Allopregnane, also known as 5α-pregnane or as 10β,13β-dimethyl-17β-ethyl-5α-gonane, is a steroid and a parent compound of a variety of steroid derivatives.[1][2] It is one of the epimers of pregnane, the other being 5β-pregnane. Derivatives of allopregnane include the naturally occurring steroids allopregnanolone, allopregnanediol, isopregnanolone, and 5α-dihydroprogesterone.
Names | |
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IUPAC name
5α-Pregnane
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Systematic IUPAC name
(1S,3aS,3bS,5aR,9aS,9bS,11aR)-1-Ethyl-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene | |
Other names
Allopregnane; 17β-Ethyl-5α-androstane; 10β,13β-Dimethyl-17β-ethyl-5α-gonane
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Identifiers | |
3D model (JSmol)
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2502007 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.010.345 |
EC Number |
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PubChem CID
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UNII | |
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Properties | |
C21H36 | |
Molar mass | 288.519 g/mol |
Hazards | |
GHS labelling: | |
H413 | |
P273, P501 | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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See also
editReferences
edit- ^ Schneider, J. J. (November 1952). "Conversion of desoxycorticosterone to four allopregnane metabolites by rat liver in vitro". J Biol Chem. 199 (1): 235–244. doi:10.1016/S0021-9258(18)44830-2. PMID 12999835.
- ^ William M. Haynes (22 June 2016). CRC Handbook of Chemistry and Physics, 97th Edition. CRC Press. pp. 3–. ISBN 978-1-4987-5429-3.