Estrane - Misplaced Pages

Estrane
Names

IUPAC name 5ξ-Estrane
Systematic IUPAC name (3aS,3bR,5aΞ,9aS,9bR,11aS)-11a-Methylhexadecahydro-1H-cyclopentaphenanthrene
Identifiers
CAS Number	24749-37-9
3D model (JSmol)	Interactive image
Beilstein Reference	3125721
ChEBI	CHEBI:23966
ChemSpider	11179505 4574149 (1R,2S,10R,11S,15S)-15-methyl,heptadec 5256802 (1R,2S,7R,10R,11S,15S)-15-methyl,heptadec 5256794 (1R,2S,7S,10R,11S,15S)-15-methyl,heptadec
PubChem CID	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
CompTox Dashboard (EPA)	DTXSID60420109
InChI 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,2-12H2,1H3Key: GRXPVLPQNMUNNX-UHFFFAOYSA-N
SMILES CC12CCCC1C1CCC3CCCCC3C1CC2
Properties
Chemical formula	C₁₈H₃₀
Molar mass	246.438 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound 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. 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.

References

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.
Estrenes at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

v t e Steroid classification
C₁₇	Gonane
C₁₈	Estrane: Dehydrogenated: Estrene Estradiene Estratriene; Substituted: Estratrienolone Estratrienediol Estratrienetriol
C₁₉	Androstane: Dehydrogenated: Androstene Androstadiene Androstatriene; Substituted: Androstanol Androstenol Androstanone Androstenone Androstanediol Androstenediol Androstanedione Androstenedione Androstenetrione Androstanolone Androstenolone Androstadienol Androstadienone; Etiocholane
C₂₀	19-Norpregnane
C₂₁	Pregnane: Dehydrogenated: Pregnene Pregnadiene Pregnatriene; Substituted: Pregnanediol Pregnanetriol Pregnenediol Pregnanedione Pregnenedione 5α-Pregnane 5β-Pregnane
C₂₃	Cardanolide
C₂₄	Cholane Bile acid
C₂₇	Cholestane
Functional group	17-Ketosteroid Hydroxysteroid Halogenated steroid
Elements removed	Norsteroid Secosteroid
Elements replaced	Azasteroid

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