Article · Wikipedia archive · Last revised Jul 7, 2026

19-Norpregnane

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, nomegestrol acetate, norgestomet, promegestone, segesterone acetate (nestorone), and trimegestone.

Last revised
Jul 7, 2026
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19-Norpregnane
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Names
IUPAC name
17β-Ethyl-5ξ-estrane
Systematic IUPAC name
(1S,3aS,3bR,5aΞ,9aS,9bR,11aR)-1-Ethyl-11a-methylhexadecahydro-1H-cyclopenta[a]phenanthrene
Other names
13β-Methyl-17β-ethylgonane
Identifiers
3D model (JSmol)
ChemSpider
  • 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/s1
    Key: ALSXNTIVNJBNQE-ZWONNITHSA-N
  • CC[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4[C@@H]3CCCC4)C
Properties
C20H34
Molar mass 274.492 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.1

See also

See also

References

References

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