Nandrolone acetate

Nandrolone acetate
Clinical data
Other names	19-Nortestosterone 17β-acetate; 17β-Acetoxy-19-nortestosterone; Estr-4-en-17β-ol-3-one 17β-acetate
Routes of; administration	Intramuscular injection
Drug class	Androgen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
	IUPAC name [(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	1425-10-1 ;
PubChem CID	102122;
ChemSpider	92258;
UNII	8Z4NN9XF7D;
CompTox Dashboard (EPA)	DTXSID90931490 ;
Chemical and physical data
Formula	C20H28O3
Molar mass	316.441 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES 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 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;

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]

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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.

References

^ ^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.
^ ^a ^b Abolghasem Jouyban (26 August 2009). Handbook of Solubility Data for Pharmaceuticals. CRC Press. pp. 125–. ISBN 978-1-4398-0488-9.
^ William Llewellyn (2011). Anabolics. Molecular Nutrition Llc. pp. 491–. ISBN 978-0-9828280-1-4.

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Clinical data

Other names	19-Nortestosterone 17β-acetate; 17β-Acetoxy-19-nortestosterone; Estr-4-en-17β-ol-3-one 17β-acetate
Routes of administration	Intramuscular injection
Drug class	Androgen; Anabolic steroid; Androgen ester; Progestogen
Identifiers
IUPAC name [(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	1425-10-1^Y
PubChem CID	102122
ChemSpider	92258
UNII	8Z4NN9XF7D
CompTox Dashboard (EPA)	DTXSID90931490
Chemical and physical data
Formula	C₂₀H₂₈O₃
Molar mass	316.441 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES 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 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