[2S-(2alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium

Names

[ CAS No. ]:
300-54-9

[ Name ]:
[2S-(2alpha,4beta,5alpha)]-[tetrahydro-4-hydroxy-5-methylfurfuryl]trimethylammonium

[Synonym ]:
Muscarine (the alkaloid)
Muscarin
d,l-Muscarin
L-(+)-Muscarine
EINECS 206-094-1
(+)-(2S,4R,5S)-Muscarine
Muscarine (alkaloid)
Muskarin
(+/-)-Muscarine

Biological Activity

[Description]:

Muscarine ((+)-Muscarine) is a toxin that can stimulate the parasympathetic nervous system. Muscarine is an agonist of muscarinic acetylcholine receptor (mAChR)[1][2].

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> mAChR

Signaling Pathways >> GPCR/G Protein >> mAChR

Research Areas >> Neurological Disease

[In Vitro]

在脑微血管内皮细胞和小鼠脑微血管内皮细胞中，Muscarine (100 µM) 诱导的细胞内钙信号振幅与 10 µM 乙酰胆碱触发的信号振幅相似[1]。 Muscarine (1-30 μM；2 分钟) 在中缝大核 (NRM) 神经元上含有 5-羟色胺 (5-HT) 的 NRM 细胞亚群中产生剂量依赖性超极化，EC50 值为 2.7 µM[2]。

[References]

[1]. Beatrice Mihaela Radu, et al. All muscarinic acetylcholine receptors (M 1-M 5) are expressed in murine brain microvascular endothelium. Sci Rep. 2017 Jul 11;7(1):5083.

[2]. Z Z Pan, et al. Muscarine hyperpolarizes a subpopulation of neurons by activating an M2 muscarinic receptor in rat nucleus raphe magnus in vitro. J Neurosci. 1994 Mar;14(3 Pt 1):1332-8.

Chemical & Physical Properties

[ Molecular Formula ]:
C₉H₂₀NO₂

[ Molecular Weight ]:
174.26100

[ Exact Mass ]:
174.14900

[ PSA ]:
29.46000

[ LogP ]:
0.23090

Safety Information

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
22-36