Crystal structure of betulinic acid methanol monosolvate

Acta Crystallogr Sect E Struct Rep Online. 2014 Nov 8;70(Pt 12):o1242-3. doi: 10.1107/S1600536814023848. eCollection 2014 Dec 1.

Abstract

The title compound [systematic name: 3β-hy-droxy-lup-20(29)-en-28-oic acid methanol monosolvate], C30H48O3·CH3OH, is a solvent pseudopolymorph of a naturally occurring plant-derived lupane-type penta-cyclic triterpenoid, which was isolated from the traditional Chinese medicinal plant Syzygium jambos (L.) Alston. The dihedral angle between the planes of the carb-oxy-lic acid group and the olefinic group is 12.17 (18)°. The A/B, B/C, C/D and D/E ring junctions are all trans-fused. In the crystal, O-H⋯O hydrogen bonds involving the hy-droxy and carb-oxy-lic acid groups and the methanol solvent mol-ecule give rise to a two-dimensional network structure lying parallel to (001).

Keywords: Syzygium jambos (L.) Alston; betulinic acid; crystal structure; hydrogen bonding; lup-20(29)-en-28-oic acid; natural product.