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Testosterone decanoate

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Testosterone decanoate
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
PubChemCID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard(EPA)
ECHA InfoCard100.024.752Edit this at Wikidata
Chemical and physical data
FormulaC29H46O3
Molar mass442.684 g·mol−1
3D model (JSmol)
Melting point49.1 °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 (BANTooltip British Approved Name) is anandrogen andanabolic steroid and atestosterone ester.[1][2][3][4] It is a component ofSustanon, along withtestosterone propionate,testosterone phenylpropionate, andtestosterone 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 injectablemale contraceptive.[4][6][7][8] It has a longerduration of action thantestosterone enanthate, but its duration is not as prolonged as that oftestosterone undecanoate.[4]

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 viai.m. injection.Footnotes:a =TP,TV, andTUe.b =TP andTKL.c =TP,TPP,TiCa, andTD.d = Studied but never marketed.e = Developmental code names.Sources: See template.

See also

[edit]

References

[edit]
  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. ^abcdeBehre 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.
Topics
Esters
Related
Androgens
(incl.AASTooltip anabolic–androgenic steroid)
ARTooltip Androgen receptoragonists
Progonadotropins
Antiandrogens
ARTooltip Androgen receptorantagonists
Steroidogenesis
inhibitors
5α-Reductase
Others
Antigonadotropins
Others
ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
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