KANAMYCIN

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Synonyms
UNII EQK9Q303C5
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key SBUJHOSQTJFQJX-NOAMYHISSA-N
Smiles NC[C@H]1O[C@H](O[C@@H]2[C@@H](N)C[C@@H](N)[C@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H]2O)[C@H](O)[C@@H](O)[C@@H]1O
InChI
InChI=1S/C18H36N4O11/c19-2-6-10(25)12(27)13(28)18(30-6)33-16-5(21)1-4(20)15(14(16)29)32-17-11(26)8(22)9(24)7(3-23)31-17/h4-18,23-29H,1-3,19-22H2/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-/m1/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C18H36N4O11
Molecular Weight 484.5
AlogP -7.14
Hydrogen Bond Acceptor 15.0
Hydrogen Bond Donor 11.0
Number of Rotational Bond 6.0
Polar Surface Area 282.61
Molecular species BASE
Aromatic Rings 0.0
Heavy Atoms 33.0
Assay Description Organism Bioactivity Reference
Bactericidal activity against Klebsiella pneumoniae wound isolate after 24 hr by NCCLS dilution tube method Klebsiella pneumoniae 16.0 mg/L
Bactericidal activity against Klebsiella pneumoniae urine isolate after 24 hr by NCCLS dilution tube method Klebsiella pneumoniae 12.5 mg/L
Bactericidal activity against Pseudomonas aeruginosa wound isolate after 24 hr by NCCLS dilution tube method Pseudomonas aeruginosa 48.4 mg/L
Bactericidal activity against Pseudomonas aeruginosa urine isolate after 24 hr by NCCLS dilution tube method Pseudomonas aeruginosa 47.9 mg/L
Bactericidal activity against Staphylococcus saprophyticus bronchi isolate after 24 hr by NCCLS dilution tube method Staphylococcus saprophyticus 40.0 mg/L
Bactericidal activity against Staphylococcus epidermidis eye isolate after 24 hr by NCCLS dilution tube method Staphylococcus epidermidis 25.0 mg/L
Bactericidal activity against Staphylococcus aureus urine isolate after 24 hr by NCCLS dilution tube method Staphylococcus aureus 55.1 mg/L
Bactericidal activity against Staphylococcus aureus wound isolate after 24 hr by NCCLS dilution tube method Staphylococcus aureus 17.9 mg/L
Bactericidal activity against Escherichia coli bronchi isolate after 24 hr by NCCLS dilution tube method Escherichia coli 85.5 mg/L
Bactericidal activity against Escherichia coli urine isolate after 24 hr by NCCLS dilution tube method Escherichia coli 84.4 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii urine isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 100.0 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii wound isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 100.0 mg/L
Bactericidal activity against multidrug-resistant Acinetobacter baumannii bronchi isolate after 24 hr by NCCLS dilution tube method Acinetobacter baumannii 100.0 mg/L
Antibacterial activity against Shigella boydii type 6 RSKK-96043 at 30 ug after 24 hr by agar well diffusion method Shigella boydii 15.0 mm
Antibacterial activity against Shigella boydii type 16 at 30 ug after 24 hr by agar well diffusion method Shigella boydii 16.0 mm
Antibacterial activity against Shigella boydii type 11 at 30 ug after 24 hr by agar well diffusion method Shigella boydii 14.0 mm
Antibacterial activity against Salmonella enterica subsp. enterica serovar Typhi H NCTC 901.8394 at 30 ug after 24 hr by agar well diffusion method Salmonella enterica subsp. enterica serovar Typhi 20.0 mm
Antibacterial activity against Proteus OX2 Wrah at 30 ug after 24 hr by agar well diffusion method Proteus 25.0 mm
Antibacterial activity against Pseudomonas putida at 30 ug after 24 hr by agar well diffusion method Pseudomonas putida 14.0 mm
Antibacterial activity against Escherichia coli ATCC 1280 at 30 ug after 24 hr by agar well diffusion method Escherichia coli 25.0 mm
Antibacterial activity against Listeria monocytogenes ATCC 19115 at 30 ug after 24 hr by agar well diffusion method Listeria monocytogenes ATCC 19115 15.0 mm
Antibacterial activity against Staphylococcus aureus ATCC 25923 at 30 ug after 24 hr by agar well diffusion method Staphylococcus aureus 25.0 mm
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 after 24 hr by two-fold serial dilution method Pseudomonas aeruginosa 2.0 ug.mL-1
