Title: Shionone
CAS Registry Number: 10376-48-4
CAS Name: (1R,4aS,4bS,6aS,8R,10aR,10bS,12aS)-Hexadecahydro-1,4b,6a,8,10a,12a-hexamethyl-8-(4-methyl-3-pentenyl)-2(1H)-chrysenone
Additional Names: D:A-friedo-18,19-secolup-19-en-3-one; 3b,5a,8,17ab-tetramethyl-3-(4-methyl-3-pentenyl)-D-homoandrostan-17-one
Molecular Formula: C30H50O
Molecular Weight: 426.72
Percent Composition: C 84.44%, H 11.81%, O 3.75%
Literature References: From Aster tartaricus L., Compositae: Nakaoki, J. Pharm. Soc. Jpn. 52, 499 (1932); C.A. 26, 48214 (1932); Takahashi et al., ibid. 79, 1281 (1959); C.A. 54, 4667g (1960). Structure: Y. Tanahashi et al., Bull. Soc. Chim. Fr. 1966, 1670. Conformation: Y. Moriyama et al., ibid. 1968, 2890.
Properties: Crystals from alc, mp 161-162°. [a]D26.5 -56.1° (c = 1.07 in chloroform). uv max (chloroform): 290 nm (log e 1.47).
Melting point: mp 161-162°
Optical Rotation: [a]D26.5 -56.1° (c = 1.07 in chloroform)
Absorption maximum: uv max (chloroform): 290 nm (log e 1.47) |