colistin (CED0001520)

Record Information
Version1.0
Creation Date2016-06-03 11:04:03 UTC
Update Date2026-08-22 19:32:10 UTC
Accession NumberCHEM043573
Identification
Common Namecolistin
ClassSmall Molecule
Description
colistin belongs to the polypeptides, a class of organic polymers within the organic compounds. With an average molecular weight of 1,155 g/mol, colistin is a heavy molecule with the formula C52H98N16O13. This compound acts as a biological antimicrobial agent (PMC13119245, PMC8174002) and functions as a binder of the protein target Dihydropteroate synthase (folP). Colistin is found in several recorded sources, including drinking water and water supply, as well as pharmaceuticals and veterinary products such as antibiotics, antibacterials, and intestinal antiinfectives. Recorded exposure routes for the compound include oral, auricular, and inhalation pathways, with literature supporting inhalation as an exposure route (PMC8533436). Regarding health effects, colistin is used as a treatment for cystic fibrosis (PMC8533436) and pneumonia (PMC5388835).
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
ColimycinHMDB
ColisticinHMDB
Coly-mycinHMDB
Polymyxin eHMDB
Colistin sulfateHMDB
Sulfate, colistinHMDB
TotazinaHMDB
N-[(1S)-3-Amino-1-{[(1S,2R)-1-{[(1S)-3-amino-1-{[(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-2,5,8,11,14,17,20-heptahydroxy-3-[(1R)-1-hydroxyethyl]-12,15-bis(2-methylpropyl)-1,4,7,10,13,16,19-heptaazacyclotricosa-1,4,7,10,13,16,19-heptaen-21-yl]-C-hydroxycarbonimidoyl}propyl]-C-hydroxycarbonimidoyl}-2-hydroxypropyl]-C-hydroxycarbonimidoyl}propyl]-5-methylheptanimidateHMDB
ColistinMeSH
Chemical FormulaC52H98N16O13
Average Molecular Mass1155.434 g/mol
Monoisotopic Mass1154.750 g/mol
CAS Registry Number1066-17-7
IUPAC NameN-[(1S)-3-amino-1-{[(1S,2R)-1-{[(1S)-3-amino-1-{[(3S,6S,9S,12S,15R,18S,21S)-6,9,18-tris(2-aminoethyl)-3-[(1R)-1-hydroxyethyl]-12,15-bis(2-methylpropyl)-2,5,8,11,14,17,20-heptaoxo-1,4,7,10,13,16,19-heptaazacyclotricosan-21-yl]carbamoyl}propyl]carbamoyl}-2-hydroxypropyl]carbamoyl}propyl]-5-methylheptanamide
Traditional Namecolistin
SMILES[H][C@]1(NC(=O)[C@H](CCN)NC(=O)[C@H](CCN)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CCN)NC(=O)[C@H](CCNC1=O)NC(=O)[C@H](CCN)NC(=O)[C@@H](NC(=O)[C@H](CCN)NC(=O)CCCC(C)CC)[C@@H](C)O)[C@@H](C)O
InChI IdentifierInChI=1S/C52H98N16O13/c1-9-29(6)11-10-12-40(71)59-32(13-19-53)47(76)68-42(31(8)70)52(81)64-35(16-22-56)44(73)63-37-18-24-58-51(80)41(30(7)69)67-48(77)36(17-23-57)61-43(72)33(14-20-54)62-49(78)38(25-27(2)3)66-50(79)39(26-28(4)5)65-45(74)34(15-21-55)60-46(37)75/h27-39,41-42,69-70H,9-26,53-57H2,1-8H3,(H,58,80)(H,59,71)(H,60,75)(H,61,72)(H,62,78)(H,63,73)(H,64,81)(H,65,74)(H,66,79)(H,67,77)(H,68,76)/t29?,30-,31-,32+,33+,34+,35+,36+,37+,38+,39-,41+,42+/m1/s1
InChI KeyYKQOSKADJPQZHB-QNPLFGSASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as polypeptides. These are peptides containing ten or more amino acid residues.
