Levonantradol

Levonantradol
Clinical data
ATC code	none;
Identifiers
	IUPAC name [(6S,6aR,9R,10aR)- 9-hydroxy- 6-methyl- 3-[(2R)-5-phenylpentan- 2-yl]oxy- 5,6,6a,7,8,9,10,10a-octahydrophenanthridin- 1-yl] acetate;
CAS Number	71048-87-8 ;
PubChem CID	5361881;
ChemSpider	4514867 ;
UNII	03S640ADSK;
CompTox Dashboard (EPA)	DTXSID80221271 ;
Chemical and physical data
Formula	C27H35NO4
Molar mass	437.580 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(Oc2cc(O[C@H](C)CCCc1ccccc1)cc4c2[C@@H]3C[C@H](O)CC[C@H]3[C@@H](N4)C)C;
	InChI InChI=1S/C27H35NO4/c1-17(8-7-11-20-9-5-4-6-10-20)31-22-15-25-27(26(16-22)32-19(3)29)24-14-21(30)12-13-23(24)18(2)28-25/h4-6,9-10,15-18,21,23-24,28,30H,7-8,11-14H2,1-3H3/t17-,18+,21-,23+,24-/m1/s1 ; Key:FFVXQGMUHIJQAO-BFKQJKLPSA-N ;
	(verify)

Levonantradol (CP 50,556-1) is a synthetic cannabinoid analog of dronabinol (Marinol) developed by Pfizer in the 1980s. It is around 30 times more potent than THC, and exhibits antiemetic and analgesic effects via activation of CB₁ and CB₂ cannabinoid receptors. Levonantradol is not currently used in medicine as dronabinol or nabilone are felt to be more useful for most conditions, however it is widely used in research into the potential therapeutic applications of cannabinoids.

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