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Lup-20(29)-en-28-ol-3-one (betulone).

ABSTRACT: The asymmetric unit of the title compound, C30H48O2, contains two independent mol-ecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each mol-ecule, the fused six-membered rings have chair-chair-chair-chair conformations and the cyclo-pentane ring adopts an envelope conformation with the C atom bearing the hy-droxy-methyl group as the flap. All ring junctions are trans-fused. With the exception of one of the methyl groups adjacent to the C=O group, all the methyl groups are in axial positions. The isopropenyl group is equatorial and the hy-droxy-methyl group is in an axial orientation. In the crystal, weak C-H?O inter-actions link the mol-ecules into chains along [010]. Weak intra-molecular C-H?O hydrogen bonds are also observed but the hy-droxy groups are not involved in hydrogen bonds.

SUBMITTER: Boryczka S

PROVIDER: S-EPMC3648317 | biostudies-literature | 2013 May

REPOSITORIES: biostudies-literature

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Lup-20(29)-en-28-ol-3-one (betulone).

Boryczka Stanisław S Michalik Ewa E Kusz Joachim J Nowak Maria M Chrobak Elwira E

Acta crystallographica. Section E, Structure reports online 20130427 Pt 5

The asymmetric unit of the title compound, C30H48O2, contains two independent mol-ecules, the main difference between them being that the isopropenyl group is rotated by approximately 180°. In each mol-ecule, the fused six-membered rings have chair-chair-chair-chair conformations and the cyclo-pentane ring adopts an envelope conformation with the C atom bearing the hy-droxy-methyl group as the flap. All ring junctions are trans-fused. With the exception of one of the methyl groups adjacent to th ...[more]

PMID: 23723937

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