2801. Daidzein

Nomenclature

CAS number: 486-66-8
7-Hydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4′,7-dihydroxyisoflavone.
C15H10O4; mol wt 254.24.
C 70.86%, H 3.96%, O 25.17%.

Description and references

The aglucon of daidzin, prepd by hydrolysis with HCl in methanol: Walz, Ann. 489, 118 (1931). Isoln from red clover: Wong, J. Sci. Food Agric. 13, 304 (1962); from the mold Micromonospora halophytica: Ganguly, Sarre, Chem. Ind. (London) 1970, 201. Synthesis: Baker et al., J. Chem. Soc. 1933, 274; Wessely et al., Ber. 66, 685 (1933); Mahal et al., J. Chem. Soc. 1934, 1769; Baker et al., ibid. 1953, 1852; Farkas, Ber. 90, 2940 (1957). Biosynthetic study: Grisebach, Zilg, Z. Naturforsch. 23b, 494 (1968).

Chemical structure

Properties

Pale-yellow prisms from dil alc, dec 315-323°. uv max: 250 nm (log ε 4.44). Sol in alcohol, ether.

Derivative

7-Glucoside.

Nomenclature

Daidzin.
C21H20O9; mol wt 416.38.
C 60.58%, H 4.84%, O 34.58%.

Description and references

Isoln from soybean meal (Soja hispida): Walz, loc. cit. Synthesis: Farkas, Várady, Ber. 92, 819 (1959).

Properties

Monohydrate, needles from water, dec 234-236°. [α]D20 -36.4° (0.02N NaOH). Sol in water and aq alcohol.