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The molecular structure of (20R)-20-phenyl-5-pregnene-3 beta, 20-diol, an inhibitor of cholesterol conversion to pregnenolone.

Authors
  • Weeks, C M
  • Strong, P D
  • Daux, W L
  • Vickery, L E
Type
Published Article
Journal
Steroids
Publisher
Elsevier
Publication Date
Sep 01, 1982
Volume
40
Issue
3
Pages
359–368
Identifiers
PMID: 7184208
Source
Medline
License
Unknown

Abstract

The crystal and molecular structure of (20R)-20-phenyl-5-pregnene-3 beta, 20-diol hemihydrate has been determined by X-ray analysis in order to establish the configuration and conformation at C(20). Interest in this compound was stimulated by its high affinity inhibitory binding to cytochrome P-450SCC, the enzyme which catalyzes the biosynthesis of pregnenolone (3 beta-hydroxy-5-pregnen-20-one) from cholesterol. The results of the analysis suggest a possible conformation for the cholesterol side chain in the enzyme complex.

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