CHEBI:59669 - colistimethate A

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ChEBI Name colistimethate A
ChEBI ID CHEBI:59669
Definition Colistin A in which each of the primary amino groups is converted to the corresponding aminomethanesulfonic acid, commonly by the action of formaldehyde followed by sodium bisulfite.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C58H110N16O28S5
Net Charge 0
Average Mass 1639.90900
Monoisotopic Mass 1638.62790
InChI InChI=1S/C58H110N16O28S5/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)/t35-,36-,37-,38+,39+,40+,41+,42+,43+,44+,45-,47+,48+/m1/s1
InChIKey BSSIRFLGSWHWDE-NHYGBIDUSA-N
SMILES 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): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via peptide antibiotic )
(via polymyxin )
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
(via polymyxin )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing colistimethate A (CHEBI:59669) has functional parent colistin A (CHEBI:59064)
colistimethate A (CHEBI:59669) is a amino sulfonic acid (CHEBI:37793)
colistimethate A (CHEBI:59669) is a peptide antibiotic (CHEBI:25903)
colistimethate A (CHEBI:59669) is a polymyxin (CHEBI:59062)
colistimethate A (CHEBI:59669) is conjugate acid of colistimethate A(5−) (CHEBI:59666)
Incoming colistimethate (CHEBI:59662) has part colistimethate A (CHEBI:59669)
colistimethate A(5−) (CHEBI:59666) is conjugate base of colistimethate A (CHEBI:59669)
IUPAC Name
{[(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-[(sulfomethyl)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-[(sulfomethyl)amino]butanoyl}amino)butanoyl]amino}-4-oxobutyl]amino}methanesulfonic acid
Citation Waiting for Citations Type Source
16931410 PubMed citation Europe PMC
Last Modified
29 June 2010