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Substance Name: Colistin [INN:BAN]
RN: 1066-17-7
UNII: Z67X93HJG1
InChIKey: YKQOSKADJPQZHB-BRLOSWAASA-N

Note

  • Cyclic polypeptide antibiotic from Bacillus colistinus. It is composed of Polymyxins E1 and E2 (or Colistins A, B, and C) which act as detergents on cell membranes. Colistin is less toxic than Polymyxin B, but otherwise similar; the methanesulfonate is used orally.

Molecular Formula

  • C45-H85-N13-O10

Molecular Weight

  • 1155.4452
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Mutation Data
  • Natural Product

Names and Synonyms

Name of Substance

  • Colistin
  • Colistin [INN:BAN]
  • Colistin [INN]

MeSH Heading

  • Colistin

Synonyms

  • Colimycin
  • Colisticina
  • Colistin
  • Colistina
  • Colistina [INN-Spanish]
  • Colistine
  • Colistine [INN-French]
  • Colistinum
  • Colistinum [INN-Latin]
  • Colomycin
  • Coly-mycin
  • Colymysin S
  • EINECS 213-907-3
  • HSDB 3045
  • Kangdisu
  • Kolimitsin
  • Polymyxin E
  • Totazina
  • UNII-Z67X93HJG1

Systematic Name

  • Colistin

Registry Numbers

CAS Registry Number

  • 1066-17-7

FDA UNII

  • Z67X93HJG1

Other Registry Numbers

  • 12643-15-1
  • 1393-79-9
  • 1404-31-5

System Generated Number

  • 0001066177

Structure Descriptors

InChI

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

InChIKey

YKQOSKADJPQZHB-BRLOSWAASA-N

Smiles

C1(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CCNC(=O)C(N1)[C@@H](C)O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)CCCC(CC)C)CCN)[C@H](O)C)CCN)CCN)CC(C)C)CC(C)C)CCN)CCN

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo subcutaneous 250mg/kg (250mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: ATAXIA

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Antibiotiki. Vol. 5(4), Pg. 10, 1960.
mouse LD oral > 2gm/kg (2000mg/kg)   Antibiotiki. Vol. 5(4), Pg. 10, 1960.
mouse LD50 intraperitoneal 236mg/kg (236mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Antibiotiki. Vol. 5(4), Pg. 10, 1960.
mouse LD50 intravenous 8800ug/kg (8.8mg/kg)   Journal of Antibiotics. Vol. 36, Pg. 625, 1983.
mouse LD50 subcutaneous 115mg/kg (115mg/kg)   Journal of Antibiotics. Vol. 36, Pg. 625, 1983.
rabbit LDLo intravenous 100mg/kg (100mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITH APPROPRIATE ANESTHESIA

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Antibiotiki. Vol. 5(4), Pg. 10, 1960.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -8.750 (none)   EST
Water Solubility 5.64E+05 mg/L 25 EST
Vapor Pressure .00E+00 mm Hg 25 EST
Atmospheric OH Rate Constant 2.58E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.