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19-Norpregnane

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19-Norpregnane
Names
IUPAC name 17β-Ethyl-5ξ-estrane
Systematic IUPAC name (1S,3aS,3bR,5aΞ,9aS,9bR,11aR)-1-Ethyl-11a-methylhexadecahydro-1H-cyclopentaphenanthrene
Other names 13β-Methyl-17β-ethylgonane
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C20H34/c1-3-15-9-11-19-18-10-8-14-6-4-5-7-16(14)17(18)12-13-20(15,19)2/h14-19H,3-13H2,1-2H3/t14?,15-,16-,17+,18+,19-,20+/m0/s1Key: ALSXNTIVNJBNQE-ZWONNITHSA-N
SMILES
  • CC1CC21(CC32CCC43CCCC4)C
Properties
Chemical formula C20H34
Molar mass 274.492 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

19-Norpregnane, also known as 13β-methyl-17β-ethylgonane, is a norsteroid and the 19-demethyl analogue of pregnane. It is the parent compound of 19-norprogesterone (19-norpregn-4-ene-3,20-dione) and derivatives of it such as the progestins demegestone, gestonorone caproate (gestronol hexanoate), nomegestrol acetate, norgestomet, promegestone, segesterone acetate (nestorone), and trimegestone.

See also

References

  1. Howard J.A. Carp, ed. (9 April 2015). Progestogens in Obstetrics and Gynecology. Springer. pp. 35–. ISBN 978-3-319-14385-9.


Steroid classification
C17
C18
C19
C20
C21
C23
C24
C27
Functional group
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