KingdomOrganic compounds
Super ClassOrganic Polymers
ClassPolypeptides
Sub ClassNot Available
Direct ParentPolypeptides
Alternative Parents
Substituents
  • Polypeptide
  • Cyclic alpha peptide
  • Macrolactam
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Secondary alcohol
  • Secondary carboxylic acid amide
  • Amino acid or derivatives
  • Carboxamide group
  • Lactam
  • Organoheterocyclic compound
  • Azacycle
  • Carboxylic acid derivative
  • Primary amine
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Primary aliphatic amine
  • Carbonyl group
  • Organonitrogen compound
  • Amine
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.24 g/LALOGPS
logP-1.3ALOGPS
logP-8.1ChemAxon
logS-3.7ALOGPS
pKa (Strongest Acidic)11.6ChemAxon
pKa (Strongest Basic)10.23ChemAxon
Physiological Charge5ChemAxon
Hydrogen Acceptor Count18ChemAxon
Hydrogen Donor Count18ChemAxon
Polar Surface Area490.66 ŲChemAxon
Rotatable Bond Count28ChemAxon
Refractivity297.67 m³·mol⁻¹ChemAxon
Polarizability125.93 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00dr-0900000000-419dd200ef572768dfa0Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0229-4900000111-0875f1bccf9392d6eb47Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-9510000000-5266e8c4a4ae959de419Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0zg0-1900000000-2a3e6d4d74cae29393efNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a6u-5911000221-cf40b8067f3b8d4a1e28Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-002f-4911000201-bf381c83d760e06dd86dNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-0900000000-185c512532c919ec6fe7Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0079-1900000000-c3a02a5cab3404a03c1eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-9310000000-4539c5d9536c0da7fbf9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0900000000-0ef2b495bd57c835bc55Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-1913000000-b3ada640137a62b8308eNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0005-5920000000-ef377d4d16f03d6d19caNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
275.0Log mg/kg[150:490]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
pneumoniais_treatment_forNot AvailablePMC5388835
cystic fibrosisis_treatment_forNot AvailablePMC8533436
Exposure Sources
Source IDSourceSectorReference
115Drinking waterDrinking water & water supplyNot Available
254Intestinal antiinfectivesHealthcare, pharmaceuticals & veterinary productsNot Available
306AntibioticsHealthcare, pharmaceuticals & veterinary productsNot Available
347AntibacterialsHealthcare, pharmaceuticals & veterinary productsNot Available
Pathways
1 pathway
Colistin Drug Metabolism Action Pathway
Colistin Drug Metabolism Action Pathway
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Beclin-1 structureClick to view 3D structureBeclin-1Q14457HumansPredicted (SEA)75.5137
Click to view 3D structureReceptor-histidine kinase AgrCO07911Staphylococcus aureusPredicted (SEA)11.9888
Tumor necrosis factor receptor superfamily member 10B structureClick to view 3D structureTumor necrosis factor receptor superfamily member 10BO14763HumansPredicted (SEA)74.346
Somatostatin receptor type 5 structureClick to view 3D structureSomatostatin receptor type 5P35346HumansPredicted (SEA)102.138
Transcription factor MafG structureClick to view 3D structureTranscription factor MafGO15525HumansPredicted (SEA)28.3371
Click to view 3D structureSomatostatin receptor type 5P30938Rattus norvegicusPredicted (SEA)48.1108
Click to view 3D structureSomatostatin receptor type 2P30875MousePredicted (SEA)50.9912
Somatostatin receptor type 4 structureClick to view 3D structureSomatostatin receptor type 4P31391HumansPredicted (SEA)92.1735
Click to view 3D structureEndothelin receptor type BQ9N0W7Oryctolagus cuniculusPredicted (SEA)71.0763
Sodium channel protein type 9 subunit alpha structureClick to view 3D structureSodium channel protein type 9 subunit alphaQ15858HumansPredicted (SEA)199.528
Tumor necrosis factor receptor superfamily member 5 structureClick to view 3D structureTumor necrosis factor receptor superfamily member 5P25942HumansPredicted (SEA)57.9198
Somatostatin receptor type 2 structureClick to view 3D structureSomatostatin receptor type 2P30874HumansPredicted (SEA)115.606
Frizzled-2 structureClick to view 3D structureFrizzled-2Q14332HumansPredicted (SEA)46.9431
Prothrombin structureClick to view 3D structureProthrombinP00734HumansPredicted (SEA)452.693
Sodium channel protein type 4 subunit alpha structureClick to view 3D structureSodium channel protein type 4 subunit alphaP35499HumansPredicted (SEA)127.984
Sodium channel protein type 5 subunit alpha structureClick to view 3D structureSodium channel protein type 5 subunit alphaQ14524HumansPredicted (SEA)192.365
Plasma kallikrein structureClick to view 3D structurePlasma kallikreinP03952HumansPredicted (SEA)299.875
Click to view 3D structure1,3-beta-glucan synthase component GSC2P40989Baker's yeastPredicted (SEA)0.778492
Relaxin-3 receptor 2 structureClick to view 3D structureRelaxin-3 receptor 2Q8TDU9HumansPredicted (SEA)82.7537
Click to view 3D structurecAMP-dependent protein kinase type II-beta regulatory subunitP31323HumansPredicted (SEA)58.1534
Plasminogen structureClick to view 3D structurePlasminogenP00747HumansPredicted (SEA)384.964
Sodium channel protein type 8 subunit alpha structureClick to view 3D structureSodium channel protein type 8 subunit alphaQ9UQD0HumansPredicted (SEA)170.334
Click to view 3D structureVoltage-dependent calcium channel alpha-1 subunitO18323Blattella germanicaPredicted (SEA)105.797
Somatostatin receptor type 1 structureClick to view 3D structureSomatostatin receptor type 1P30872HumansPredicted (SEA)132.11
Somatostatin receptor type 3 structureClick to view 3D structureSomatostatin receptor type 3P32745HumansPredicted (SEA)158.735
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0014941
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkColistin
Chemspider ID4470591
ChEBI IDNot Available
PubChem Compound ID5311054
Kegg Compound IDC13768
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References