Monensin sodium salt

Monensin sodium salt Basic information
Product Name:Monensin sodium salt
Synonyms:Coban45;gamma,2,8-tetramethyl--furyl)-2-furyl)-9-hydroxy-beta-methoxy-alphmonosod;methyl-5-(tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2h-pyran-2-yl)-2;monensin,monosodiumsalt;Monensin,monosodiumsalt(9CI);Previouscas:22136-43-2;Sodiummonensin;2-[5-Ethyltetrahydro-5-[tetrahydro-3-Methyl-5-[tetrahydro-6-hydroxy-6-(hydroxyMethyl)-3,5-diMethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-β-Methoxy-α,γ,2,8-tetraMethyl-
CAS:22373-78-0
MF:C36H63NaO12
MW:710.87
EINECS:244-941-7
Product Categories:Inhibitors;Organics;Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;22373-78-0
Mol File:22373-78-0.mol
Monensin sodium salt Structure
Monensin sodium salt Chemical Properties
Melting point 267-269 C
alpha 57.3 º (c=4.0, in MeOH)
storage temp. 2-8°C
solubility Soluble in methanol at 50mg/ml
form Off-white to beige solid
color White
BRN 4122200
Stability:Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
InChIKeyXOIQMTLWECTKJL-BEMBKCOJSA-M
LogP3.716 (est)
EPA Substance Registry SystemMonensin, monosodium salt (22373-78-0)
Safety Information
Hazard Codes T,T+
Risk Statements 25-26/27/28
Safety Statements 36/37/39-45-22
RIDADR UN 3462 6.1/PG 2
WGK Germany 3
RTECS JH2830000
HazardClass 6.1(a)
PackingGroup II
HS Code 29419090
MSDS Information
ProviderLanguage
Monensin sodium salt English
Monensin sodium salt Usage And Synthesis
DescriptionMonensin is a naturally occuring ionophorous antibiotic that preferentially forms complexes with monovalent cations to enable transport across lipid membranes. Through its ability to affect pH and the sodium-potassium balance of a cell, monensin can induce cell death in Gram-positive bacteria such as Micrococcus, Bacillus, and Staphylococcus (MICs = 1-12.5 μg/ml), reduce proliferation of P. falciparum and Coccicdium protozoa, and also prevent replication of certain viruses.
Chemical PropertiesLIGHT CREAM AMORPHOUS POWDER
UsesPoliether antibiotic. Coccidiostat.
Usesantifungal
Usesantibacterial
UsesMonensin sodium salt is used in potentiometric and spectroscopic studies of alkali metal ion complexes. Monensin (Na) is a polyether small molecule ionophore, capable of forming stable complexes to monovalent cations with specific affinity for Na+. Monensin presents a highly lipophilic scaffold around the bound ion, allowing movement of the complex through the lipid bilayer and consequent transport of the ion out of the cell. Excessive flux of ions out of the cell produces a cytotoxic effect and generates the antibiotic properties of Monensin.
General DescriptionMonensin is a polyether ionophoric antibiotic, which is produced by Streptomyces cinnamonensis. It is used to treat bacterial, fungal and parasitic infections. Monensin prevents the growth of colon cancer cells. It facilitates the transport of sodium and potassium ions between intracellular and extracellular spaces. Monensin prevents coccidiosis?in poultry production.
Biochem/physiol ActionsNa+ ionophore; blocks glycoprotein secretion; may induce catecholamine secretion from chromaffin cells. Useful in potentiometric and spectroscopic studies of alkali metal ion complexes.
storage-20°C
Purification MethodsCrystallise it from EtOH/H2O [Cox et al. J Am Chem Soc 107 4297 1985].
ReferencesAowicki and Huczynski (2013), Structure and antimicrobial properties of monensin A and its derivatives: summary of the achievements; Res. Int. 2013 742149 Kallen et al. (1993), Monensin inhibits synthesis of plasma membrane sphingomyelin by blocking transport of ceramide through the Golgi: evidence for two sites of sphingomyelin synthesis in BHK cells; Biophys. Acta 1166 305 Boss et al. (1984), Monensin-induced swelling of Golgi apparatus cisternae mediated by a proton gradient; J. Cell. Biol. 34 1 Mollenhauer et al. (1990), Alteration of intracellular traffic by monensin; mechanism, specificity and relationship to toxicity; Biophys. Acta 1031 225 Hafner et al. (2021), The Cardenolide Glycoside Acovenoside A Interferes with Epidermal Growth Factor Receptor Trafficking in Non-Small Cell Lung Cancer Cells; Pharmacol. 12 611657 Oh-Hashi et al. (2021), Comparative Analysis of CREB3 and CREB3L2 Protein Expression in HEK293 Cells; J. Mol. Sci. 22 2767
Monensin sodium salt Preparation Products And Raw materials
Preparation ProductsMonensin
Ivermectin Nystatin Sodium benzoate Sodium acetate Abamectin sodium Sodium chloride Natamycin Diclofenac sodium Disodium phosphonomycin Rifamycin Sodium PENTACOSANOIC ACID Sodium bicarbonate Monensin sodium salt Sodium hydroxide 2-[2-[(2-ETHYLHEXYL)OXY]ETHOXY]ETHANOL 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT Monensin

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