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Etiocholane

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Etiocholane
Names
IUPAC name 5β-Androstane
Systematic IUPAC name (3aS,3bS,5aS,9aS,9bS,11aS)-9a,11a-Dimethylhexadecahydro-1H-cyclopentaphenanthrene
Other names 5-Epiandrostane
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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/s1Key: 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/s1Key: QZLYKIGBANMMBK-DYKIIFRCBC
SMILES
  • C12CCC13CC4CCCC4(3CC2)C
Properties
Chemical formula C19H32
Molar mass 260.465 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

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, 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.
Steroid classification
C17
C18
C19
C20
C21
C23
C24
C27
Functional group
Elements removed
Elements replaced
Category: