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M5273

Sigma-Aldrich

Monensin sodium salt

90-95% (TLC)

Synonym(s):

Monensin A sodium salt

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About This Item

Empirical Formula (Hill Notation):
C36H61NaO11
CAS Number:
Molecular Weight:
692.85
Beilstein:
4122200
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

90-95% (TLC)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
fungi
parasites
viruses

Mode of action

cell membrane | interferes

storage temp.

2-8°C

SMILES string

[H][C@]1([C@@]2(CC)O[C@]([C@@]3(C)OC4(C[C@H](O)[C@@H](C)[C@@]([H])([C@@H](C)[C@@H](OC)[C@@H](C([O-])=O)C)O4)CC3)([H])CC2)[C@@H](C)C[C@]([H])([C@@]5([H])O[C@@](O)(CO)[C@H](C)C[C@@H]5C)O1.[Na+]

InChI

1S/C36H62O11.Na/c1-10-34(31-20(3)16-26(43-31)28-19(2)15-21(4)36(41,18-37)46-28)12-11-27(44-34)33(8)13-14-35(47-33)17-25(38)22(5)30(45-35)23(6)29(42-9)24(7)32(39)40;/h19-31,37-38,41H,10-18H2,1-9H3,(H,39,40);/q;+1/p-1/t19-,20-,21+,22+,23-,24-,25-,26+,27+,28-,29+,30-,31+,33-,34-,35?,36-;/m0./s1

InChI key

XOIQMTLWECTKJL-BEMBKCOJSA-M

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General description

Chemical structure: polyether
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.

Application

Monensin sodium salt has been used:
  • for the intracellular staining of cytokines
  • to study its effects on the regulation of nuclear factor-κ B (NF-κB ) activation
  • as a positive control to study its effects on in vitro rumen fermentation

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.

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 6 months at 4°C.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 2 - Eye Irrit. 2 - STOT RE 2

Target Organs

Heart,muscle

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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In vitro screening of essential oil active compounds for manipulation of rumen fermentation and methane mitigation
Joch M, et al.
Asian-Australasian Journal of Animal Sciences, 29(7), 952-952 (2016)
Structure and antimicrobial properties of monensin A and its derivatives: summary of the achievements
Lowicki D and Huczynski A
BioMed Research International, 2013 (2013)
Gfi1, a transcriptional repressor, inhibits the induction of the T helper type 1 programme in activated CD 4 T cells
Suzuki J, et al.
Immunology, 147(4), 476-487 (2016)
Koji Toriyama et al.
Communications biology, 3(1), 394-394 (2020-07-28)
Although the important roles of glycolysis in T cells have been demonstrated, the regulatory mechanism of glycolysis in activated T cells has not been fully elucidated. Furthermore, the influences of glycolytic failure on the T cell-dependent immune response in vivo
Dose-response and inclusion effects of pure natural extracts and synthetic compounds on in vitro methane production
Cattani M, et al.
Anim. Feed Sci. Technol., 218, 100-109 (2016)

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