Chemistry:Bolmantalate

Short description: Chemical compound

Bolmantalate

Clinical data
Other names	LY-38851; Lilly 38851; Nandrolone adamantoate; Nandrolone adamantane-1-carboxylate; 19-Nortestosterone 17β-adamantoate
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] adamantane-1-carboxylate
CAS Number	1491-81-2 Y
PubChem CID	11954312
ChemSpider	10128607
UNII	7IKT9C4TYI
KEGG	D03147
ChEMBL	ChEMBL2104237
Chemical and physical data
Formula	C29H40O3
Molar mass	436.636 g·mol−1
3D model (JSmol)	Interactive image
SMILES 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.

Relative affinities (%) of nandrolone and related steroids

Compound	PR	AR	ER	GR	MR	SHBG	CBG
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, testosterone for the AR, estradiol for the ER, dexamethasone for the GR, aldosterone]] for the MR, dihydrotestosterone for SHBG, and cortisol for CBG. Sources: See template.

See also

• List of androgen esters § Nandrolone esters