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Substance Name: Colistin sulfate [USP:JAN]
RN: 1264-72-8
UNII: WP15DXU577
InChIKey: ZJIWRHLZXQPFAD-LRYSGCCDSA-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.H2-O4-S

Molecular Weight

  • 1267.55
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial

Names and Synonyms

Name of Substance

  • Colistin sulfate
  • Colistin sulfate [USP:JAN]

Synonyms

  • Belcomycin
  • Colimycin sulfate
  • Colistin sulfat
  • Colistin sulfat [German]
  • Colistin sulfate
  • Colistin, sulfate (salt)
  • Colistins sulfate
  • Colomycin syrup
  • Coly-mycin
  • EINECS 215-034-3
  • Polymyxin E sulfate (salt)
  • UNII-WP15DXU577

Systematic Names

  • Colistin, sulfate
  • Colistin, sulfate (salt)
  • Polymyxin E sulfate

Mixture Name

  • Coly-Mycin S

Registry Numbers

CAS Registry Number

  • 1264-72-8

FDA UNII

  • WP15DXU577

System Generated Number

  • 0001264728

Molecular Formulas

Molecular Formula

  • C45-H85-N13-O10.H2-O4-S

Molecular Formula Fragments

  • C45-H85-N13-O10
  • COMPONENT
  • H2-O4-S

Structure Descriptors

InChI

1S/C53H100N16O13.H2O4S/c1-9-30(6)12-10-11-13-41(72)60-33(14-20-54)48(77)69-43(32(8)71)53(82)65-36(17-23-57)45(74)64-38-19-25-59-52(81)42(31(7)70)68-49(78)37(18-24-58)62-44(73)34(15-21-55)63-50(79)39(26-28(2)3)67-51(80)40(27-29(4)5)66-46(75)35(16-22-56)61-47(38)76;1-5(2,3)4/h28-40,42-43,70-71H,9-27,54-58H2,1-8H3,(H,59,81)(H,60,72)(H,61,76)(H,62,73)(H,63,79)(H,64,74)(H,65,82)(H,66,75)(H,67,80)(H,68,78)(H,69,77);(H2,1,2,3,4)/t30?,31-,32-,33+,34+,35+,36+,37+,38+,39+,40-,42+,43+;/m1./s1

InChIKey

ZJIWRHLZXQPFAD-LRYSGCCDSA-N

Smiles

N1[C@H](C(NCC[C@@H](C(=O)N[C@H](C(=O)N[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(N[C@H](C1=O)CCN)=O)CCN)CC(C)C)CC(C)C)CCN)NC([C@@H](NC(=O)[C@H]([C@H](O)C)NC([C@@H](NC(=O)CCCC[C@@H](CC)C)CCN)=O)CCN)=O)=O)[C@H](O)C.S(O)(O)(=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 subcutaneous 58mg/kg (58mg/kg)   Chemotherapy Vol. 16, Pg. 105, 1968.
mouse LD50 intraperitoneal 21800ug/kg (21.8mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 395, 1961.
mouse LD50 intravenous 6mg/kg (6mg/kg)   Antibiotics Annual. Vol. 7, Pg. 41, 1959/1960.
mouse LD50 oral 793mg/kg (793mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 395, 1961.
mouse LD50 subcutaneous 53500ug/kg (53.5mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 11, Pg. 395, 1961.
rat LD50 intraperitoneal 10572ug/kg (10.572mg/kg)   Antibiotics Annual. Vol. 7, Pg. 61, 1959/1960.
rat LD50 oral 121mg/kg (121mg/kg)   Antibiotics Annual. Vol. 7, Pg. 61, 1959/1960.
rat LD50 subcutaneous 72200ug/kg (72.2mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Kiso to Rinsho. Clinical Report. Vol. 13, Pg. 7, 1979.