CHEBI:59662 - colistimethate

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name colistimethate
ChEBI ID CHEBI:59662
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Download Molfile XML SDF
Formula C57H107N16O28S5R
Net Charge 0
Average Mass (excl. R groups) 1624.883
Monoisotopic Mass (excl. R groups) 1623.60443
SMILES C(C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H]1C(N[C@H](C(N[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(=O)NCC1)[C@@H](C)O)=O)CCNCS(O)(=O)=O)=O)CCNCS(O)(=O)=O)=O)CC(C)C)=O)CC(C)C)=O)CCNCS(O)(=O)=O)=O)=O)CCNCS(O)(=O)=O)=O)[C@@H](C)O)=O)CCNCS(O)(=O)=O)=O)CCC[C@@H](C*)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
(via polymyxin )
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via polymyxin )
(via peptide antibiotic )
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 colistimethate(5−) (CHEBI:59661) is conjugate base of colistimethate (CHEBI:59662)
Manual Xref Database
DB01111 DrugBank
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Citation Waiting for Citations Type Source
16931410 PubMed citation Europe PMC
Last Modified
04 December 2019