CHEBI:34650 - colistimethate sodium

ChEBI IDCHEBI:34650
ChEBI Namecolistimethate sodium
Stars
DefinitionA mixture where R = H or Me. Colistin in which each of the primary amino groups is converted to the corresponding aminomethanesulfonic acid sodium salt, commonly by the action of formaldehyde followed by sodium bisulfite. A polymyxin antibiotic derivative, it is used in the treatment of severe infections, particularly of multidrug-resistant Gram-negative bacteria such as Pseudomonas aeruginosa and Acinetobacter baumannii.
Secondary ChEBI IDCHEBI:597110
Last Modified3 December 2019
DownloadsMolfile
FormulaC57H102N16Na5O28S5R
Net Charge0
Average Mass (excl. R groups)1734.792
Monoisotopic Mass (excl. R groups)1733.51415
SMILES*C[C@@H](C)CCCCC(=O)N[C@@H](CCNCS(=O)(=O)[O-])C(=O)N[C@H](C(=O)N[C@@H](CCNCS(=O)(=O)[O-])C(=O)N[C@H]1CCNC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CCNCS(=O)(=O)[O-])NC(=O)[C@H](CCNCS(=O)(=O)[O-])NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCNCS(=O)(=O)[O-])NC1=O)[C@@H](C)O.[Na+].[Na+].[Na+].[Na+].[Na+]
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
Application:
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
ChEBI Ontology
Outgoing Relation(s)
colistimethate sodium (CHEBI:34650) has functional parent colistin (CHEBI:37943)
colistimethate sodium (CHEBI:34650) has part colistimethate(5−) (CHEBI:59661)
colistimethate sodium (CHEBI:34650) has part colistin A sodium methanesulfonate (CHEBI:59663)
colistimethate sodium (CHEBI:34650) has part colistin B sodium methanesulfonate (CHEBI:59664)
colistimethate sodium (CHEBI:34650) has role prodrug (CHEBI:50266)
colistimethate sodium (CHEBI:34650) is a organic sodium salt (CHEBI:38700)
colistimethate sodium (CHEBI:34650) is a peptide antibiotic (CHEBI:25903)
colistimethate sodium (CHEBI:34650) is a polymyxin (CHEBI:59062)
INN  Source
colistimethate sodiumChemIDplus
Synonyms  Source
Colistin sodium methanesulfonateKEGG COMPOUND
Colistimethate sodiumKEGG COMPOUND
Colistin methanesulfonateChEMBL
sodium colistin methanesulfonateChemIDplus
colistimethateDrugBank
sodium colistimethateChemIDplus
Manual XrefsDatabases
C13553KEGG COMPOUND
D02049KEGG DRUG
DB01111DrugBank
Registry NumbersSources
CAS:8068-28-8KEGG COMPOUND
CAS:8068-28-8ChemIDplus
Citations