Nandrolone formate

Nandrolone formate
Clinical data
Other names	Nandrolone carboxylate; Nandrolone methanoate; 19-Nortestosterone 17β-formate; Estr-4-en-17β-ol-3-one 17β-formate
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] formate;
CAS Number	38937-24-5 ;
ChemSpider	58190210;
UNII	TVJ7JK7UHZ;
Chemical and physical data
Formula	C19H26O3
Molar mass	302.414 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@H]2OC=O;
	InChI InChI=1S/C19H26O3/c1-19-9-8-15-14-5-3-13(21)10-12(14)2-4-16(15)17(19)6-7-18(19)22-11-20/h10-11,14-18H,2-9H2,1H3/t14-,15+,16+,17-,18-,19-/m0/s1; Key:VTJPCIHYJUPQQW-ZOFHRBRSSA-N;

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

^ ^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.

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Clinical data

Other names	Nandrolone carboxylate; Nandrolone methanoate; 19-Nortestosterone 17β-formate; Estr-4-en-17β-ol-3-one 17β-formate
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] formate
CAS Number	38937-24-5^Y
ChemSpider	58190210
UNII	TVJ7JK7UHZ
Chemical and physical data
Formula	C₁₉H₂₆O₃
Molar mass	302.414 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@H]34)[C@@H]1CC[C@@H]2OC=O
InChI InChI=1S/C19H26O3/c1-19-9-8-15-14-5-3-13(21)10-12(14)2-4-16(15)17(19)6-7-18(19)22-11-20/h10-11,14-18H,2-9H2,1H3/t14-,15+,16+,17-,18-,19-/m0/s1 Key:VTJPCIHYJUPQQW-ZOFHRBRSSA-N