KANAMYCIN

/static/temp/default.svg Search structure
Synonyms
Status
Molecule Category Free-form
ATC A07AA08 J01GB04 S01AA24
UNII EQK9Q303C5
EPA CompTox DTXSID3023184

Structure

InChI Key SBUJHOSQTJFQJX-NOAMYHISSA-N
Smiles NC[C@H]1O[C@H](O[C@H]2[C@H](O)[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O)[C@H](N)C[C@@H]2N)[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 -7.29
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
Inhibition of cell free transcription/translation by Escherichia coli s30 bacterial extract. Escherichia coli 40.0 nM
In vitro inhibition of translation in luciferase SP6 control plasmid None 80.0 nM
IC50 was measured as concentration causing 50% inhibition of lysosomal phospholipase A1 activity. None 39.0 ug.mL-1
Antimycobacterial activity of compound against Mycobacterium tuberculosis H37Rv at 5 ug/mL Mycobacterium tuberculosis 90.0 %
Inhibition of protein synthesis in Escherichia coli S30 extracts by coupled transcription-translation assay Escherichia coli 400.0 nM
Inhibition of protein synthesis in Escherichia coli by coupled transcription-translation assay Escherichia coli 400.0 nM
Antimicrobial activity against Mycobacterium tuberculosis H37Ra by microplate alamar blue assay Mycobacterium tuberculosis H37Ra 2.5 ug.mL-1
Antibacterial activity against Salmonella enterica serovars virchow isolate 101591 at pH 5.7 by bioluminescence assay Salmonella enterica subsp. enterica serovar Virchow 130.0 ug.mL-1
Antibacterial activity against Salmonella enterica serovars virchow isolate 101591 at pH 7.0 by bioluminescence assay Salmonella enterica subsp. enterica serovar Virchow 6.5 ug.mL-1
Antibacterial activity against Salmonella enterica serovars Typhimurium ATCC 14028 at pH 7.0 by bioluminescence assay Salmonella enterica subsp. enterica serovar Typhimurium 3.5 ug.mL-1
Antibacterial activity against Salmonella enterica serovars Typhimurium ATCC 14028 at pH 5.7 by bioluminescence assay Salmonella enterica subsp. enterica serovar Typhimurium 29.0 ug.mL-1
Inhibition of electric eel AChE at 2 mg/ml by Ellman's method Electrophorus electricus 17.57 %
Inhibition of horse BChE at 2 mg/ml by Ellman's method Equus caballus -5.91 %
Antibacterial activity against Bacillus subtilis assessed as survival after 24 hrs by MTT assay Bacillus subtilis 8.9 ug.mL-1
Antibacterial activity against Bacillus thuringiensis assessed as survival after 24 hrs by MTT assay Bacillus thuringiensis 9.5 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa assessed as survival after 24 hrs by MTT assay Pseudomonas aeruginosa 6.8 ug.mL-1
Antibacterial activity against Escherichia coli assessed as survival after 24 hrs by MTT assay Escherichia coli 47.3 ug.mL-1
Cytotoxicity against african green monkey Vero cells after 72 hrs by MTS-PMS assay Chlorocebus sabaeus 100.0 ug.mL-1
Antibacterial activity against Mycobacterium smegmatis after 18 hrs by turbidity assay Mycobacterium smegmatis 1.0 ug.mL-1
Antibacterial activity against Escherichia coli after 18 hrs by turbidity assay Escherichia coli 1.0 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa after 18 hrs by turbidity assay Pseudomonas aeruginosa 209.0 ug.mL-1
Antibacterial activity against Staphylococcus epidermidis after 18 hrs by turbidity assay Staphylococcus epidermidis 90.0 ug.mL-1
Antibacterial activity against Escherichia coli after 12 hrs by MTT assay Escherichia coli 47.3 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa after 12 hrs by MTT assay Pseudomonas aeruginosa 6.8 ug.mL-1
