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Structure via PubChem · Public domain (PubChem)
bolasterone
Sign in to saveAlso known as U19763, 17beta-Hydroxy-7alpha,17-dimethylandrost-4-en-3-one, 7alpha,17alpha-Dimethyltestosterone, 7α,17α-dimethyltestosterone, Methosarb
Bolasterone (, ) (brand names Myagen, Methosarb; former developmental code name U-19763), also known as 7α,17α-dimethyltestosterone, is a 17α-alkylated androgen/anabolic steroid (AAS) which is used in veterinary medicine. It has close structural similarity to testosterone, and like methyltestosterone has a methyl group at C17α in order to increase oral bioavailability. In addition, it is also 7α-methylated, similar to its 7β-methylated isomer calusterone. The medication has a low to moderate ratio of anabolic to androgenic activity, similar to that of fluoxymesterone.
Chemical data
- Formula
- C21H32O2
- Molecular weight
- 316.5 g/mol
- IUPAC name
- (7R,8R,9S,10R,13S,14S,17S)-17-hydroxy-7,10,13,17-tetramethyl-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-3-one
- SMILES
- C[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]([C@]4(CC3)C)(C)O)C
- InChIKey
- IVFYLRMMHVYGJH-VLOLGRDOSA-N
- XLogP
- 3.6
- Polar surface area
- 37.3 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
17 papers- Metabolites identification of anabolic steroid bolasterone in vitro and in rats by high resolution liquid chromatography mass spectrometry.Drug testing and analysis · 2023
- Metabolic Identification Based on Proposed Mass Fragmentation Pathways of the Anabolic Steroid Bolasterone by Gas Chromatography Tandem Mass Spectrometry.Drug testing and analysis · 2025
- Optimization of the high-performance liquid chromatographic separation of a complex mixture containing urinary steroids, boldenone and bolasterone: application to urine samples.Journal of chromatography. B, Biomedical sciences and applications · 2000
- CLINICAL EVALUATION OF A NEW ANABOLIC AGENT 7-ALPHA,17-ALPHA-DIMETHYLTESTOSTERONE (BOLASTERONE).Clinical pharmacology and therapeutics · 1963
- Effects of structural characteristics of (un)conjugated steroid metabolites in their collision cross section value.Analytica chimica acta · 2023
via PubMed
Wikidata facts
- Subclass of
- steroid
- Mass
- 316.24
Show 4 more facts
- chemical formula
- C₂₁H₃₂O₂
- canonical SMILES
- CC1CC2=CC(=O)CCC2(C3C1C4CCC(C4(CC3)C)(C)O)C
- isomeric SMILES
- C[C@@H]1CC2=CC(=O)CC[C@@]2([C@@H]3[C@@H]1[C@@H]4CC[C@]([C@]4(CC3)C)(C)O)C
- stereoisomer of
- calusterone
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Chemistry
- Synthesis
- See also
- References
Bolasterone (, ) (brand names Myagen, Methosarb; former developmental code name U-19763), also known as 7α,17α-dimethyltestosterone, is a 17α-alkylated androgen/anabolic steroid (AAS) which is used in veterinary medicine. It has close structural similarity to testosterone, and like methyltestosterone has a methyl group at C17α in order to increase oral bioavailability. In addition, it is also 7α-methylated, similar to its 7β-methylated isomer calusterone. The medication has a low to moderate ratio of anabolic to androgenic activity, similar to that of fluoxymesterone.
Bolasterone 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 “bolasterone” article, available under the CC BY-SA 4.0 licence.