Basic information
- CAS
1264-72-8- Standard SMILES
CCC(C)CCCCC(=O)N[C@@H](CCN)C(=O)N[C@H](C(=O)N[C@@H](CCN)C(=O)N[C@H]1CCNC(=O)[C@H]([C@@H](C)O)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)NC1=O)[C@@H](C)O.O=S(=O)(O)O- InChIKey
ZJIWRHLZXQPFAD-LRYSGCCDSA-N- Molecular formula
- C53H102N16O17S
- Average molar mass
- 1,267.5 g/mol
- Monoisotopic mass
- 1,266.73295702
Names & identifiers
- Preferred name
- Colistin sulfate (USP:JAN)
- IUPAC
- N-[(2S)-4-amino-1-[[(2S,3R)-1-[[(2S)-4-amino-1-oxo-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-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-6-methyloctanamide;sulfuric acid
- English name
- Colistin sulfate
- Molecular formula
- 2(C52H98N16O13).5(H2SO4)
- Molecular weight
- 2801.27
Names & synonyms
Colistin sulfate (USP:JAN)Colistin sulfate [USP:JAN]RefChem:1082115N-[(2S)-4-amino-1-[[(2S,3R)-1-[[(2S)-4-amino-1-oxo-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-heptazacyclotricos-21-yl]amino]butan-2-yl]amino]-3-hydroxy-1-oxobutan-2-yl]amino]-1-oxobutan-2-yl]-6-methyloctanamide;sulfuric acidColistin, sulfatePolymyxin E. Sulfate; Belcomycine; Colomycin;Colistin sulfat [German]Colistin sulfatEINECS 215-034-3Colistin sulfate, nonsterileUNII-WP15DXU577SCHEMBL14637227
Show more names
COLISTIN SULPHATEPOLYMYXIN ECOLISTINE SULPHATECOLISTINE SULFATECoLCOLISTIN SULFATE SALTbelcomycinColomyciistin suLBelcomycine
Properties
Computed structural properties
- Topological polar surface area
- 574 Ų
- Hydrogen bond donors
- 20
- Hydrogen bond acceptors
- 22
- Rotatable bonds
- 29
- Heavy atoms
- 87
- Formal charge
- 0
- Complexity
- 2,150
Physicochemical properties
- Melting point
- 200 · 200-220°C
- storage temp.
- 2 · Inert atmosphere,2-8°C
- solubility
- 2 O: · H2O: soluble50mg/mL
- form
- powder
- color
- White to off-white
- PH
- 4 · 4.0~6.0(10g/l, 25℃)
- Water Solubility
- Soluble in water
- Merck
- 14 · 14,2479
- Specific Activity
- 19 · ≥19,000IU/mg
- Major Application
- USP Biologicspharmaceutical (small molecule)
- InChIKey
- VEXVWZFRWNZWJX-NBKAJXASSA-N
- SMILES
- C(NC(C(=O)NC(C(=O)NC(C(=O)NC1CCNC(=O)C(C(O)C)NC(=O)C(CCN)NC(=O)C(CCN)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)C(CCN)NC1=O)CCN)C(O)C)CCN)(=O)CCCC(C)CC.S(O)(O)(=O)=O
- CAS DataBase Reference
- 1264 · 1264-72-8(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 15 DXU577 · WP15DXU577
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- wgk
- 3
- rtecs
- TR1500000
- ridadr
- UN 2811 6.1/PG 3
- hs_code
- 29419000
- risk_code
- 25
- Signal word
- Danger
- Symbol(GHS)
- GHS06
- hazard_code
- T
- safety_code
- 45
- hazard_class
- 6.1(b)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301
- Hazard Classifications
- Acute Tox. 3 Oral
- Precautionary statements
- P301+P330+P331+P310
Chemistry & industry
Applications
Usesantibacterial
Usesneuromuscular blocker
UsesColistin sulfate A Polymyxin potent antibiotic and apoptosis inducer. This compound induces apoptosis through interaction with the cytoplasmic membrane. Colistin is a key microbiological component in Colistin Oxolinic Acid Blood Agar utilized in the cultivation of Aminobacter aminovorans, Bacillus species, Hyphomicrobium species and Methylobacterium species. It is also a critical component is VCN Inhibitor & VCNT Inhibitor growth media used in the isolation of Neisseria species.
UsesCyclic polypeptide antibiotic produced by Bacillus polymyxa. Complex mixture of at least 30 components, primarily colistins A and B. [a]D= -65(c= 1, Water) LOD: 3%
General DescriptionIn 1950, Koyama et al. isolated an antibiotic fromAerobacillus colistinus (B. polymyxa var. colistinus) thatwas given the name colistin (Coly-Mycin S). It was used inJapan and in some European countries for several years beforeit was made available for medicinal use in the UnitedStates. It is recommended especially for the treatment of refractory urinary tract infections caused by Gram-negativeorganisms such as Aerobacter, Bordetella, Escherichia,Klebsiella, Pseudomonas, Salmonella, and Shigella spp.Chemically, colistin is a polypeptide, reported by Suzukiet al. whose major component is colistin A. They proposedthe structure for colistin A differs from polymyxin B only by the substitution of D-leucine for D-phenylalanine as one of the amino acid fragments inthe cyclic portion of the structure. Wilkinson and Lowehave corroborated the structure and have shown that colistinA is identical with polymyxin E1.Two forms of colistin have been prepared, the sulfate andmethanesulfonate, and both forms are available for use in theUnited States. The sulfate is used to make an oral pediatricsuspension; the methanesulfonate is used to make an intramuscularinjection. In the dry state, the salts are stable, andtheir aqueous solutions are relatively stable at acid pH from 2to 6. Above pH 6, solutions of the salts are much less stable.
Upstream & downstream products
Downstream products
Related reactions
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Compound notes
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