Allopregnane

5α-Pregnane, also known as Allopregnane 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.

Allopregnane

Names
IUPAC name (5R,8S,9S,10S,13R,14S,17S)-17-ethyl-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene
Other names Allopregnane; 17β-Ethyl-5α-androstane; 10β,13β-Dimethyl-17β-ethyl-5α-gonane
Identifiers
CAS Number	641-85-0
3D model (JSmol)	Interactive image
Beilstein Reference	2502007
ChEBI	CHEBI:20656
ChemSpider	5256800
ECHA InfoCard	100.010.345
EC Number	211-378-3
PubChem CID	6857463
UNII	ZTF5KN7S9R
InChI InChI=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 Key: JWMFYGXQPXQEEM-GCOKGBOCSA-N
SMILES CC[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@@H]4[C@@]3(CCCC4)C)C
Properties
Chemical formula	C21H36
Molar mass	288.519 g/mol
Hazards
GHS hazard statements	H413
GHS precautionary statements	P273, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

See also

• 5β-Pregnane
• Etiocholane
• Gonane

References

1. Schneider, J. J. (November 1952). "Conversion of desoxycorticosterone to four allopregnane metabolites by rat liver in vitro". J Biol Chem. 199 (1): 235–244. PMID 12999835.
2. William M. Haynes (22 June 2016). CRC Handbook of Chemistry and Physics, 97th Edition. CRC Press. pp. 3–. ISBN 978-1-4987-5429-3.