Algestone

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]

Algestone

Clinical data
Other names	Dihydroxyprogesterone; DHP; Alfasone; Alphasone; Neo-Alfasol; 16α,17α-Dihydroxyprogesterone; 16α,17α-Dihydroxypregn-4-ene-3,20-dione; Alphasone; Alfasone
Drug class	Progestin; 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	595-77-7
PubChem CID	11687
ChemSpider	11196
UNII	3JEB53B3WT
ChEBI	CHEBI:763^Y
CompTox Dashboard (EPA)	DTXSID40208200
ECHA InfoCard	100.008.974
Chemical and physical data
Formula	C21H30O4
Molar mass	346.467 g·mol^−1
3D model (JSmol)	Interactive image
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

Chemistry

See also: List of progestogens

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