Estrane

Names
IUPAC name

5ξ-Estrane[1]

Systematic IUPAC name

(3aS,3bR,5aΞ,9aS,9bR,11aS)-11a-Methylhexadecahydro-1H-cyclopenta[a]phenanthrene

Identifiers

CAS Number

* 24749-37-9 N[EPA]

3D model (JSmol)

* Interactive image

Beilstein Reference

| 3125721
ChEBI |

* CHEBI:23966 N

ChemSpider |

* 11179505 Y
* 4574149 (1R,2S,10R,11S,15S)-15-methyl,heptadec Y
* 5256802 (1R,2S,7R,10R,11S,15S)-15-methyl,heptadec Y
* 5256794 (1R,2S,7S,10R,11S,15S)-15-methyl,heptadec Y

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

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,2-12H2,1H3 Y

Key: GRXPVLPQNMUNNX-UHFFFAOYSA-N Y

SMILES

* CC12CCCC1C1CCC3CCCCC3C1CC2

Properties

Chemical formula

| 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).

N verify (what is YN ?)
Infobox references

Tracking categories (test):

* SizeSet

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.

## See also

* Androstane
* Pregnane

## References

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

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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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