Pregnane#Pregnanes
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| verifiedrevid = 464213607
| ImageFile=Pregnane.svg
| ImageSize=
| ImageAlt=Skeletal formula of pregnane
| ImageFile1=Pregnane 3D ball.png
| ImageAlt1=Ball-and-stick model of the pregnane molecule
| IUPACName=5ξ-Pregnane{{cite book |author=International Union of Pure and Applied Chemistry |date=2014 |title=Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013 |publisher=The Royal Society of Chemistry |pages=1530 |doi=10.1039/9781849733069 |isbn=978-0-85404-182-4}}
| SystematicName=(1S,3aS,3bS,5aΞ,9aS,9bS,11aR)-1-Ethyl-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
| OtherNames=
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5256760
| InChI = 1/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1
| InChIKey = JWMFYGXQPXQEEM-WZBAXQLOBZ
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C21H36/c1-4-15-9-11-18-17-10-8-16-7-5-6-13-20(16,2)19(17)12-14-21(15,18)3/h15-19H,4-14H2,1-3H3/t15-,16?,17-,18-,19-,20-,21+/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = JWMFYGXQPXQEEM-WZBAXQLOSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 481-26-5
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 10Z78HHV4C
| PubChem=6857422
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 8386
| SMILES = C41CCCC[C@@]1([C@@H]3[C@H]([C@@H]2CC[C@@H]([C@@]2(C)CC3)CC)CC4)C
}}
|Section2={{Chembox Properties
| Formula=C21H36
| MolarMass=288.511 g/mol
| Appearance=
| Density=0.926 g/ml
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|Section3={{Chembox Hazards
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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
Image:Steroid numbering.svg nomenclature: Pregnanes have carbons 1 through 21.]]
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
Pregnadienes
{{main|Pregnadiene}}
Image:Cyproterone_acetate.svg]]
Pregnadienes have two double bonds. Examples include:
See also
References
{{Reflist|2}}
External links
- {{Commonscatinline}}
- {{MeshName|Pregnanes}}
- [https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=439513 PubChem]
- [https://web.archive.org/web/20110514155935/http://www.chem.qmul.ac.uk/iupac/sectionF/steroid/ster13.html Diagram at qmul.ac.uk]
- [http://cancerweb.ncl.ac.uk/cgi-bin/omd?pregnane Definition of Pregnane]
- [https://web.archive.org/web/20080618062909/http://users.rcn.com/jkimball.ma.ultranet/BiologyPages/P/Progesterone.html Progesterone Chemistry]
- [http://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:17026 Progesterone record in European Bioinformatics database]
{{Steroid classification}}
{{steroid-stub}}