Jump to content

Main menu Navigation ●Main page ●Contents ●Current events ●Random article ●About Wikipedia ●Contact us ●Donate Contribute ●Help ●Learn to edit ●Community portal ●Recent changes ●Upload file

●Create account ●Log in ●Create account ● Log in Pages for logged out editors learn more ●Contributions ●Talk

(Top) 1 See also 2 References

Rosterolone

●العربية ●Türkçe ●中文 Edit links ●Article ●Talk ●Read ●Edit ●View history Tools Actions ●Read ●Edit ●View history General ●What links here ●Related changes ●Upload file ●Special pages ●Permanent link ●Page information ●Cite this page ●Get shortened URL ●Download QR code ●Wikidata item Print/export ●Download as PDF ●Printable version Appearance From Wikipedia, the free encyclopedia

Rosterolone
Clinical data

Other names	SH-434; 17α-Propylmesterolone; 17β-Hydroxy-1α-methyl-17α-propyl-5α-androstan-3-one
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
CAS Number	79243-67-7
PubChem CID	71232
ChemSpider	64367
UNII	3L5C5C8ZNG
ChEMBL	ChEMBL2107498
CompTox Dashboard (EPA)	DTXSID801033022
ECHA InfoCard	100.071.904
Chemical and physical data
Formula	C₂₃H₃₈O₂
Molar mass	346.555 g·mol⁻¹
3D model (JSmol)	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 (INNTooltip International Nonproprietary Name) (developmental code name SH-434), also known as 17α-propylmesteroloneor1α-methyl-17α-propyl-5α-androstan-17β-ol-3-one, is a steroidal antiandrogen which was first described in 1984 and was developed for topical administration but was never marketed.^[1]^[2] It has shown some efficacy in the treatment of acne, and lacks systemic effects with either topical or systemic administration.^[3]^[1]^[2] Rosterolone is a derivative of mesterolone, which, in contrast, is an androgen and anabolic steroid.^{[citation needed]}

References[edit]

^ ^a ^b Luderschmidt 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.

^ ^a ^b Singh 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.

^ 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.