7909. Prunetin
Nomenclature
CAS number: 552-59-0
5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one; 4′,5-dihydroxy-7-methoxyisoflavone; prunusetin. C16H12O5; mol wt 284.26.
C 67.60%, H 4.26%, O 28.14%.
Description and references
Isoln from Prunus spp., Rosaceae: Hasegawa, Shirato, J. Am. Chem. Soc. 79, 450 (1957); Hasegawa, ibid. 1738; Goel, Seshadri, Tetrahedron 5, 91 (1959); Plouvier, Compt. Rend. 250, 594 (1960). Identity with prunusetin: King, Jurd, J. Chem. Soc. 1952, 3211. Structure: Shrimer, Hull, J. Org. Chem. 10, 288 (1945). Synthesis: Bradbury, White, J. Chem. Soc. 1953, 871.
Properties
Needles from ethanol, mp 240°.Derivative
Diacetate.C20H16O7; mol wt 368.34.
C 65.22%, H 4.38%, O 30.41%.
Properties
Rods from methanol, mp 222.5°.Derivative
4′-Glucoside.Nomenclature
Prunitrin.C22H22O10; mol wt 446.40.
C 59.19%, H 4.97%, O 35.84%.
Description and references
Isoln: Finnemore, Pharm. J. 31, 604 (1910). Structure and synthesis: Zemplén, Farkas, Ber. 90, 836 (1957).