Pregnane
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Names | |
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IUPAC name
(8S,9S,10S,13R,14S,17S)-17-ethyl-
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Identifiers | |
3D model (JSmol)
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ChEBI | |
ChemSpider | |
PubChem CID
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CompTox Dashboard (EPA)
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Properties | |
C21H36 | |
Molar mass | 288.511 g/mol |
Density | 0.926 g/ml |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pregnane, also known as 17β-ethylandrostane or as 10β,13β-dimethyl-17β-ethylgonane, is a C21 steroid and, indirectly, a parent of progesterone. It is a parent hydrocarbon for two series of steroids stemming from 5α-pregnane (originally allopregnane) and 5β-pregnane (17β-ethyletiocholane). It has a gonane core.
5β-Pregnane is the parent of pregnanediones, pregnanolones, and pregnanediols, and is found largely in urine as a metabolic product of 5β-pregnane compounds.
Pregnanes
![](http://upload.wikimedia.org/wikipedia/commons/thumb/b/b0/Steroid_numbering.svg/260px-Steroid_numbering.svg.png)
Pregnanes are steroid derivatives with carbons present at positions 1 through 21.
Most biologically significant pregnane derivatives fall into one of two groups: pregnenes and pregnadienes. Another class is pregnatrienes.
Pregnenes
![](http://upload.wikimedia.org/wikipedia/commons/thumb/7/7c/Cortisone_structure.png/260px-Cortisone_structure.png)
Pregnenes have a double bond. Examples include:
Pregnadienes
![](http://upload.wikimedia.org/wikipedia/commons/thumb/b/ba/Cyproterone_acetate.svg/260px-Cyproterone_acetate.svg.png)
Pregnadienes have two double bonds. Examples include:
See also
References
External links
- Pregnanes at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
- PubChem
- Diagram at qmul.ac.uk
- Definition of Pregnane
- Progesterone Chemistry
- Progesterone record in European Bioinformatics database