Testosterone decanoate

Last updated
Testosterone decanoate
Testosterone decanoate.svg
Testosterone decanoate molecule ball.png
Clinical data
Other namesTestosterone decylate; Testosterone 17β-decanoate
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] decanoate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.024.752 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C29H46O3
Molar mass 442.684 g·mol−1
3D model (JSmol)
Melting point 49.1 °C (120.4 °F)
  • CCCCCCCCCC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)C
  • InChI=1S/C29H46O3/c1-4-5-6-7-8-9-10-11-27(31)32-26-15-14-24-23-13-12-21-20-22(30)16-18-28(21,2)25(23)17-19-29(24,26)3/h20,23-26H,4-19H2,1-3H3/t23-,24-,25-,26-,28-,29-/m0/s1
  • Key:LBERVHLCXUMDOT-MPZZESAYSA-N

Testosterone decanoate (BAN Tooltip British Approved Name) is an androgen and anabolic steroid and a testosterone ester. [1] [2] [3] [4] It is a component of Sustanon , along with testosterone propionate, testosterone phenylpropionate, and testosterone isocaproate. [4] [5] The medication has not been marketed as a single-drug preparation. [4] Testosterone decanoate has been investigated as a potential long-acting injectable male contraceptive. [4] [6] [7] [8] It has a longer duration of action than testosterone enanthate, but its duration is not as prolonged as that of testosterone undecanoate. [4]

Parenteral durations of androgens/anabolic steroids
MedicationFormMajor brand namesDuration
Testosterone Aqueous suspensionAndronaq, Sterotate, Virosterone2–3 days
Testosterone propionate Oil solutionAndroteston, Perandren, Testoviron3–4 days
Testosterone phenylpropionate Oil solutionTestolent8 days
Testosterone isobutyrate Aqueous suspensionAgovirin Depot, Perandren M14 days
Mixed testosterone esters aOil solutionTriolandren10–20 days
Mixed testosterone esters bOil solutionTestosid Depot14–20 days
Testosterone enanthate Oil solutionDelatestryl14–28 days
Testosterone cypionate Oil solutionDepovirin14–28 days
Mixed testosterone esters cOil solutionSustanon 25028 days
Testosterone undecanoate Oil solutionAveed, Nebido100 days
Testosterone buciclate dAqueous suspension20 Aet-1, CDB-1781e90–120 days
Nandrolone phenylpropionate Oil solutionDurabolin10 days
Nandrolone decanoate Oil solutionDeca Durabolin21–28 days
Methandriol Aqueous suspensionNotandron, Protandren8 days
Methandriol bisenanthoyl acetate Oil solutionNotandron Depot16 days
Metenolone acetate Oil solutionPrimobolan3 days
Metenolone enanthate Oil 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.

See also

References

  1. Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 641–642. ISBN   978-1-4757-2085-3.
  2. Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. ISBN   978-3-88763-075-1.
  3. Morton IK, Hall JM (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. ISBN   978-94-011-4439-1.
  4. 1 2 3 4 5 Behre HM, Nieschlag E, Nieschlag E, Behre HM, Nieschlag S (26 July 2012). "Testosterone preparations for clinical use in males". In Nieschlag E, Behre HM, Nieschlag S (eds.). Testosterone: Action, Deficiency, Substitution. Cambridge University Press. pp. 309–335. doi:10.1017/CBO9781139003353.016. ISBN   978-1-107-01290-5.
  5. Fisher BA, Tilstone WJ, Woytowicz C (6 February 2009). Introduction to Criminalistics: The Foundation of Forensic Science. Academic Press. pp. 182–. ISBN   978-0-08-091675-0.
  6. Hay CJ, Brady BM, Zitzmann M, Osmanagaoglu K, Pollanen P, Apter D, et al. (April 2005). "A multicenter phase IIb study of a novel combination of intramuscular androgen (testosterone decanoate) and oral progestogen (etonogestrel) for male hormonal contraception". The Journal of Clinical Endocrinology and Metabolism. 90 (4): 2042–2049. doi: 10.1210/jc.2004-0895 . PMID   15671109.
  7. Brady BM, Amory JK, Perheentupa A, Zitzmann M, Hay CJ, Apter D, et al. (January 2006). "A multicentre study investigating subcutaneous etonogestrel implants with injectable testosterone decanoate as a potential long-acting male contraceptive". Human Reproduction. 21 (1): 285–294. doi:10.1093/humrep/dei300. PMID   16172147.
  8. Chenoweth PJ, Lorton S (30 April 2014). Animal Andrology: Theories and Applications. CABI. pp. 488–. ISBN   978-1-78064-316-8.