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Nandrolone cyclohexanecarboxylate

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Nandrolone cyclohexanecarboxylate
Clinical data
Trade namesNor-Durandron, Norlongandron
Other namesNSC-3351; Nandrolone hexahydrobenzoate; 19-Nortestosterone 17β-cyclohexanecarboxylate
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] cyclohexanecarboxylate
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC25H36O3
Molar mass384.560 g·mol−1
3D model (JSmol)
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C4CCCCC4)CCC5=CC(=O)CC[C@H]35
  • 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]

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. ^ 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.
  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.
  3. ^ Challener CA (1 December 2001). Chiral Drugs. Wiley. p. 131. ISBN 978-0-566-08411-9.
  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.
  5. ^ Svenska läkartidningen. Sveriges Läkarförbund. 1961. p. 1961.