Bolmantalate

Chemical compound
Bolmantalate
Clinical data
Other namesLY-38851; Lilly 38851; Nandrolone adamantoate; Nandrolone adamantane-1-carboxylate; 19-Nortestosterone 17β-adamantoate
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] adamantane-1-carboxylate
CAS Number
  • 1491-81-2 checkY
PubChem CID
  • 11954312
ChemSpider
  • 10128607
UNII
  • 7IKT9C4TYI
KEGG
  • D03147
ChEMBL
  • ChEMBL2104237
CompTox Dashboard (EPA)
  • DTXSID60164172 Edit this at Wikidata
Chemical and physical data
FormulaC29H40O3
Molar mass436.636 g·mol−1
3D model (JSmol)
  • Interactive image
  • C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2OC(=O)C45CC6CC(C4)CC(C6)C5)CCC7=CC(=O)CC[C@H]37
InChI
  • InChI=1S/C29H40O3/c1-28-9-8-23-22-5-3-21(30)13-20(22)2-4-24(23)25(28)6-7-26(28)32-27(31)29-14-17-10-18(15-29)12-19(11-17)16-29/h13,17-19,22-26H,2-12,14-16H2,1H3/t17?,18?,19?,22-,23+,24+,25-,26-,28-,29?/m0/s1
  • Key:NCXAMLZZPQRJGY-PVAKYVEVSA-N

Bolmantalate (developmental code name LY-38851 or Lilly 38851), also known as 19-nortestosterone 17β-adamantoate (or nandrolone adamantoate), is an androgen and anabolic steroid and a nandrolone ester which was synthesized and developed by Eli Lilly in 1865 but was never marketed.[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.

See also

References

  1. ^ J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 168–. ISBN 978-1-4757-2085-3.
  2. ^ Rapala RT, Kraay RJ, Gerzon K (September 1965). "The adamantyl group in medicinal agents. II. Anabolic steroid 17-beta-adamantoates". J. Med. Chem. 8 (5): 580–3. doi:10.1021/jm00329a007. PMID 5867938.


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ARTooltip Androgen receptor
Agonists
SARMsTooltip Selective androgen receptor modulator
Antagonists
GPRC6A
Agonists
See also
Receptor/signaling modulators
Androgens and antiandrogens
Estrogen receptor modulators
Progesterone receptor modulators
List of androgens and anabolic steroids
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PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens


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