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Synthetic androgen and anabolic steroid
Nandrolone cyclohexanecarboxylate 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
[(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 Formula C 25 H 36 O 3 Molar mass 384.560 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
PR Tooltip Progesterone receptor
AR Tooltip Androgen receptor
ER Tooltip Estrogen receptor
GR Tooltip Glucocorticoid receptor
MR Tooltip Mineralocorticoid receptor
SHBG Tooltip Sex hormone-binding globulin
CBG Tooltip 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 PR Tooltip progesterone receptor , testosterone for the AR Tooltip androgen receptor , estradiol for the ER Tooltip estrogen receptor , dexamethasone for the GR Tooltip glucocorticoid receptor , aldosterone for the MR Tooltip mineralocorticoid receptor , dihydrotestosterone for SHBG Tooltip sex hormone-binding globulin , and cortisol for CBG Tooltip corticosteroid-binding globulin . Sources: See template.
See also [ edit ]
References [ edit ]
^ 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.
Androgens (incl. AAS Tooltip anabolic–androgenic steroid )
Antiandrogens
AR Tooltip Androgen receptor antagonists Steroidogenesis inhibitors
Antigonadotropins
D2 receptor antagonists (prolactin releasers ) (e.g., domperidone , metoclopramide , risperidone , haloperidol , chlorpromazine , sulpiride )
Estrogens (e.g., bifluranol , diethylstilbestrol , estradiol , estradiol esters , ethinylestradiol , ethinylestradiol sulfonate , paroxypropione )
GnRH agonists (e.g., leuprorelin )
GnRH antagonists (e.g., cetrorelix )
Progestogens (incl., chlormadinone acetate , cyproterone acetate , hydroxyprogesterone caproate , gestonorone caproate , medroxyprogesterone acetate , megestrol acetate )
Others
AR Tooltip Androgen receptor
Agonists SARMs Tooltip Selective androgen receptor modulator Antagonists
GPRC6A
PR Tooltip Progesterone receptor
Agonists
Testosterone derivatives: Progestins: 6,6-Difluoronorethisterone
6,6-Difluoronorethisterone acetate
17α-Allyl-19-nortestosterone
Allylestrenol
Altrenogest
Chloroethynylnorgestrel
Cingestol
Danazol
Desogestrel
Dienogest
Ethinylandrostenediol
Ethisterone
Ethynerone
Etonogestrel
Etynodiol
Etynodiol diacetate
Gestodene
Gestrinone
Levonorgestrel
Levonorgestrel esters (e.g., levonorgestrel butanoate )
Lynestrenol
Lynestrenol phenylpropionate
Metynodiol
Metynodiol diacetate
Norelgestromin
Norethisterone (norethindrone)
Norethisterone esters (e.g., norethisterone acetate , norethisterone enanthate )
Noretynodrel
Norgesterone
Norgestimate
Norgestrel
Norgestrienone
Norvinisterone
Oxendolone
Quingestanol
Quingestanol acetate
Tibolone
Tigestol
Tosagestin ; Anabolic–androgenic steroids: 11β-Methyl-19-nortestosterone
11β-Methyl-19-nortestosterone dodecylcarbonate
19-Nor-5-androstenediol
19-Nor-5-androstenedione
19-Nordehydroepiandrosterone
Bolandiol
Bolandiol dipropionate
Bolandione
Dimethisterone
Dienedione
Dienolone
Dimethandrolone
Dimethandrolone buciclate
Dimethandrolone dodecylcarbonate
Dimethandrolone undecanoate
Dimethyldienolone
Dimethyltrienolone
Ethyldienolone
Ethylestrenol (ethylnandrol)
Methyldienolone
Metribolone (R-1881)
Methoxydienone (methoxygonadiene)
Mibolerone
Nandrolone
Nandrolone esters (e.g., nandrolone decanoate , nandrolone phenylpropionate )
Norethandrolone
Normethandrone (methylestrenolone, normethandrolone, normethisterone)
RU-2309
Tetrahydrogestrinone
Trenbolone (trienolone)
Trenbolone esters (e.g., trenbolone acetate , trenbolone enanthate )
Trendione
Trestolone
Trestolone acetate
Mixed (SPRMs Tooltip Selective progesterone receptor modulators ) Antagonists
mPR Tooltip Membrane progesterone receptor (PAQR Tooltip Progestin and adipoQ receptor )