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(E)-(25S)-23-Acetyl-5?-furost-22-ene-3?,26-diol.

ABSTRACT: The title steroid, C(29)H(46)O(4), is a furostene derivative with a C=C double-bond length of 1.353?(3)?Å and an E configuration. The side chain is oriented toward the ? face of the A-E steroidal nucleus and presents a disordered terminal CH(2)-OH group [occupancies for resolved sites are 0.591?(9) and 0.409?(9)]. The methyl group at C20 attached to ring E is also oriented toward the ? face, avoiding steric hindrance with the carbonyl O atom of the acetyl group. The furostene and acetyl functionalities form an ?,?-unsaturated ketone system, with an s-cis configuration. All hydr-oxy and carbonyl groups are involved in weak inter-molecular hydrogen bonds. The absolute configuration was assigned from the synthesis.

SUBMITTER: Hernandez Linares MG 

PROVIDER: S-EPMC2960791 | biostudies-literature | 2008 Feb

REPOSITORIES: biostudies-literature

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(E)-(25S)-23-Acetyl-5β-furost-22-ene-3β,26-diol.

Hernández Linares María-Guadalupe MG   Sandoval Ramírez Jesús J   Meza Reyes Socorro S   Montiel Smith Sara S   Bernès Sylvain S  

Acta crystallographica. Section E, Structure reports online 20080222 Pt 3

The title steroid, C(29)H(46)O(4), is a furostene derivative with a C=C double-bond length of 1.353 (3) Å and an E configuration. The side chain is oriented toward the α face of the A-E steroidal nucleus and presents a disordered terminal CH(2)-OH group [occupancies for resolved sites are 0.591 (9) and 0.409 (9)]. The methyl group at C20 attached to ring E is also oriented toward the α face, avoiding steric hindrance with the carbonyl O atom of the acetyl group. The furostene and acetyl function  ...[more]

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