3644. Equol

Nomenclature

CAS number: 531-95-3
3,4-Dihydro-3-(4-hydroxyphenyl)-2H-1-benzopyran-7-ol; 4′,7-isoflavandiol; 4′,7-dihydroxyisoflavan; 7-hydroxy-3-(4′-hydroxyphenyl)chroman.
C15H14O3; mol wt 242.27.
C 74.36%, H 5.82%, O 19.81%.

Description and references

Isoln from mare's urine: G. F. Marrian, G. A. D. Haslewood, Biochem. J. 26, 1226 (1932); from human urine: M. Axelson et al., ibid. 201, 353 (1982). Physical description: eidem, ibid. 29, 1586 (1935); F. Wessely et al., Monatsh. Chem. 71, 215 (1938). Structure: F. Wessely, F. Prillinger, Ber. 72B, 629 (1939); E. L. Anderson, G. F. Marrian, J. Biol. Chem. 127, 649 (1939). Abs config: H. Suginome, Bull. Chem. Soc. Jpn. 39, 409 (1966). Prepn of (±)-form: J. A. Lamberton et al., Aust. J. Chem. 31, 455 (1978).

Chemical structure

Properties

Crystals from aq ethanol, mp 189-190.5°. [α]D -21.5°.