Chemical compound
Pharmaceutical compound
Testosterone decanoate Other names Testosterone decylate; Testosterone 17β-decanoate Routes of administration Intramuscular injection
[(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 Formula C 29 H 46 O 3 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
Medication
Form
Major brand names
Duration
Testosterone
Aqueous suspension
Andronaq, Sterotate, Virosterone
2–3 days
Testosterone propionate
Oil solution
Androteston, Perandren, Testoviron
3–4 days
Testosterone phenylpropionate
Oil solution
Testolent
8 days
Testosterone isobutyrate
Aqueous suspension
Agovirin Depot, Perandren M
14 days
Mixed testosterone esters a
Oil solution
Triolandren
10–20 days
Mixed testosterone esters b
Oil solution
Testosid Depot
14–20 days
Testosterone enanthate
Oil solution
Delatestryl
14–28 days
Testosterone cypionate
Oil solution
Depovirin
14–28 days
Mixed testosterone esters c
Oil solution
Sustanon 250
28 days
Testosterone undecanoate
Oil solution
Aveed, Nebido
100 days
Testosterone buciclate d
Aqueous suspension
20 Aet-1, CDB-1781e
90–120 days
Nandrolone phenylpropionate
Oil solution
Durabolin
10 days
Nandrolone decanoate
Oil solution
Deca Durabolin
21–28 days
Methandriol
Aqueous suspension
Notandron, Protandren
8 days
Methandriol bisenanthoyl acetate
Oil solution
Notandron Depot
16 days
Metenolone acetate
Oil solution
Primobolan
3 days
Metenolone enanthate
Oil solution
Primobolan Depot
14 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
^ 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 .
^ Index Nominum 2000: International Drug Directory . Taylor & Francis. January 2000. ISBN 978-3-88763-075-1 .
^ 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 .
^ a b c d e 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 .
^ 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 .
^ 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 .
^ 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 .
^ Chenoweth PJ, Lorton S (30 April 2014). Animal Andrology: Theories and Applications . CABI. pp. 488–. ISBN 978-1-78064-316-8 .
Androgens (incl. AAS Tooltip anabolic–androgenic steroid )
Antiandrogens
AR Tooltip Androgen receptor antagonists Steroidogenesis inhibitors
Antigonadotropins
D2 receptor antagonists (prolactin releasers ) (e.g., domperidone , metoclopramide , risperidone , haloperidol , chlorpromazine , sulpiride )
Estrogens (e.g., bifluranol , diethylstilbestrol , estradiol , estradiol esters , ethinylestradiol , ethinylestradiol sulfonate , paroxypropione )
GnRH agonists (e.g., leuprorelin )
GnRH antagonists (e.g., cetrorelix )
Progestogens (incl., chlormadinone acetate , cyproterone acetate , hydroxyprogesterone caproate , gestonorone caproate , medroxyprogesterone acetate , megestrol acetate )
Others
AR Tooltip Androgen receptor
Agonists SARMs Tooltip Selective androgen receptor modulator Antagonists
GPRC6A