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Substance Name: Butirosin sulfate [USAN:BAN]
RN: 51022-98-1
UNII: 04RSK7X93N
InChIKey: IUQWHBUMCWSQIM-OXNIXSIASA-N

Note

  • A water-soluble aminoglycosidic antibiotic complex isolated from fermentation filtrates of Bacillus circulans. Two components (A and B) have been separated from the complex. Both are active against many gram-positive and some gram-negative bacteria.

Molecular Formula

  • C21-H41-N5-O12.2H2-O4-S

Molecular Weight

  • 787.763
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Butirosin sulfate
  • Butirosin sulfate [USAN:BAN]

MeSH Heading

  • Butirosin sulfate

Synonyms

  • Ambutyrosin sulfate
  • Butirosin sulfate
  • Butirosin sulphate
  • Butirosin sulphate anhydrous
  • Butirosin, sulfate (salt)
  • CI-642
  • CL 642
  • D-Streptamine, O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-xylofuranosyl-(1-5))-N(sup 1)-(4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-, (S)-, sulfate (1:2) (salt) dihydrate mixture with O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-N(sup 1)-((S)-4-amino-2-hydroxy-1-oxobutyl)-2-deoxy-D-streptamine sulfate (1:2) (salt) anhydrous
  • O-2,6-Diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-xylofuranosyl-(1-5))-N(sup 1)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-D-streptamine sulfate (1:2) (salt) dihydrate mixture with O-2,6-diamino-2,6-dideoxy-alpha-D-glucopyranosyl-(1-4)-O-(beta-D-ribofuranosyl-(1-5))-N(sup 1)-(4-amino-L-2-hydroxybutyryl)-2-deoxy-D-streptamine sulfate (1:2) (salt) anhydrous
  • UNII-04RSK7X93N

Systematic Name

  • Butirosin sulfate

Registry Numbers

CAS Registry Number

  • 51022-98-1

FDA UNII

  • 04RSK7X93N

Other Registry Numbers

  • 37330-37-3
  • 51889-01-1
  • 57549-48-1
  • 78478-08-7

System Generated Number

  • 0051022981

Molecular Formulas

Molecular Formula

  • C21-H41-N5-O12.2H2-O4-S

Molecular Formula Fragments

  • C21-H41-N5-O12
  • COMPONENT
  • H2-O4-S

Structure Descriptors

InChI

1S/C21H41N5O12.2H2O4S.2H2O/c22-2-1-8(28)19(34)26-7-3-6(24)17(37-20-11(25)15(32)13(30)9(4-23)35-20)18(12(7)29)38-21-16(33)14(31)10(5-27)36-21;2*1-5(2,3)4;;/h6-18,20-21,27-33H,1-5,22-25H2,(H,26,34);2*(H2,1,2,3,4);2*1H2/t6-,7+,8?,9+,10+,11+,12-,13+,14?,15+,16+,17+,18+,20+,21-;;;;/m0..../s1

InChIKey

IUQWHBUMCWSQIM-OXNIXSIASA-N

Smiles

O([C@H]1[C@H](O[C@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2N)O)CN)[C@H](C[C@H]([C@@H]1O)NC([C@@H](CCN)O)=O)N)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O.S(O)(O)(=O)=O.S(O)(O)(=O)=O.O.O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 650mg/kg (650mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 2, Pg. 89, 1972.
mouse LD50 subcutaneous 4070mg/kg (4070mg/kg)   Antimicrobial Agents and Chemotherapy. Vol. 2, Pg. 89, 1972.