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Merck

27655

Colistin sodium methanesulfonate

from Bacillus colistinus

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, from Bacillus colistinus

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

biological source

Bacillus colistinus

form

powder or crystals

ign. residue

~20%

loss

≤5.0% loss on drying

color

white to off-white

pH

6.5-8.5

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 sodium methanesulfate is a cyclopolypeptide antibiotic with endotoxin-binding capacity Colistin′s activity stems from the hydrophobic and hydrophillic regions. They solubilze the cytoplasmic membrane 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. Keep in a dry place.

Packaging

1g, 5g

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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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
J Li et al.
Antimicrobial agents and chemotherapy, 45(3), 781-785 (2001-02-22)
The in vitro pharmacodynamic properties of colistin and colistin methanesulfonate were investigated by studying the MICs, time-kill kinetics, and postantibiotic effect (PAE) against mucoid and nonmucoid strains of Pseudomonas aeruginosa isolated from patients with cystic fibrosis. Twenty-three clinical strains, including
Lidia Dalfino et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 54(12), 1720-1726 (2012-03-17)
Gram-negative bacteria susceptible only to colistin (COS) are emerging causes of severe nosocomial infections, reviving interest in the use of colistin. However, consensus on the most effective way to administer colistin has not yet been reached. All patients who had

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