Difference between revisions of "Spirostan"
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[[File:Spirostan.png|thumb|right]] | [[File:Spirostan.png|thumb|right]] | ||
| − | '''Spirostan''' is a defined [[parent hydride]] in the [[nomenclature of steroids]].<ref>{{IUPAC natural products 1999}}.</ref> | + | '''Spirostan''' is a defined [[parent hydride]] in the [[nomenclature of steroids]].<ref>{{IUPAC natural products 1999}}.</ref> It is characterised by a bicyclic side chain containing a [[ketone]] [[spiro]] [[acetal]] group. In the spirostan structure, the configurations of carbons 5 and 25 is not defined, and so must be specified for each derivative. Spirostan steroids include: |
| + | {| class="wikitable" | ||
| + | |- | ||
| + | ! | ||
| + | ! C-5 | ||
| + | ! C-25 | ||
| + | |- | ||
| + | | [[sarsasapogenin]] | ||
| + | | align=center | β | ||
| + | | align=center | ''S'' | ||
| + | |- | ||
| + | | [[smilagenin]] | ||
| + | | align=center | β | ||
| + | | align=center | ''R'' | ||
| + | |- | ||
| + | | [[tigogenin]] | ||
| + | | align=center | α | ||
| + | | align=center | ''R'' | ||
| + | |- | ||
| + | | [[disogenin]] | ||
| + | | align=center | Δ<sup>5</sup> | ||
| + | | align=center | ''R'' | ||
| + | |- | ||
| + | |} | ||
==References== | ==References== | ||
Revision as of 15:18, 8 March 2010
Spirostan is a defined parent hydride in the nomenclature of steroids.[1] It is characterised by a bicyclic side chain containing a ketone spiro acetal group. In the spirostan structure, the configurations of carbons 5 and 25 is not defined, and so must be specified for each derivative. Spirostan steroids include:
| C-5 | C-25 | |
|---|---|---|
| sarsasapogenin | β | S |
| smilagenin | β | R |
| tigogenin | α | R |
| disogenin | Δ5 | R |
References
- ↑ Revised Section F: Natural Products and Related Compounds (IUPAC Recommendations 1999). Pure Appl. Chem., 71 (4), 587–643. DOI: 10.1351/pac199971040587.
