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
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
Pregnenes have a double bond. Examples include:
Pregnadienes
Pregnadienes have two double bonds. Examples include:
See also
References
- ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1530. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
External links
Media related to Pregnane at Wikimedia Commons- 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
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