T.T. et al., Carcinogenesis (London), 1996, 17, 271, (pharmacol)
• Lewis, P. et al., J.C.S. Perkin 1, 1998, 2481-2484, (Genistin, synth, pmr, cmr)
• Balasubramanian, S. et al., Synth. Commun., 2000, 30, 469-484, (synth, pmr)
• Hendrich, S. et al., Handbook of Nutraceuticals and Functional Foods, (ed. Wildman, R.E.C.), CRC Press, 2001, 55-75, (occur, metab)