Research Article: (3R,6R,12R,20S,24R)-20,24-Ep­oxy­dammarane-3,6,12,25-tetra­ol

Date Published: April 01, 2011

Publisher: International Union of Crystallography

Author(s): Lei Zhang, Huan-Mei Guo, Wen-Juan Li, Yi-Jun Gao, Qing-Guo Meng.


In the title compound, C30H52O5, the three six-membered rings are in chair conformations, the five-membered ring is in an envelope form and the tetra­hydro­furan ring has a conformation inter­mediate between half-chair and sofa. Intra­molecular O—H⋯O hydrogen bonds may influence the conformation of the mol­ecule. In the crystal, mol­ecules are linked by inter­molecular O—H⋯O hydrogen bonds, forming a three-dimensional network.

Partial Text

The title compound was prepared from 20(S)-protopanaxatriol which was degraded from Panax quinquefolium saponin. For background to and the medicinal properties of Panax ginseng and Panax quinquefolium, see: Shibata et al. (1985 ▶); Takano et al. (1999 ▶); Yu et al. (2007 ▶); Wang et al. (2010 ▶). For related structures, see: Shi et al. (1992 ▶); Meng et al. (2010 ▶).




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