Anagyrine

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].

Product Specifications

CAS Number

[486-89-5]

Product Name Alternative

(-) -Anagyrine; Monolupine; Rhombinine

UNSPSC

12352005

Hazard Statement

H301, H360

Target

MAChR; nAChR

Type

Natural Products

Related Pathways

GPCR/G Protein; Membrane Transporter/Ion Channel; Neuronal Signaling

Applications

Cancer-programmed cell death

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/anagyrine.html

Purity

98.15

Solubility

DMSO : 25 mg/mL (ultrasonic) |H2O : 25 mg/mL (ultrasonic)

Smiles

O=C1N2C([C@]3([H])C[C@]([C@]4([H])N(CCCC4)C3)([H])C2)=CC=C1

Molecular Formula

C15H20N2O

Molecular Weight

244.33

Precautions

H301, H360

References & Citations

[1]Schmeller T, et al. Binding of quinolizidine alkaloids to nicotinic and muscarinic acetylcholine receptors. J Nat Prod. 1994 Sep;57 (9) :1316-9.|[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.