Estrane

Estrane
Stereo structural formula of estrane ((1R,2S,10R,11S,15S)-15-methyl,heptadec)
Names
IUPAC name
5ξ-Estrane[1]
Systematic IUPAC name
(3aS,3bR,5aΞ,9aS,9bR,11aS)-11a-Methylhexadecahydro-1H-cyclopenta[a]phenanthrene
Identifiers
3D model (JSmol)
3125721
ChEBI
ChemSpider
  • 11179505 checkY
  • 4574149 (1R,2S,10R,11S,15S)-15-methyl,heptadec checkY
  • 5256802 (1R,2S,7R,10R,11S,15S)-15-methyl,heptadec checkY
  • 5256794 (1R,2S,7S,10R,11S,15S)-15-methyl,heptadec checkY
  • 12313694
  • 5460658 (1R,2S,10R,11S,15S)-15-methyl,heptadec
  • 6857465 (1R,2S,7R,10R,11S,15S)-15-methyl,heptadec
  • 6857457 (1R,2S,7S,10R,11S,15S)-15-methyl,heptadec
  • InChI=1S/C18H30/c1-18-11-4-7-17(18)16-9-8-13-5-2-3-6-14(13)15(16)10-12-18/h13-17H,2-12H2,1H3 checkY
    Key: GRXPVLPQNMUNNX-UHFFFAOYSA-N checkY
  • CC12CCCC1C1CCC3CCCCC3C1CC2
Properties
C18H30
Molar mass 246.438 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Not to be confused with estrone.

Estrane is a C18 steroid derivative, with a gonane core.

Estrenes are estrane derivatives that contain a double bond, with an example being nandrolone.[2] Estratrienes (estrins) are estrane derivatives that contain three double bonds, for instance estrin (estra-1,3,5(10)-triene). A class of female sex hormones, estrogens, such as estradiol, estrone, and estriol are estratrienes.

  1. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 1529. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  2. ^ Estrenes at the U.S. National Library of Medicine Medical Subject Headings (MeSH)