294-93-9
Chemical Structure
12-Crown-4
- CAS No.: 294-93-9
- Formula:C8H16O4
- Molecular Weight:176.21
IUPAC Name: 1,4,7,10-tetraoxacyclododecane
InChIKey: XQQZRZQVBFHBHL-UHFFFAOYSA-N
SMILES: C1COCCOCCOCCO1
Biological Activity: 12-Crown-4 is a sodium-selective Na+/K+ permeability enhancer, amyloid-β aggregation inhibitor, and phase-transfer catalyst and lithium complexing agent. 12-Crown-4 produces high-dose tremor, convulsions, and peripheral neuromuscular stimulation. 12-Crown-4 binds Aβ40 monomers, stabilizes the monomers, and inhibits secondary structure changes/misfolding; it binds Aβ42, stabilizes the helical region, inhibits secondary structure changes, and restricts the conformational space. 12-Crown-4 can be used in research on neurological diseases such as Alzheimer's disease[1][2][3][4][5].
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12-Crown-4 | 98.0% | 12-Crown-4 is a sodium-selective Na+/K+ permeability enhancer, amyloid-β aggregation inhibitor, and phase-transfer catalyst and lithium complexing agent. 12-Crown-4 produces high-dose tremor, convulsions, and peripheral neuromuscular stimulation. 12-Crown-4 binds Aβ40 monomers, stabilizes the monomers, and inhibits secondary structure changes/misfolding; it binds Aβ42, stabilizes the helical region, inhibits secondary structure changes, and restricts the conformational space. 12-Crown-4 can be used in research on neurological diseases such as Alzheimer's disease. | ||||||||||||||||||||
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Similarity Score 0.90
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References
- [1]. Basok SS, et al. Synthesis, Biological Evaluation, and Molecular Modeling of Aza-Crown Ethers. Molecules (Basel, Switzerland). 2021 Apr 12;26(8):2225.
- [2]. Gad SC, et al. Thirteen cationic ionophores: their acute toxicity, neurobehavioral and membrane effects. Drug and chemical toxicology. 1985;8(6):451-68.
- [3]. Zhang H, et al. Small Molecule-Based Highly Active and Selective K Transporters with Potent Anticancer Activities. Nano letters. 2021 Feb 10;21(3):1384-1391.
- [4]. Agrawal N, et al. 12-Crown-4 Ether Disrupts the Patient Brain-Derived Amyloid-β-Fibril Trimer: Insight from All-Atom Molecular Dynamics Simulations. ACS chemical neuroscience. 2016 Oct 19;7(10):1433-1441.
- [5]. Agrawal N, et al. Binding of 12-Crown-4 with Alzheimer's Aβ40 and Aβ42 Monomers and Its Effect on Their Conformation: Insight from Molecular Dynamics Simulations. Molecular pharmaceutics. 2018 Jan 02;15(1):289-299.
