Lupanine
Medicinal Chemistry
Molecular Weight
248.37
Molecular Formula
C15H24N2O
IUPAC Name
(7S,7aR,14S,14aS)-dodecahydro-1H-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocin-4-one
Pharmacognosy
Biological Source
Lupinus species (Lupin beans)
Active Constituents
Lupanine, Sparteine
Pharmacology & Synthesis
Mechanism of Action
Blocks muscarinic and nicotinic receptors (weakly).
Pharmacokinetics (ADME)
A: Well absorbed.
D: Wide distribution.
M: Hepatic.
E: Renal.
Pharmacodynamics
Mild hypotensive and CNS-depressant effects; toxic in high amounts.
Synthesis Pathway
Derived from lysine via cadaverine.
Safety, Warnings & Interactions
Adverse Effects
Dry mouth, mydriasis, respiratory depression (toxic doses).
Contraindications
Not used clinically.
Drug Interactions
Other anticholinergics.