Etiocholane

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Etiocholane
Names
IUPAC name
5β-Androstane
Systematic IUPAC name
(3aS,3bS,5aS,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
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).

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.

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

See also[edit]

References[edit]

  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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