Nandrolone sulfate

Nandrolone sulfate
Clinical data
Trade names	Keratyl, Nandrol, Nandain, Colirio Ocul Nandrol
Other names	19-Nortestosterone 17β-sulfate
Routes of; administration	Ophthalmic (eye drops)
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] hydrogen sulfate;
CAS Number	98804-55-8 ; 60672-82-4 (sodium);
PubChem CID	3085201;
DrugBank	DB14624;
ChemSpider	23254851;
UNII	2S202OX23O;
Chemical and physical data
Formula	C18H26O5S
Molar mass	354.46 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OS(=O)(=O)O)CCC4=CC(=O)CC[C@H]34;
	InChI InChI=1S/C18H26O5S/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)23-24(20,21)22/h10,13-17H,2-9H2,1H3,(H,20,21,22)/t13-,14+,15+,16-,17-,18-/m0/s1; Key:SKZMVWBZTQNCKW-IZPLOLCNSA-N;

Nandrolone sulfate, also known as 19-nortestosterone 17β-sulfate and used medically as the sodium salt nandrolone sodium sulfate (brand names Keratyl, Nandrol, Nandain, Colirio Ocul Nandrol), is a synthetic androgen and anabolic steroid and a nandrolone ester which is or has been used as an ophthalmic drug in the form of eye drops in Spain, Denmark, Switzerland, France, Portugal, and Belgium.^[1]^[2]^[3]

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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

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