Testosterone stearate

Testosterone stearate, also known as testosterone octadecanoate, testosterone 17β-stearate, and androst-4-en-17β-ol-3-one 17β-stearate, is an injected anabolic-androgenic steroid (AAS) and an androgen ester – specifically, the C17β stearate (octadecanoate) ester of testosterone – which was never marketed.[1][2] It is a prodrug of testosterone and, when administered via intramuscular injection, is associated with a long-lasting depot effect and extended duration of action.[1] Testosterone stearate may occur naturally in the body.[3]

Testosterone stearate
Clinical data
Other namesTestosterone octadecanoate; Testosterone 17β-stearate; Androst-4-en-17β-ol-3-one 17β-stearate
Routes of
administration		Oral, 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] octadecanoate
PubChem CID
ChemSpider
Chemical and physical data
FormulaC37H62O3
Molar mass554.900 g·mol−1
3D model (JSmol)
SMILES
  • CCCCCCCCCCCCCCCCCC(=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/C37H62O3/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-35(39)40-34-23-22-32-31-21-20-29-28-30(38)24-26-36(29,2)33(31)25-27-37(32,34)3/h28,31-34H,4-27H2,1-3H3/t31-,32-,33-,34-,36-,37-/m0/s1
  • Key:FHJSGESOWQSDBH-MXFPRFFXSA-N

It has been said that with longer-chain esters of testosterone like testosterone stearate, the duration of action may be so protracted that the magnitude of effect with typical doses may be too low to be appreciable.[1]

See also

References
  1. Vitamins and Hormones. Academic Press. 1 January 1944. pp. 384–. ISBN 978-0-08-086599-7.
  2. Josephy E, Radt F (1 December 2013). Elsevier's Encyclopaedia of Organic Chemistry: Series III: Carboisocyclic Condensed Compounds. Springer. pp. 3048–. ISBN 978-3-662-25863-7.
  3. Oettel M, Schillinger E (6 December 2012). Estrogens and Antiestrogens I: Physiology and Mechanisms of Action of Estrogens and Antiestrogens. Springer Science & Business Media. pp. 236–. ISBN 978-3-642-58616-3.


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