Etiocholane

Etiocholane, also known as 5β-androstane or 5-epiandrostane, is an androstane (C19) steroid. It is the 5β-isomer of androstane. Etiocholanes include 5β-androstanedione, 5β-dihydrotestosterone, 3α,5β-androstanediol, 3β,5β-androstanediol, etiocholanolone, epietiocholanolone, and 3α,5β-androstanol.

Etiocholane
Names
Preferred IUPAC name
(3aS,3bS,5aS,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
5β-Androstane; 5-Epiandrostane
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
    Key: QZLYKIGBANMMBK-DYKIIFRCSA-N
  • InChI=1/C19H32/c1-18-11-5-7-16(18)15-9-8-14-6-3-4-12-19(14,2)17(15)10-13-18/h14-17H,3-13H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
    Key: QZLYKIGBANMMBK-DYKIIFRCBC
  • C[C@@]12CCC[C@H]1[C@@H]3CC[C@@H]4CCCC[C@@]4([C@H]3CC2)C
Properties
C19H32
Molar mass 260.465 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

17β-Ethyletiocholanes, or 5β-pregnanes,[1] include 5β-dihydroprogesterone, pregnanolone, and epipregnanolone, as well as pregnanediol and pregnanetriol.

See also

References
  1. William M. Haynes (19 April 2016). CRC Handbook of Chemistry and Physics, 93rd Edition. CRC Press. pp. 3–. ISBN 978-1-4398-8050-0.
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