Nandrolone acetate, also known as 19-nortestosterone 17β-acetate or as estr-4-en-17β-ol-3-one 17β-acetate, is a synthetic, injected anabolic–androgenic steroid (AAS) and a derivative of 19-nortestosterone (nandrolone) that was never marketed.[1][2][3] It is an androgen ester – specifically, the C17β acetate ester of nandrolone.[1][2]

Nandrolone acetate
Clinical data
Other names19-Nortestosterone 17β-acetate; 17β-Acetoxy-19-nortestosterone; Estr-4-en-17β-ol-3-one 17β-acetate
Routes of
administration
Intramuscular injection
Drug classAndrogen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
  • [(8R,9S,10R,13S,14S,17S)-13-Methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H28O3
Molar mass316.441 g·mol−1
3D model (JSmol)
  • CC(=O)O[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CCC4=CC(=O)CC[C@H]34)C
  • InChI=1S/C20H28O3/c1-12(21)23-19-8-7-18-17-5-3-13-11-14(22)4-6-15(13)16(17)9-10-20(18,19)2/h11,15-19H,3-10H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
  • Key:TTWYUPSVWLOIRF-XGXHKTLJSA-N
Relative affinities (%) of nandrolone and related steroids
Compound PRTooltip Progesterone receptor ARTooltip Androgen receptor ERTooltip Estrogen receptor GRTooltip Glucocorticoid receptor MRTooltip Mineralocorticoid receptor SHBGTooltip Sex hormone-binding globulin CBGTooltip Corticosteroid-binding globulin
Nandrolone 20 154–155 <0.1 0.5 1.6 1–16 0.1
Testosterone 1.0–1.2 100 <0.1 0.17 0.9 19–82 3–8
Estradiol 2.6 7.9 100 0.6 0.13 8.7–12 <0.1
Notes: Values are percentages (%). Reference ligands (100%) were progesterone for the PRTooltip progesterone receptor, testosterone for the ARTooltip androgen receptor, estradiol for the ERTooltip estrogen receptor, dexamethasone for the GRTooltip glucocorticoid receptor, aldosterone for the MRTooltip mineralocorticoid receptor, dihydrotestosterone for SHBGTooltip sex hormone-binding globulin, and cortisol for CBGTooltip corticosteroid-binding globulin. Sources: See template.

See also

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References

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  1. ^ a b Chaudry MA, James KC, Ng CT, Nicholls PJ (1976). "Anabolic and androgenic activities, in rat, of some nandrolone and androstanolone esters". J. Pharm. Pharmacol. 28 (12): 882–5. doi:10.1111/j.2042-7158.1976.tb04085.x. PMID 12263. S2CID 20546783.
  2. ^ a b Abolghasem Jouyban (26 August 2009). Handbook of Solubility Data for Pharmaceuticals. CRC Press. pp. 125–. ISBN 978-1-4398-0488-9.
  3. ^ William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 491–. ISBN 978-0-9828280-1-4.