Testosterone hexahydrobenzoate

Testosterone hexahydrobenzoate (THHB), or testosterone cyclohexanecarboxylate (TCHC), sold under the brand names Testormon Depot, Sterandryl Retard, Tardosterandryl, and Testosteron-Depot among others, is an androgen and anabolic steroid medication and a testosterone ester.[1][2][3][4][5] It is used by intramuscular injection and is provided in the form of ampoules containing 100 mg THHB in oil solution.[4] THHB has comparable pharmacokinetics to those of testosterone cypionate and testosterone enanthate.[6] The medication is no longer marketed.[7] It was previously available in Great Britain.[8]

Testosterone hexahydrobenzoate
Clinical data
Trade namesTestormon Depot, Sterandryl Retard, Tardosterandryl, Testodur, Virex
Other namesTHHB; Testosterone cyclohexanecarboxylate; TCHC; Testosterone 17β-cyclohexanecarboxylate
Routes of
administration		Intramuscular injection
Identifiers
IUPAC name
  • (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadec-6-en-14-yl cyclohexanecarboxylate
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard100.034.571
Chemical and physical data
FormulaC26H38O3
Molar mass398.587 g·mol−1
3D model (JSmol)
SMILES
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4CCCCC4)CCC5=CC(=O)CC[C@]35C
InChI
  • InChI=1S/C26H38O3/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/h16-17,20-23H,3-15H2,1-2H3/t20-,21-,22-,23-,25-,26-/m0/s1
  • Key:YKNXICSCSYLTHK-IXKNJLPQSA-N

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. Lauritzen C (1988). "Natürliche und Synthetische Sexualhormone – Biologische Grundlagen und Behandlungsprinzipien" [Natural and Synthetic Sexual Hormones – Biological Basis and Medical Treatment Principles]. In Schneider HP, Lauritzen C, Nieschlag E (eds.). Grundlagen und Klinik der Menschlichen Fortpflanzung [Foundations and Clinic of Human Reproduction] (in German). Walter de Gruyter. pp. 229–306. ISBN 978-3110109689. OCLC 35483492.
  5. Applezweig N (1962). Steroid Drugs. Blakiston Division, McGraw-Hill. p. 441.
  6. Behre HM, Nieschlag E, Behre H, 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.
  7. Llewellyn W (2011). Anabolics. Molecular Nutrition Llc. ISBN 978-0-9828280-1-4.
  8. Bishop, P. M. F. (1958). "Endocrine Treatment of Gynaecological Disorders". In Gardiner-Hill, H. (ed.). Modern Trends in Endocrinology. Modern Trends. Vol. 1. London: Butterworth & Co. pp. 231–244.



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