Prunetin
Structural Formula Vector Image
Title: Prunetin
CAS Registry Number: 552-59-0
CAS Name: 5-Hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one
Additional Names: 4¢,5-dihydroxy-7-methoxyisoflavone; prunusetin
Molecular Formula: C16H12O5
Molecular Weight: 284.26
Percent Composition: C 67.60%, H 4.26%, O 28.14%
Literature 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°.
Melting point: mp 240°
 
Derivative Type: Diacetate
Molecular Formula: C20H16O7
Molecular Weight: 368.34
Percent Composition: C 65.22%, H 4.38%, O 30.41%
Properties: Rods from methanol, mp 222.5°.
Melting point: mp 222.5°
 
Derivative Type: 4¢-Glucoside
Additional Names: Prunitrin
Molecular Formula: C22H22O10
Molecular Weight: 446.40
Percent Composition: C 59.19%, H 4.97%, O 35.84%
Literature References: Isoln: Finnemore, Pharm. J. 31, 604 (1910). Structure and synthesis: Zemplén, Farkas, Ber. 90, 836 (1957).
Properties: Needles, mp 235-236°. Sol in hot water, ethyl acetate.
Melting point: mp 235-236°

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