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Merck

C1511

Colistin sodium methanesulfonate

~11,500 U/mg

Sinónimos:

Colimycin sodium methanesulfonate, Methanesulfonic acid derivative of Polymyxin E, Polymyxin E sodium methanesulfonate

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Fórmula empírica (notación de Hill):
C58H115N16Na5O28S5
Número CAS:
Peso molecular:
1759.90
NACRES:
NA.85
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
232-516-9
MDL number:
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Nombre del producto

Colistin sodium methanesulfonate, ~11,500 U/mg

InChI key

WSDSONZFNWDYGZ-BKFDUBCBSA-I

InChI

1S/C53H100N16O13.5CH4O3S.5Na/c1-9-30(6)12-10-11-13-41(72)60-33(14-20-54)48(77)69-43(32(8)71)53(82)65-36(17-23-57)45(74)64-38-19-25-59-52(81)42(31(7)70)68-49(78)37(18-24-58)62-44(73)34(15-21-55)63-50(79)39(26-28(2)3)67-51(80)40(27-29(4)5)66-46(75)35(16-22-56)61-47(38)76;5*1-5(2,3)4;;;;;/h28-40,42-43,70-71H,9-27,54-58H2,1-8H3,(H,59,81)(H,60,72)(H,61,76)(H,62,73)(H,63,79)(H,64,74)(H,65,82)(H,66,75)(H,67,80)(H,68,78)(H,69,77);5*1H3,(H,2,3,4);;;;;/q;;;;;;5*+1/p-5/t30?,31-,32-,33+,34-,35+,36+,37+,38+,39+,40-,42+,43+;;;;;;;;;;/m1........../s1

SMILES string

[Na+].[Na+].[Na+].[Na+].[Na+].CS([O-])(=O)=O.CS([O-])(=O)=O.CS([O-])(=O)=O.CS([O-])(=O)=O.CS([O-])(=O)=O.CCC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@@H](C(C)O)C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)[C@@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCN)NC1=O)C(C)O

form

powder

specific activity

~11,500 U/mg

solubility

H2O: 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria

mode of action

cell membrane | interferes

storage temp.

2-8°C

Quality Level

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Application

Colistin sodium methanesulfate is used to permeabilize bacterial cell membranes and to study mannose-resistant haemagglutination.

Biochem/physiol Actions

Colistin is a cationic, multicomponent lipopeptide antibiotic. It consists of a cyclic heptapeptide with tripeptide side chain, acylated at the N terminus by a fatty acid. It exhibits a potent anti-endotoxin. Colistin interacts with the anionic LPS molecules and displaces calcium and magnesium ions. It solubilzes the cytoplasmic membrane resulting in leakage of cytosol which contributes to the bactericidal effect.
Mode of Action: Binds to lipids on the cell cytoplasmic membrane of Gram-negative bacteria and disrupts the cell wall integrity.
Antimicrobial spectrum: Gram-negative bacteria.

General description

Chemical structure: peptide

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Sachin Gupta et al.
Indian journal of critical care medicine : peer-reviewed, official publication of Indian Society of Critical Care Medicine, 13(2), 49-53 (2009-11-03)
One of the greatest achievements of modern medicine is the development of antibiotics against life-threatening infections, but the emergence of multidrug-resistant (MDR) gram negative bacteria has drastically narrowed down the therapeutic options against them. This limitation has led clinicians to
Roberto Imberti et al.
Chest, 138(6), 1333-1339 (2010-06-19)
Infections caused by multidrug-resistant gram-negative bacteria have caused a resurgence of interest in colistin. To date, information about pharmacokinetics of colistin is very limited in critically ill patients, and no attempts have been made to evaluate its concentration in BAL.
M.J. Rogers et al.
Infection (Munich), 14, 79-79 (1986)
Matthew E Falagas et al.
Expert review of anti-infective therapy, 6(5), 593-600 (2008-10-14)
Despite the constantly increasing need for new antimicrobial agents, antibiotic drug discovery and development seem to have greatly decelerated in recent years. Presented with the significant problem of advancing antimicrobial resistance, the global scientific community has attempted to find alternative
Nikolaos Markou et al.
The Journal of antimicrobial chemotherapy, 67(10), 2459-2462 (2012-07-14)
Available data on colistin pharmacokinetics in patients undergoing continuous renal replacement therapy (CRRT) are limited. Our aim was to study colistin pharmacokinetics in critically ill patients treated with colistin methane sulphonate for Gram-negative sepsis and undergoing continuous venovenous haemodiafiltration for

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