Nandrolone cyclohexanecarboxylate

Nandrolone cyclohexanecarboxylate
Clinical data
Trade names	Nor-Durandron, Norlongandron
Other names	NSC-3351; Nandrolone hexahydrobenzoate; 19-Nortestosterone 17β-cyclohexanecarboxylate
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] cyclohexanecarboxylate;
CAS Number	18470-94-5;
PubChem CID	9929986;
ChemSpider	8105617;
UNII	45FAH33FMM;
Chemical and physical data
Formula	C25H36O3
Molar mass	384.560 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4CCCCC4)CCC5=CC(=O)CC[C@H]35;
	InChI InChI=1S/C25H36O3/c1-25-14-13-20-19-10-8-18(26)15-17(19)7-9-21(20)22(25)11-12-23(25)28-24(27)16-5-3-2-4-6-16/h15-16,19-23H,2-14H2,1H3/t19-,20+,21+,22-,23-,25-/m0/s1; Key:AQMOXBCKEKPDRF-YNFNDHOQSA-N;

Nandrolone cyclohexanecarboxylate (brand names Nor-Durandron, Norlongandron; former developmental code name NSC-3351), or nandrolone hexahydrobenzoate, also known as 19-nortestosterone 17β-cyclohexanecarboxylate, is a synthetic androgen and anabolic steroid and a nandrolone ester that has been marketed by Ferring Pharmaceuticals since at least 1961.^[1]^[2]^[3]^[4]^[5]

v
t
e
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

^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 660–. ISBN 978-1-4757-2085-3.
^ Mozayani A, Raymon L (15 October 2003). Handbook of Drug Interactions: A Clinical and Forensic Guide. Springer Science & Business Media. pp. 501–. ISBN 978-1-59259-654-6.
^ Challener CA (1 December 2001). Chiral Drugs. Wiley. p. 131. ISBN 978-0-566-08411-9.
^ Buchborn E, Jahrmärker H, Karl HJ, Martini GA, Müller W, Riecker G, Schwiegk H, Siegenthaler W, Stich W (2 July 2013). Therapie innerer Krankheiten. Springer-Verlag. pp. 409–. ISBN 978-3-662-10489-7.
^ Svenska läkartidningen. Sveriges Läkarförbund. 1961. p. 1961.

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[Elks2014-1] Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 660–. ISBN 978-1-4757-2085-3.

[MozayaniRaymon2003-2] Mozayani A, Raymon L (15 October 2003). Handbook of Drug Interactions: A Clinical and Forensic Guide. Springer Science & Business Media. pp. 501–. ISBN 978-1-59259-654-6.

[Challener2001-3] Challener CA (1 December 2001). Chiral Drugs. Wiley. p. 131. ISBN 978-0-566-08411-9.

[BuchbornJahrmärker2013-4] Buchborn E, Jahrmärker H, Karl HJ, Martini GA, Müller W, Riecker G, Schwiegk H, Siegenthaler W, Stich W (2 July 2013). Therapie innerer Krankheiten. Springer-Verlag. pp. 409–. ISBN 978-3-662-10489-7.

[Läkarförbund1961-5] Svenska läkartidningen. Sveriges Läkarförbund. 1961. p. 1961.

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[5]

See also

References