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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:
22373-78-0
Molecular Weight:
692.85
Beilstein:
4122200
EC Number:
244-941-7
MDL number:
MFCD00077826
UNSPSC Code:
12352200
PubChem Substance ID:
24896992
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

200

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.[1] It is used to treat bacterial, fungal and parasitic infections. Monensin prevents the growth of colon cancer cells.[2] It facilitates the transport of sodium and potassium ions between intracellular and extracellular spaces.[3] Monensin prevents coccidiosis in poultry production.[3]

Application

Monensin sodium salt has been used:
  • for the intracellular staining of cytokines[4][5]
  • to study its effects on the regulation of nuclear factor-κ B (NF-κB ) activation[6]
  • as a positive control to study its effects on in vitro rumen fermentation[7][8]

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

H300,H319,H373,H411

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000416127
0000416127
0000382500
0000382510
0000382511

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Structure and antimicrobial properties of monensin A and its derivatives: summary of the achievements
Lowicki D and Huczynski A
BioMed Research International, 2013 (2013)
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)
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)
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
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
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Questions

  1. How long is this stable as a 1mg/ml stock solution in ethanol when stored at 4ºC?

    1 answer

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

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