Antibacterial activity against Bacillus subtilis ATCC 6633 after 24 hr by two-fold serial dilution method Bacillus subtilis 256.0 ug.mL-1
Antibacterial activity against Escherichia coli ATCC 25922 after 24 hr by two-fold serial dilution method Escherichia coli 16.0 ug.mL-1
Antibacterial activity against Xanthomonas oryzae ITCC B-47 assessed as as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Xanthomonas oryzae 0.0 mm
Antibacterial activity against Erwinia chrysanthemi ITCC B-40 assessed as as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Erwinia chrysanthemi 0.0 mm
Antibacterial activity against Pseudomonas aeruginosa MTCC 2581 assessed as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Pseudomonas aeruginosa 0.0 mm
Antibacterial activity against Staphylococcus aureus MTCC 3160 assessed as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Staphylococcus aureus 10.0 mm
Antibacterial activity against Klebsiella pneumoniae MTCC 7028 assessed as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Klebsiella pneumoniae 15.0 mm
Antibacterial activity against Bacillus pumilus MTCC 2466 assessed as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Bacillus pumilus 0.0 mm
Antibacterial activity against Bacillus thuringiensis MTCC 6941 assessed as growth inhibition at 25 ug/disk after 24 hr by disk diffusion method Bacillus thuringiensis 15.0 mm
Antimicrobial activity against Salmonella enterica subsp. enterica serovar Typhi H NCTC 901.8394 assessed as diameter of growth inhibition zone at 30 ug after 24 hr by well-diffusion method Salmonella enterica subsp. enterica serovar Typhi 20.0 mm
Antimicrobial activity against Escherichia coli ATCC 1280 assessed as diameter of growth inhibition zone at 30 ug after 24 hr by well-diffusion method Escherichia coli 25.0 mm
Antimicrobial activity against Listeria monocytogenes ATCC 19115 assessed as diameter of growth inhibition zone at 30 ug after 24 hr by well-diffusion method Listeria monocytogenes ATCC 19115 15.0 mm
Antimicrobial activity against Staphylococcus aureus ATCC 25923 assessed as diameter of growth inhibition zone at 30 ug after 24 hr by well-diffusion method Staphylococcus aureus 25.0 mm
Antibacterial activity against Escherichia coli after 24 hr by microdilution method Escherichia coli 1.0 ug.mL-1
Antibacterial activity against Bacillus subtilis after 24 hr by microdilution method Bacillus subtilis 1.0 ug.mL-1
Antibacterial activity against Staphylococcus aureus after 24 hr by microdilution method Staphylococcus aureus 4.0 ug.mL-1
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of growth at 4 ug/disk after 5 days by paper disk method Streptomyces alboniger 14.0 mm
Antimicrobial activity against Streptomyces alboniger IFO 12738 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces alboniger None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of growth at 0.4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies 12.0 mm
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of growth at 4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies 18.0 mm
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces acidiscabies None
Antimicrobial activity against Streptomyces acidiscabies ATCC 4900315 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces acidiscabies None
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.04 ug/disk after 5 days by paper disk method Streptomyces scabiei None
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of growth at 4 ug/disk after 5 days by paper disk method Streptomyces scabiei 13.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 4 ug/disk after 5 days by paper disk method Streptomyces scabiei 18.0 mm
Antimicrobial activity against Streptomyces scabiei ATCC 4917314 assessed as inhibition of aerial mycelial growth at 0.40 ug/disk after 5 days by paper disk method Streptomyces scabiei 10.0 mm

Cross References

Resources Reference
ChEMBL CHEMBL1384
FDA SRS EQK9Q303C5
PDB KAN
PubChem 6032
SureChEMBL SCHEMBL2735
CONTENTS