Structure determination of 3 beta, 17-dihydroxy-17 alpha-pregn-5-ene-20-one.
The title compound was synthesized as part of an effort to determine the identity of an abnormal steroid metabolite present in the urine of a patient exhibiting pronounced gynecomastia. The X-ray investigation of the synthesized compound showed that the 20-carbonyl of the 17 alpha oriented side chain lies under the D ring, and does not participate in hydrogen bonding in the crystal lattice. This conformation appears to be stable and sufficiently shielded that it is unlikely to make a major contribution to possible protein interactions.
D006907:17-alpha-Hydroxypregnenolone; D055598:Chemical Phenomena; D002621:Chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D014961:X-Ray Diffraction
D006907:17-alpha-Hydroxypregnenolone