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Quingestanol

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Chemical compound This article is about a non-clinically used progestin compound. For the pharmaceutical drug, see quingestanol acetate. Pharmaceutical compound
Quingestanol
Clinical data
Other namesNorethisterone 3-cyclopentyl enol ether; 3-(Cyclopentyloxy)-17α-ethynylestra-3,5-dien-17β-ol
Drug classProgestin; Progestogen
ATC code
Identifiers
IUPAC name
  • (8R,9S,10R,13S,14S,17R)-3-cyclopentyloxy-17-ethynyl-13-methyl-2,7,8,9,10,11,12,14,15,16-decahydro-1H-cyclopentaphenanthren-17-ol
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.031.078 Edit this at Wikidata
Chemical and physical data
FormulaC25H34O2
Molar mass366.545 g·mol
3D model (JSmol)
SMILES
  • O(\C4=C\C3=C\C2(CC1(C)(C#C)(O)CC12)3CC4)C5CCCC5
InChI
  • InChI=1S/C25H34O2/c1-3-25(26)15-13-23-22-10-8-17-16-19(27-18-6-4-5-7-18)9-11-20(17)21(22)12-14-24(23,25)2/h1,8,16,18,20-23,26H,4-7,9-15H2,2H3/t20-,21+,22+,23-,24-,25-/m0/s1
  • Key:PCJFRMOEZQQSAX-AIOSZGMZSA-N

Quingestanol (INNTooltip International Nonproprietary Name, BANTooltip British Approved Name), also known as norethisterone 3-cyclopentyl enol ether, is a progestin of the 19-nortestosterone group which was never marketed. It is a prodrug of norethisterone. An acylated derivative, quingestanol acetate, is used as a pharmaceutical drug.

See also

References

  1. ^ Macdonald F (1997). Dictionary of Pharmacological Agents. CRC Press. p. 1721. ISBN 978-0-412-46630-4. Retrieved 12 May 2012.
  2. Raynaud JP, Ojasoo T (1986). "The design and use of sex-steroid antagonists". J. Steroid Biochem. 25 (5B): 811–33. doi:10.1016/0022-4731(86)90313-4. PMID 3543501. Similar androgenic potential is inherent to norethisterone and its prodrugs (norethisterone acetate, ethynodiol diacetate, lynestrenol, norethynodrel, quingestanol).
  3. Di Carlo FJ, Loo JC, Aceto T, Zuleski FR, Barr WH (1974). "Quingestanol acetate metabolism in women". Pharmacology. 11 (5): 287–303. doi:10.1159/000136501. PMID 4853997.


Progesterone receptor modulators
PRTooltip Progesterone receptor
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Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
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Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens
Androgen receptor modulators
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens and anabolic steroids


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