Clogestone

Clogestone (INN, BAN), also known as chlormadinol or as 3β,17α-dihydroxy-6-chloropregna-4,6-diene-20-one,[1] is a steroidal progestin that was synthesized in 1964 and was investigated as a progestin-only contraceptive but was never marketed.[2][3] A diacetate ester, clogestone acetate, also exists and similarly was never marketed.[2]

Clogestone
Clinical data
Other namesChlormadinol
Identifiers
IUPAC name
  • 1-[(1S,2R,5S,10R,11S,14R,15S)-8-chloro-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-6,8-dien-14-yl]ethan-1-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H29ClO3
Molar mass364.91 g·mol−1
3D model (JSmol)
SMILES
  • CC(=O)C1(CCC2C1(CCC3C2C=C(C4=CC(CCC34C)O)Cl)C)O
InChI
  • InChI=1S/C21H29ClO3/c1-12(23)21(25)9-6-16-14-11-18(22)17-10-13(24)4-7-19(17,2)15(14)5-8-20(16,21)3/h10-11,13-16,24-25H,4-9H2,1-3H3/t13-,14+,15-,16-,19+,20-,21-/m0/s1
  • Key:WZTUZRFSDWXDRM-IAGOJMRCSA-N

See also

References
  1. Litwack G (2 December 2012). Biochemical Actions of Hormones. Elsevier. pp. 323–. ISBN 978-0-323-15189-4.
  2. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 297–. ISBN 978-1-4757-2085-3.
  3. Hawkins DF, Elder MG (22 October 2013). Human Fertility Control: Theory and Practice. Elsevier Science. pp. 3–. ISBN 978-1-4831-6361-1.
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