Article · Wikipedia archive · Last revised Jun 26, 2026

Testosterone benzoate

Testosterone benzoate, or testosterone 17β-benzoate, also known as androst-4-en-17β-ol-3-one 17β-benzoate, is a synthetic, injected anabolic–androgenic steroid (AAS) and an androgen ester – specifically, the benzoate C17β ester of testosterone – which was never marketed. It is a prodrug of testosterone and, when administered via intramuscular injection, is associated with a long-lasting depot effect and extended duration of action. The drug was first described in 1936 and was the first androgen ester and ester of testosterone to be synthesized.

Last revised
Jun 26, 2026
Read time
≈ 1 min
Length
236 w
Citations
6
Source
Testosterone benzoate
Clinical data
Other namesTestosterone 17β-benzoate; Androst-4-en-17β-ol-3-one 17β-benzoate
Routes of
administration
Intramuscular injection
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] benzoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.016.575
Chemical and physical data
FormulaC26H32O3
Molar mass392.539 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4=CC=CC=C4)CCC5=CC(=O)CC[C@]35C
  • InChI=1S/C26H32O3/c1-25-14-12-19(27)16-18(25)8-9-20-21-10-11-23(26(21,2)15-13-22(20)25)29-24(28)17-6-4-3-5-7-17/h3-7,16,20-23H,8-15H2,1-2H3/t20-,21-,22-,23-,25-,26-/m0/s1
  • Key:RZJSCADWIWNGKI-IXKNJLPQSA-N

Testosterone benzoate, or testosterone 17β-benzoate, also known as androst-4-en-17β-ol-3-one 17β-benzoate, is a synthetic, injected anabolic–androgenic steroid (AAS) and an androgen ester – specifically, the benzoate C17β ester of testosterone – which was never marketed.12 It is a prodrug of testosterone and, when administered via intramuscular injection, is associated with a long-lasting depot effect and extended duration of action.345 The drug was first described in 1936 and was the first androgen ester and ester of testosterone to be synthesized.6

See also

See also

References

References

  1. Yalkowsky SH, He Y, Jain P (19 April 2016). Handbook of Aqueous Solubility Data, Second Edition. CRC Press. pp. 1313–. ISBN 978-1-4398-0246-5.
  2. Archer T, Hansen S (5 September 2013). Behavioral Biology: Neuroendocrine Axis. Psychology Press. pp. 76–. ISBN 978-1-134-76125-8.
  3. CIBA Foundation Symposium (17 September 2009). Hormones, Psychology and Behaviour, Volume 3: Book I of Colloquia on Endocrinology. John Wiley & Sons. pp. 260–. ISBN 978-0-470-71486-7.
  4. Schaefer B (26 May 2015). Natural Products in the Chemical Industry. Springer. pp. 540–. ISBN 978-3-642-54461-3.
  5. Lamparczyk H (21 August 1992). CRC Handbook of Chromatography: Analysis and Characterization of Steroids. CRC Press. pp. 34–. ISBN 978-0-8493-3008-7.
  6. Parkes AS (1936). "Increasing the Effectiveness of Testosterone". The Lancet. 228 (5899): 674–676. doi:10.1016/S0140-6736(00)80929-0. ISSN 0140-6736.