5β-Pregnane

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
CAS Number
  • 481-26-5
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:20674
ChemSpider
  • 388608
ECHA InfoCard 100.164.905 Edit this at Wikidata
KEGG
  • C01523
PubChem CID
  • 439513
UNII
  • 10Z78HHV4C
CompTox Dashboard (EPA)
  • DTXSID80331420 Edit this at Wikidata
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-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
Chemical formula
 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
Chemical compound

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.[citation needed]

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.
  • v
  • t
  • e
Steroid classification
C17C18
C19C20C21C23C24C27Functional groupElements removedElements replaced


Stub icon

This article about a steroid is a stub. You can help Wikipedia by expanding it.

  • v
  • t
  • e