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Oxabolone

From Wikipedia, the free encyclopedia
Oxabolone
Clinical data
Other names4-Hydroxy-19-nortestosterone; 4,17β-Dihydroxyestr-4-en-3-one; 19-Norandrost-4-ene-4,17β-diol-3-one
Routes of
administration
Intramuscular injection(asoxabolone cipionate)
Drug classAndrogen;Anabolic steroid
Identifiers
  • (8R,9S,10R,13S,14S,17S)-4,17-dihydroxy-13-methyl-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-one
CAS Number
ChemSpider
UNII
CompTox Dashboard(EPA)
ECHA InfoCard100.022.920Edit this at Wikidata
Chemical and physical data
FormulaC18H26O3
Molar mass290.403g·mol−1
3D model (JSmol)
  • O=C4CC[C@H]3C(/CC[C@@H]1[C@@H]3CC[C@]2(C)[C@@H](O)CC[C@@H]12)=C4/O
  • InChI=1S/C18H26O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h10-12,14,16,20-21H,2-9H2,1H3/t10-,11-,12-,14+,16+,18+/m1/s1
  • Key:GXHBCWCMYVTJOW-YGRHGMIBSA-N

Oxaboloneis asyntheticanabolic-androgenic steroid(AAS) of thenandrolone(19-nortestosterone) group which was never marketed.[1][2][3]It can be formulated as thecipionateesterprodrugoxabolone cipionate,which, in contrast, has been marketed for medical use.[1][2][3]

Oxabolone is on theWorld Anti-Doping Agency's list of prohibited substances,[4]and is therefore banned from use in most major sports.

The 17α-methylated analogue of oxabolone ismethylhydroxynandrolone(4-hydroxy-17α-methyl-19-nortestosterone) and the 17α- and 19-methylated derivative of oxabolone isoxymesterone(4-hydroxy-17α-methyltestosterone).[1][2][3]

References

[edit]
  1. ^abcElks J (14 November 2014).The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies.Springer. pp. 908–.ISBN978-1-4757-2085-3.
  2. ^abcIndex Nominum 2000: International Drug Directory.Taylor & Francis. 2000. pp. 765–.ISBN978-3-88763-075-1.
  3. ^abcMorton IK, Hall JM (6 December 2012).Concise Dictionary of Pharmacological Agents: Properties and Synonyms.Springer Science & Business Media. pp. 211–.ISBN978-94-011-4439-1.
  4. ^"The World Anti-Doping Code: The 2012 Prohibited List"(PDF).World Anti-Doping Agency.Archived fromthe original(PDF)on 2012-05-13.Retrieved2012-07-17.