486-89-5
Chemical Structure
Anagyrine
Synonym(s): (-)-Anagyrine; Monolupine; Rhombinine
- CAS. Nr.: 486-89-5
- Formula:C15H20N2O
- Molecular Weight:244.33
IUPAC Name: (7R,14R,14aR)-1,3,4,6,7,13,14,14a-octahydro-2H,11H-7,14-methanodipyrido[1,2-a:1',2'-e][1,5]diazocin-11-one
InChIKey: FQEQMASDZFXSJI-JHJVBQTASA-N
SMILES: O=C1N2C([C@]3([H])C[C@]([C@]4([H])N(CCCC4)C3)([H])C2)=CC=C1
Biological Activity: Anagyrine ((-)-Anagyrine) is a quinolizidine alkaloid that has been found in Lupinus albus. Anagyrine binds to muscarinic and nicotinic acetylcholine receptors with IC50 values of 132 and 2096 µM respectively. Anagyrine is a potent and effective desensitizer of nAChR, and Anagyrine can directly, without metabolism, desensitize nAChR[1][2][3].
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Anagyrine | 99.9% | Anagyrine ((-)-Anagyrine) is a quinolizidine alkaloid that has been found in Lupinus albus. Anagyrine binds to muscarinic and nicotinic acetylcholine receptors with IC50 values of 132 and 2096 µM respectively. Anagyrine is a potent and effective desensitizer of nAChR, and Anagyrine can directly, without metabolism, desensitize nAChR. | ||||||||||||||||||||
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References
- [1]. Schmeller T, et al. Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors. J Nat Prod. 1994 Sep;57(9):1316-9. [Content Brief]
- [2]. Matsuda, K., et al. Nematicidal activities of (–)-N-methylcytisine and (–)-anagyrine from Sophora flavescens against pine wood nematodes. Agr. BioI. Chem. 53(8), 2287-2288 (1989).
- [3]. Green BT, et al. Anagyrine desensitization of peripheral nicotinic acetylcholine receptors. A potential biomarker of quinolizidine alkaloid teratogenesis in cattle. Res Vet Sci. 2017 Dec;115:195-200. [Content Brief]
