Research Article: 17α-Acet­oxy-11β-hy­droxy-6α-methyl­pregn-4-ene-3,20-dione

Date Published: July 01, 2012

Publisher: International Union of Crystallography

Author(s): Sammer Yousuf, Saira Bano, M. Iqbal Choudhary.


The title compound, C24H34O5, a fungal-transformed metabolite of the injecta­ble contraceptive medroxyprogesterone acetate, consists of four fused rings (A, B, C and D; steroid labelling). Ring A exists in a half-chair conformation while trans-fused rings B and C adopt chair conformations. The five-membered ring D adopts an envelope conformation with the C atom bound to the methyl group at the flap. In the crystal, adjacent mol­ecules are linked by O—H⋯O and C—H⋯O hydrogen bonds, forming infinite chains along the a axis.

Partial Text

For biotransformational studies, see: Manosroi et al. (2006 ▶), Choudhary et al. (2005 ▶). For the crystal structures of closely related compounds, see: Yousuf et al. (2011 ▶, 2010 ▶). For puckering parameters, see: Cremer & Pople (1975 ▶).




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