Testosterone butyrate

Testosterone butyrate, or testosterone butanoate, also known as androst-4-en-17β-ol-3-one 17β-butanoate, is a synthetic, steroidal androgen and an androgen ester – specifically, the C17β butanoate ester of testosterone – which was first synthesized in the 1930s and was never marketed.[1][2][3][4] Its ester side-chain length and duration of effect are intermediate between those of testosterone propionate and testosterone valerate.[2]

Parenteral durations of androgens/anabolic steroids
MedicationFormMajor brand namesDuration
TestosteroneAqueous suspensionAndronaq, Sterotate, Virosterone2–3 days
Testosterone propionateOil solutionAndroteston, Perandren, Testoviron3–4 days
Testosterone phenylpropionateOil solutionTestolent8 days
Testosterone isobutyrateAqueous suspensionAgovirin Depot, Perandren M14 days
Mixed testosterone estersaOil solutionTriolandren10–20 days
Mixed testosterone estersbOil solutionTestosid Depot14–20 days
Testosterone enanthateOil solutionDelatestryl14–28 days
Testosterone cypionateOil solutionDepovirin14–28 days
Mixed testosterone esterscOil solutionSustanon 25028 days
Testosterone undecanoateOil solutionAveed, Nebido100 days
Testosterone buciclatedAqueous suspension20 Aet-1, CDB-1781e90–120 days
Nandrolone phenylpropionateOil solutionDurabolin10 days
Nandrolone decanoateOil solutionDeca Durabolin21–28 days
MethandriolAqueous suspensionNotandron, Protandren8 days
Methandriol bisenanthoyl acetateOil solutionNotandron Depot16 days
Metenolone acetateOil solutionPrimobolan3 days
Metenolone enanthateOil solutionPrimobolan Depot14 days
Note: All are via i.m. injection. Footnotes: a = TP, TV, and TUe. b = TP and TKL. c = TP, TPP, TiCa, and TD. d = Studied but never marketed. e = Developmental code names. Sources: See template.
Testosterone butyrate
Clinical data
Routes of
administration		Intramuscular injection
Identifiers
IUPAC name
  • [(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] butanoate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.020.270
Chemical and physical data
FormulaC23H34O3
Molar mass358.522 g·mol−1
3D model (JSmol)
SMILES
  • CCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
InChI
  • InChI=1S/C23H34O3/c1-4-5-21(25)26-20-9-8-18-17-7-6-15-14-16(24)10-12-22(15,2)19(17)11-13-23(18,20)3/h14,17-20H,4-13H2,1-3H3/t17-,18-,19-,20-,22-,23-/m0/s1
  • Key:OMPTUWYLCDEFSJ-WAUHAFJUSA-N

See also

References
  1. Yalkowsky SH, He Y, Jain P (19 April 2016). Handbook of Aqueous Solubility Data (Second ed.). CRC Press. pp. 1288–. ISBN 978-1-4398-0246-5.
  2. Dorfman RI, Shipley RA (1956). Androgens: biochemistry, physiology, and clinical significance. Wiley. p. 119.
  3. Koch FC (January 1937). "Recent advances in the field of androgens". Cold Spring Harbor Symposia on Quantitative Biology. Cold Spring Harbor Laboratory Press. 5: 34–43. doi:10.1101/SQB.1937.005.01.004.
  4. Griffiths PJ, James KC, Rees M (1965). "Crystallographic data for some testosterone esters". Acta Crystallographica. 19 (1): 149–150. doi:10.1107/S0365110X65002918. ISSN 0365-110X.

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