Algestone

Algestone
Clinical data
Other namesDihydroxyprogesterone; DHP; Alfasone; Alphasone; Neo-Alfasol; 16α,17α-Dihydroxyprogesterone; 16α,17α-Dihydroxypregn-4-ene-3,20-dione; Alphasone; Alfasone
Drug classProgestin; Progestogen
ATC code
  • None
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
IUPAC name
  • (8R,9S,10R,13S,14S,16R,17S)-17-acetyl-16,17-dihydroxy-10,13-dimethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.008.974
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Chemical and physical data
FormulaC21H30O4
Molar mass346.467 g·mol−1
3D model (JSmol)
SMILES
  • O=C4\C=C2/[C@]([C@H]1CC[C@@]3([C@@](O)(C(=O)C)[C@H](O)C[C@H]3[C@@H]1CC2)C)(C)CC4
InChI
  • InChI=1S/C21H30O4/c1-12(22)21(25)18(24)11-17-15-5-4-13-10-14(23)6-8-19(13,2)16(15)7-9-20(17,21)3/h10,15-18,24-25H,4-9,11H2,1-3H3/t15-,16+,17+,18-,19+,20+,21-/m1/s1
  • Key:CXDWHYOBSJTRJU-SRWWVFQWSA-N

Algestone (INN), also known as alphasone or alfasone, as well as dihydroxyprogesterone, is a progestin which was never marketed.[1] Another progestin, algestone acetophenide, in contrast, has been marketed as a hormonal contraceptive.[1]

Chemistry

Algestone, also known as 16α,17α-dihydroxyprogesterone or as 16α,17α-dihydroxypregn-4-ene-3,20-dione, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone.[1] Closely related analogues of algestone include 16α-hydroxyprogesterone, algestone acetonide, and algestone acetophenide.

References

  1. 1 2 3 Roberts AD (1991). Dictionary of Steroids: Chemical Data, Structures, and Bibliographies. CRC Press. p. 336. ISBN 978-0-412-27060-4. Retrieved 25 May 2012.


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