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oxabolone

Structure via PubChem · Public domain (PubChem)

EntityQ7115044· pop 5· linked from 519 articles

Also known as 4-hydroxy nandrolone, 4-hydroxy-19-nortestosterone

Oxabolone is a synthetic anabolic-androgenic steroid (AAS) of the nandrolone (19-nortestosterone) group which was never marketed. It can be formulated as the cipionate ester prodrug oxabolone cipionate, which, in contrast, has been marketed for medical use.

Chemical data

Formula
C18H26O3
Molecular weight
290.4 g/mol
IUPAC name
(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
SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@H]34)O
InChIKey
GXHBCWCMYVTJOW-YGRHGMIBSA-N
XLogP
2.5
Polar surface area
57.5 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
290.188195
Show 3 more facts
chemical formula
C₁₈H₂₆O₃
isomeric SMILES
C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=C(C(=O)CC[C@H]34)O
canonical SMILES
CC12CCC3C(C1CCC2O)CCC4=C(C(=O)CCC34)O
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

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Contents
  • References

Oxabolone is a synthetic anabolic-androgenic steroid (AAS) of the nandrolone (19-nortestosterone) group which was never marketed. It can be formulated as the cipionate ester prodrug oxabolone cipionate, which, in contrast, has been marketed for medical use.

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

Excerpted from Wikipedia’s “oxabolone” article, available under the CC BY-SA 4.0 licence.

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