Antibacterial activity against Bacillus subtilis after 12 hrs by MTT assay Bacillus subtilis 8.9 ug.mL-1
Antibacterial activity against Bacillus thuringiensis after 12 hrs by MTT assay Bacillus thuringiensis 9.5 ug.mL-1
Antibacterial activity against Escherichia coli after 24 hrs by MTT method Escherichia coli 46.3 ug.mL-1
Antibacterial activity against Pseudomonas aeruginosa after 24 hrs by MTT method Pseudomonas aeruginosa 6.8 ug.mL-1
Antibacterial activity against Bacillus thuringiensis after 24 hrs by MTT method Bacillus thuringiensis 9.5 ug.mL-1
Antibacterial activity against Bacillus subtilis after 24 hrs by MTT method Bacillus subtilis 8.9 ug.mL-1
Antibacterial activity against Escherichia coli NCIM 2688 after 8 hrs Escherichia coli 0.13 ug.mL-1
Antibacterial activity against Pseudomonas fluorescens NCIM 2036 after 8 hrs Pseudomonas fluorescens 0.014 ug.mL-1
Antibacterial activity against Staphylococcus aureus NCIM 2010 after 12 hrs Staphylococcus aureus 30.0 ug.mL-1
Antibacterial activity against Bacillus subtilis NCIM 2079 after 12 hrs Bacillus subtilis 0.37 ug.mL-1
Antibacterial activity against Escherichia coli after 18 hrs by broth dilution method Escherichia coli 1.62 ug.mL-1
Antibacterial activity against Pseudomonas after 18 hrs by broth dilution method Pseudomonas 0.49 ug.mL-1
Antibacterial activity against Staphylococcus aureus after 18 hrs by broth dilution method Staphylococcus aureus 30.0 ug.mL-1
Antibacterial activity against Bacillus subtilis after 18 hrs by broth dilution method Bacillus subtilis 1.35 ug.mL-1
Inhibition of protein translation in Escherichia coli S30 cell extract using circular DNA with pBESTluc after 60 mins Escherichia coli 30.0 nM
Antifungal activity against Cryptococcus neoformans after 96 hrs by broth micro-dilution method Cryptococcus neoformans 7.8 ug.mL-1
Antifungal activity against Aspergillus niger after 96 hrs by broth micro-dilution method Aspergillus niger 31.3 ug.mL-1
Antifungal activity against Candida albicans after 48 hrs by broth micro-dilution method Candida albicans 62.5 ug.mL-1
Antifungal activity against Trichophyton mentagrophytes after 96 hrs by broth micro-dilution method Trichophyton mentagrophytes 7.8 ug.mL-1
Antibacterial activity against Escherichia coli NCIM 2688 after 8 hrs by serial dilution method Escherichia coli 162.0 nM
Antibacterial activity against Pseudomonas aeruginosa NCIM 2036 after 8 hrs by serial dilution method Pseudomonas aeruginosa 49.0 nM
Antibacterial activity against Bacillus subtilis NCIM 2079 after 12 hrs by serial dilution method Bacillus subtilis 135.0 nM
Antibacterial activity against Staphylococcus aureus NCIM 2010 after 12 hrs by serial dilution method Staphylococcus aureus 300.0 nM
Binding affinity to biotinylated pre-miRNA-21 (unknown origin) by SPR analysis Not specified 100.0 nM
Binding affinity to 16S rRNA A-site in Escherichia coli S30 extract assessed as inhibition of translation measured after 30 mins by coupled transcription/translation-based luciferase reporter gene assay Escherichia coli 100.0 nM
Displacement of F-neo from premature miRNA21 (unknown origin) at 100 nM by fluorescence assay relative to control Not specified 100.0 %

Related Entries

Cross References

Resources Reference
ChEBI 17630
ChEMBL CHEMBL1384
DrugBank DB01172
DrugCentral 1519
FDA SRS EQK9Q303C5
Human Metabolome Database HMDB0015303
KEGG C01822
PDB KAN
PharmGKB PA450137
SureChEMBL SCHEMBL2735
ZINC ZINC000008214590
CONTENTS