11,12-Dihy-droxy-10,6,8,11,13-icetexapentan-1-one

Acta Crystallogr Sect E Struct Rep Online. 2011 Jan 8;67(Pt 2):o256-7. doi: 10.1107/S1600536810053754.

Abstract

THE TITLE COMPOUND [SYSTEMATIC NAME: 14,15-dihy-droxy-7,7-dimethyl-13-(propan-2-yl)tricyclo-[9.4.0.0(3,8)]penta-deca-1(11),3(8),9,12,14-pentaen-4-one], C(20)H(24)O(3), is a new icetexane diterpenoid which was isolated from the roots of Premna obtusifolia (Verbenaceae). The mol-ecule has three fused rings: a cyclo-hexenone, a central cyclo-heptene and a benzene ring. The cyclo-hexenone ring is in an envelope conformation, whereas the cyclo-heptene ring is in a twisted boat conformation. Intra-molecular O-H⋯O hydrogen bonds generate S(5) and S(8) ring motifs. In the crystal, mol-ecules are linked into dimers through O-H⋯O hydrogen bonds. These dimers are arranged in to sheets parallel to the ac plane. C-H⋯O and weak C-H⋯π inter-actions are also present.