Structure via PubChem · Public domain (PubChem)
bolazine
Sign in to saveAlso known as 2α-methyl-5α-androstan-17β-ol-3-one azine
Bolazine (), also known as 2α-methyl-5α-androstan-17β-ol-3-one azine, is a synthetic androgen/anabolic steroid (AAS) of the dihydrotestosterone (DHT) group which was never marketed. It is not orally active and is used as the ester prodrug bolazine capronate (brand name Roxilon Inject) via depot intramuscular injection. Bolazine has a unique and unusual chemical structure, being a dimer of drostanolone linked at the C3 position of the A-ring by an azine group, and reportedly acts as a prodrug of drostanolone.
Chemical data
- Formula
- C40H64N2O2
- Molecular weight
- 604.9 g/mol
- IUPAC name
- (2R,3E,5S,8R,9S,10S,13S,14S,17S)-3-[(E)-[(10S,13R)-15-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-ylidene]hydrazinylidene]-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-ol
- SMILES
- C[C@@H]\1C[C@]2([C@@H](CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)C/C1=N\N=C\5/CC6CCC7C([C@]6(CC5C)C)CC[C@]8(C7C(CC8)O)C)C
- InChIKey
- ZGNIWNQKJOBSHC-NTFOUPGFSA-N
- XLogP
- 9.4
- Polar surface area
- 65.2 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 604.496779
Show 4 more facts
- chemical formula
- C₄₀H₆₄N₂O₂
- canonical SMILES
- CC1CC2(C(CCC3C2CCC4(C3CCC4O)C)CC1=NN=C5CC6CCC7C(C6(CC5C)C)CCC8(C7C(CC8)O)C)C
- isomeric SMILES
- C[C@@H]\1C[C@]2([C@@H](CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C)C/C1=N\N=C\5/CC6CCC7C([C@]6(CC5C)C)CC[C@]8(C7C(CC8)O)C)C
- Commons category
- Bolazine
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Bolazine (), also known as 2α-methyl-5α-androstan-17β-ol-3-one azine, is a synthetic androgen/anabolic steroid (AAS) of the dihydrotestosterone (DHT) group which was never marketed. It is not orally active and is used as the ester prodrug bolazine capronate (brand name Roxilon Inject) via depot intramuscular injection. Bolazine has a unique and unusual chemical structure, being a dimer of drostanolone linked at the C3 position of the A-ring by an azine group, and reportedly acts as a prodrug of drostanolone.
== See also == List of androgens/anabolic steroids
Excerpted from Wikipedia’s “bolazine” article, available under the CC BY-SA 4.0 licence.