CHEBI:59662 - colistimethate

ChEBI IDCHEBI:59662
ChEBI Namecolistimethate
Stars
DefinitionA mixture where R = H or Me. Colistin in which each of the primary amino groups is converted to the corresponding aminomethanesulfonic acid. It is prepared from colistin by the action of formaldehyde followed by sodium bisulfite. A polymyxin antibiotic, it is used as its penta-sodium salt in the treatment of severe infections, particularly of multidrug-resistant Gram-negative bacteria such as Pseudomonas aeruginosa and Acinetobacter baumannii.
Last Modified4 December 2019
SubmitterGareth Owen
DownloadsMolfile
FormulaC57H107N16O28S5R
Net Charge0
Average Mass (excl. R groups)1624.883
Monoisotopic Mass (excl. R groups)1623.60443
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
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 (CHEBI:59662) has functional parent colistin (CHEBI:37943)
colistimethate (CHEBI:59662) has part colistimethate A (CHEBI:59669)
colistimethate (CHEBI:59662) has part colistimethate B (CHEBI:59671)
colistimethate (CHEBI:59662) has role prodrug (CHEBI:50266)
colistimethate (CHEBI:59662) is a amino sulfonic acid (CHEBI:37793)
colistimethate (CHEBI:59662) is a peptide antibiotic (CHEBI:25903)
colistimethate (CHEBI:59662) is a polymyxin (CHEBI:59062)
colistimethate (CHEBI:59662) is conjugate acid of colistimethate(5−) (CHEBI:59661)
Incoming Relation(s)
colistimethate(5−) (CHEBI:59661) is conjugate base of colistimethate (CHEBI:59662)
Manual XrefsDatabases
DB01111DrugBank
Citations