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Rosterolone

From Wikipedia, the free encyclopedia
Chemical compound
Not to be confused withrotenolone.
Pharmaceutical compound
Rosterolone
Clinical data
Other namesSH-434; 17α-Propylmesterolone; 17β-Hydroxy-1α-methyl-17α-propyl-5α-androstan-3-one
Routes of
administration
Topical
Identifiers
  • (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
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.071.904Edit this at Wikidata
Chemical and physical data
FormulaC23H38O2
Molar mass346.555 g·mol−1
3D model (JSmol)
  • CCCC1(CCC2C1(CCC3C2CCC4C3(C(CC(=O)C4)C)C)C)O
  • 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 (INNTooltip International Nonproprietary Name) (developmental code nameSH-434), also known as17α-propylmesterolone or1α-methyl-17α-propyl-5α-androstan-17β-ol-3-one, is asteroidal antiandrogen which was first described in 1984 and was developed fortopical administration but was never marketed.[1][2] It has shown someefficacy in the treatment ofacne, and lacks systemic effects with either topical or systemic administration.[3][1][2] Rosterolone is a derivative ofmesterolone, which, in contrast, is anandrogen andanabolic steroid.[citation needed]

See also

[edit]

References

[edit]
  1. ^abLuderschmidt C, Eiermann W, Jawny J, Bidlingmaier F, Ring J (December 1984). "17 alpha-Propylmesterolone (SH 434): an antiandrogenic sebosuppressive substance not influencing circulating testosterone concentrations. Experimental studies in Syrian hamsters".Naunyn-Schmiedeberg's Archives of Pharmacology.328 (2):214–8.doi:10.1007/BF00512076.PMID 6527707.S2CID 26451613.
  2. ^abSingh SM, Gauthier S, Labrie F (February 2000). "Androgen receptor antagonists (antiandrogens): structure-activity relationships".Current Medicinal Chemistry.7 (2):211–47.doi:10.2174/0929867003375371.PMID 10637363.
  3. ^Neumann F, Töpert M (1990). "Antiandrogens and Hair Growth: Basic Concepts and Experimental Research". In Orfanos CE, Happle R (eds.).Hair and Hair Diseases. Springer. pp. 791–826.doi:10.1007/978-3-642-74612-3_34.ISBN 978-3-642-74614-7.
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
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