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Merck
CN

M5273

Monensin sodium salt

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

Key Documents

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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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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.

Preparation Note

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

signalword

Danger

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

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
0000516157
0000516155
0000516157
0000516155
0000493706

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Connor G G Bamford et al.
PLoS pathogens, 14(10), e1007307-e1007307 (2018-10-12)
As antimicrobial signalling molecules, type III or lambda interferons (IFNλs) are critical for defence against infection by diverse pathogens, including bacteria, fungi and viruses. Counter-intuitively, expression of one member of the family, IFNλ4, is associated with decreased clearance of hepatitis
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)
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)
IL-36alpha is involved in hapten-specific T-cell induction, but not local inflammation, during contact hypersensitivity
Numata T, et al.
Biochemical and Biophysical Research Communications, 506(3), 429-436 (2018)
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