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Diosgenin hemihydrate.

ABSTRACT: Diosgenin [or (22R,25R)-spirost-5-en-3?-ol] is the starting material of the Marker degradation, a cheap semi-synthesis of progesterone, which has been designated as an Inter-national Historic Chemical Landmark. Thus far, a single X-ray structure for diosgenin is known, namely its dimethyl sulfoxide solvate [Zhang et al. (2005 ?). Acta Cryst. E61, o2324-o2325]. We have now determined the structure of the hemihydrate, C(27)H(42)O(3)·0.5H(2)O. The asymmetric unit contains two diosgenin mol-ecules, with quite similar conformations, and one water mol-ecule. Hy-droxy groups in steroids and water mol-ecules form O-H?O hydrogen-bonded R(5) (4)(10) ring motifs. Fused edge-sharing R(10) rings form a backbone oriented along [100], which aggregates the diosgenin mol-ecules in the crystal structure.

SUBMITTER: Hernandez Linares MG

PROVIDER: S-EPMC3414290 | biostudies-other | 2012 Aug

REPOSITORIES: biostudies-other

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Diosgenin hemihydrate.

Hernández Linares María-Guadalupe MG Bernès Sylvain S Flores-Alamo Marcos M Guerrero-Luna Gabriel G Martínez-Gallegos Anselmo A AA

Acta crystallographica. Section E, Structure reports online 20120707 Pt 8

Diosgenin [or (22R,25R)-spirost-5-en-3β-ol] is the starting material of the Marker degradation, a cheap semi-synthesis of progesterone, which has been designated as an Inter-national Historic Chemical Landmark. Thus far, a single X-ray structure for diosgenin is known, namely its dimethyl sulfoxide solvate [Zhang et al. (2005 ▶). Acta Cryst. E61, o2324-o2325]. We have now determined the structure of the hemihydrate, C(27)H(42)O(3)·0.5H(2)O. The asymmetric unit contains two diosgenin mol-ecules, ...[more]

PMID: 22904823

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