5β-Pregnane
Names
IUPAC name
5β-Pregnane
Systematic IUPAC name
(1S,3aS,3bS,5aS,9aS,9bS,11aR)-1-Ethyl-9a,11a-dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
17β-Ethyletiocholane; 17β-Ethyl-5β-androstane; 10β,13β-Dimethyl-17β-ethyl-5β-gonane
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.164.905
KEGG
UNII
  • 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-NUNROCCHSA-N
  • 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
C21H36
Molar mass 288.519 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

5β-Pregnane, also known as 17β-ethyletiocholane or as 10β,13β-dimethyl-17β-ethyl-5β-gonane, is a steroid and a parent compound of a variety of steroid derivatives.[1] It is one of the epimers of pregnane, the other being 5α-pregnane. Derivatives of 5β-pregnane include the naturally occurring steroids 5β-dihydroprogesterone, pregnanolone, epipregnanolone, pregnanediol, and pregnanetriol, and the synthetic steroids hydroxydione, renanolone, ORG-20599, and SAGE-217. These derivatives include metabolites of progesterone and endogenous and synthetic neurosteroids.

See also

References

  1. William M. Haynes (22 June 2016). CRC Handbook of Chemistry and Physics, 97th Edition. CRC Press. pp. 3–. ISBN 978-1-4987-5429-3.


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