CHEBI:59663 - colistin A sodium methanesulfonate

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ChEBI Name colistin A sodium methanesulfonate
ChEBI ID CHEBI:59663
Definition Colistin A in which each of the primary amino groups is converted into the corresponding aminomethanesulfonic acid sodium salt, commonly by treatment with formaldehyde followed by sodium bisulfite.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C58H105N16Na5O28S5
Net Charge 0
Average Mass 1749.81900
Monoisotopic Mass 1748.53762
InChI InChI=1S/C58H110N16O28S5.5Na/c1-9-35(6)12-10-11-13-46(77)65-38(14-20-59-28-103(88,89)90)53(82)74-48(37(8)76)58(87)70-41(17-23-62-31-106(97,98)99)50(79)68-43-19-25-64-57(86)47(36(7)75)73-54(83)42(18-24-63-32-107(100,101)102)67-49(78)39(15-21-60-29-104(91,92)93)69-55(84)44(26-33(2)3)72-56(85)45(27-34(4)5)71-52(81)40(66-51(43)80)16-22-61-30-105(94,95)96;;;;;/h33-45,47-48,59-63,75-76H,9-32H2,1-8H3,(H,64,86)(H,65,77)(H,66,80)(H,67,78)(H,68,79)(H,69,84)(H,70,87)(H,71,81)(H,72,85)(H,73,83)(H,74,82)(H,88,89,90)(H,91,92,93)(H,94,95,96)(H,97,98,99)(H,100,101,102);;;;;/q;5*+1/p-5/t35-,36-,37-,38+,39+,40+,41+,42+,43+,44+,45-,47+,48+;;;;;/m1...../s1
InChIKey IQWHCHZFYPIVRV-VLLYEMIKSA-I
SMILES [Na+].[Na+].[Na+].[Na+].[Na+].CC[C@@H](C)CCCCC(=O)N[C@@H](CCNCS([O-])(=O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCNCS([O-])(=O)=O)C(=O)N[C@H]1CCNC(=O)[C@@H](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 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 )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing colistin A sodium methanesulfonate (CHEBI:59663) has functional parent colistin A (CHEBI:59064)
colistin A sodium methanesulfonate (CHEBI:59663) has part colistimethate A(5−) (CHEBI:59666)
colistin A sodium methanesulfonate (CHEBI:59663) is a organic sodium salt (CHEBI:38700)
colistin A sodium methanesulfonate (CHEBI:59663) is a peptide antibiotic (CHEBI:25903)
colistin A sodium methanesulfonate (CHEBI:59663) is a polymyxin (CHEBI:59062)
Incoming colistimethate sodium (CHEBI:34650) has part colistin A sodium methanesulfonate (CHEBI:59663)
IUPAC Name
pentasodium {[(3S)-4-{[(3S,6S,9S,12S,15R,18S,21S)-3-[(1R)-1-hydroxyethyl]-12,15-bis(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-6,9,18-tris{2-[(sulfonatomethyl)amino]ethyl}-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl]amino}-3-{[(2S,3R)-3-hydroxy-2-({(2S)-2-{[(6R)-6-methyloctanoyl]amino}-4-[(sulfonatomethyl)amino]butanoyl}amino)butanoyl]amino}-4-oxobutyl]amino}methanesulfonate
Synonyms Sources
colistin A sulfomethate sodium ChEBI
polymyxin E1 sodium methanesulfonate ChEBI
polymyxin E1 sulfomethate sodium ChEBI
Citation Waiting for Citations Type Source
16931410 PubMed citation Europe PMC
Last Modified
28 April 2020