M5273

Monensin sodium salt

Name: Monensin sodium salt
Brand: SIGMA

90-95% (TLC), Sodium ionophore

Synonym(s):

Monensin A sodium salt

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About This Item

Empirical Formula (Hill Notation):

C₃₆H₆₁NaO₁₁

CAS Number:

22373-78-0

Molecular Weight:

692.85

NACRES:

NA.77

PubChem Substance ID:

24896992

UNSPSC Code:

12352200

EC Number:

244-941-7

MDL number:

MFCD00077826

Beilstein/REAXYS Number:

4122200

Product Name

Monensin sodium salt, 90-95% (TLC)

InChI key

XOIQMTLWECTKJL-BEMBKCOJSA-M

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

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+]

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

Quality Level

200

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Preparation Note

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

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.

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.

pictograms

GHS06,GHS08,GHS09

signalword

Danger

hcodes

H300,H319,H373,H411

pcodes

P260 - P264 - P273 - P301 + P310 - P305 + P351 + P338 - P314

Hazard Classifications

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

target_organs

Heart,muscle

Storage Class

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

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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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)

Phenotypic and functional changes in gamma delta T lymphocytes from HTLV-1 carriers.

Raquel Cavalcanti De Albuquerque et al.

Journal of leukocyte biology, 106(3), 607-618 (2019-07-10)

Human T-cell lymphotropic virus type-1 (HTLV-1) is the etiologic agent of HTLV-1-associated myelopathy/tropical spastic paraparesis (HAM/TSP), which is a chronic inflammatory disease that leads to gradual loss of motor movement as a result of the death of spinal cord cells

T cell-specific deletion of Pgam1 reveals a critical role for glycolysis in T cell responses.

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

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)

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