ChemicalBook CAS DataBase List 22373-78-0

22373-78-0

Name	Monensin sodium salt
CAS	22373-78-0
EINECS(EC#)	244-941-7
Molecular Formula	C36H63NaO12
MDL Number	MFCD00167163
Molecular Weight	710.87
MOL File	22373-78-0.mol

Synonyms

Coban Coban45 RUMENSIN Sodiummonensin MONENSINSODIUM,USP Monensin sodium salt Previouscas:22136-43-2 monensin,monosodiumsalt MONENSIN SODIUM SALT 97% Monensin Sodium (200 mg) Monensin, sodium salt,97% Monensin sodiuM salt(Coban) MONENSIN SODIUM SALT HYDRATE Monensin,monosodiumsalt(9CI) MONENSIN SODIUM (Monensin A is shown) Monensin sodium salt,Monensin A sodium salt 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 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- Sodium 4-[2-[2-Ethyl-3'-methyl-5'-(tetrahydro-6-hydroxy-6-hydroxymethyl-3,5-dimethylpyran-2-yl)perhydro-2,2'-bifuran-5-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl}-3-methoxy-2-methylpentanoate 4-[2-[5-Ethyl-5-[5-[6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-oxan-2-yl]-3-methyl-oxolan-2-yl]oxolan-2-yl]-9-hydroxy-2,8-dimethyl-1,6-dioxaspiro[4.5]dec-7-yl]-3-methoxy-2-methyl-pentanoic acid monosodium salt 1,6-Dioxaspiro[4.5]decane-7-butyric acid, 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-, monosodium salt (8CI) 1,6-Dioxaspiro[4.5]decane-7-butyricacid,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-.beta.-methoxy-.alpha.,.gamma.-2,8-tetramethyl-,monosodiumsal 1,6-Dioxaspiro[4.5]decane-7-butyricacid,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-.beta.-methoxy-.alpha.,.gamma.-2,8-tetramethyl-,monosodiumsalt 1,6-Dioxaspiro[4.5] decane-7-butyric acid, 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-.beta.-methoxy-.alpha.,.gamma.-2,8-tetramethyl-, monosodium salt 1,6-Dioxaspiro[4.5]decane-7-butyric acid, 2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydrox y-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-.beta.-metho xy-.alpha.,.gamma.,2,8-tetramethyl-, monosodium salt (8CI

Chemical Properties

Appearance	LIGHT CREAM AMORPHOUS POWDER
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.
InChIKey	XOIQMTLWECTKJL-BEMBKCOJSA-M
LogP	3.716 (est)
EPA Substance Registry System	Monensin, monosodium salt(22373-78-0)

Safety Data

Hazard Codes	T,T+
Risk Statements	25-26/27/28 less more
Safety Statements	36/37/39-45-22 less more
RIDADR	UN 3462 6.1/PG 2
WGK Germany	3
RTECS	JH2830000
HazardClass	6.1(a)
PackingGroup	II
HS Code	29419090

Hazard Information

Chemical Properties

LIGHT CREAM AMORPHOUS POWDER

Usage

antibacterial

Usage

antifungal

Usage

Poliether antibiotic. Coccidiostat.

Description

Monensin 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.

Uses

antibacterial

Uses

antifungal

Uses

Poliether antibiotic. Coccidiostat.

General Description

Monensin 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 Actions

Na+ 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 Methods

Crystallise it from EtOH/H2O [Cox et al. J Am Chem Soc 107 4297 1985].

References

Aowicki 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

Material Safety Data Sheet(MSDS)

Spectrum Detail

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