Rosterolone

Rosterolone

Clinical data
Routes of administration	Topical
Identifiers
IUPAC name (1S,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-1,10,13-trimethyl-17-propyl-2,4,5,6,7,8,9,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
Synonyms	17α-Propylmesterolone; 17β-Hydroxy-1α-methyl-17α-propyl-5α-androstan-3-one
CAS Number	79243-67-7
PubChem (CID)	71232
ChemSpider	64367
UNII	3L5C5C8ZNG
ChEMBL	CHEMBL2107498
Chemical and physical data
Formula	C23H38O2
Molar mass	346.54662 g/mol
3D model (Jmol)	Interactive image
SMILES CCCC1(CCC2C1(CCC3C2CCC4C3(C(CC(=O)C4)C)C)C)O
InChI InChI=1S/C23H38O2/c1-5-10-23(25)12-9-19-18-7-6-16-14-17(24)13-15(2)22(16,4)20(18)8-11-21(19,23)3/h15-16,18-20,25H,5-14H2,1-4H3/t15-,16-,18-,19-,20-,21-,22-,23-/m0/s1 Key:IMFNBOMNWHWKQD-MXENSADDSA-N

Rosterolone (INN) (developmental code name SH-434), also known as 17α-propylmesterolone or 17β-hydroxy-1α-methyl-17α-propyl-5α-androstan-3-one, is a steroidal antiandrogen that was first reported in 1984 and was developed for topical administration but was never marketed.^[1][2][1] It has shown some efficacy in the treatment of acne, and in animal models lacks systemic effects with topical application.^[1][2] Rosterolone is a derivative of mesterolone, which, in contrast, is an androgen and anabolic steroid.^[3]

See also

• Cioteronel
• Delanterone
• Inocoterone
• Metogest
• Topilutamide
• Topterone

References

1. Luderschmidt, Christoph; Eiermann, Wolfgang; Jawny, Johannes; Bidlingmaier, Frank; Ring, Johannes (1984). "17?-Propylmesterolone (SH 434): an antiandrogenic sebosuppressive substance not influencing circulating testosterone concentrations". Naunyn-Schmiedeberg's Archives of Pharmacology. 328 (2): 214–218. doi:10.1007/BF00512076. ISSN 0028-1298.
2. Singh, Shankar; Gauthier, Sylvain; Labrie, Fernand (2000). "Androgen Receptor Antagonists (Antiandrogens) Structure-Activity Relationships". Current Medicinal Chemistry. 7 (2): 211–247. doi:10.2174/0929867003375371. ISSN 0929-8673.
3. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 775–. ISBN 978-1-4757-2085-3.