Acta Cryst. (2003). E59, o1694-o1696  [ doi:10.1107/S1600536803021822 ]

Absolute configuration of 14-hydroxy-3-O-(L-thevetosyl)-5-card-20(22)-enolide chloroform disolvate

H.-K. Fun, S. Chantrapromma, S. Cheenpracha, C. Karalai, S. Anjum, K. Chantrapromma and A. A. Rahman

Abstract: The structure of 14-hydroxy-3-O-(L-thevetosyl)-5-card-20(22)-enolide, C₃₀H₄₆O₈, (I), has been reported previously [Chantrapromma et al. (2003). Acta Cryst. C59, o68-o70] in the assumed L form. In order to establish the absolute configuration of this important naturally occurring triterpenoidal glycoside, we have successfully incorporated chloroform molecules in the crystal structure by using chloroform as a solvent during crystallization, viz. C₃₀H₄₆O₈·2CHCl₃, (I). The present X-ray study confirms that the previously assumed stereochemistry, viz. the L form, is correct. As previously reported, the steroid nucleus has a cis/trans/cis configuration. However, the present structure differs from that reported earlier in the orientations of the lactone ring and glycosidic linkages.

Online 15 October 2003

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