2-(aminomethyl)-6-[(4,6-diamino-3-{[4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl)oxy]oxane-3,4,5-triol; sulfuric acid

• ChemBase ID: 102947
• Molecular Formular: C18H38N4O15S
• Molecular Mass: 582.57712
• Monoisotopic Mass: 582.20543754
• SMILES: NCC1OC(OC2C(N)CC(N)C(OC3OC(CO)C(O)C(N)C3O)C2O)C(O)C(O)C1O.OS(=O)(=O)O
• Canonical SMILES: OS(=O)(=O)O.OCC1OC(OC2C(N)CC(C(C2O)OC2OC(CN)C(C(C2O)O)O)N)C(C(C1O)N)O
• InChI: InChI=1S/C18H36N4O11.H2O4S/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;1-5(2,3)4/h4-18,23-29H,1-3,19-22H2;(H2,1,2,3,4)
• InChIKey: OOYGSFOGFJDDHP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(aminomethyl)-6-[(4,6-diamino-3-{[4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl)oxy]oxane-3,4,5-triol; sulfuric acid
• IUPAC Traditional name: @kanamycin; sulfuric acid
• Synonyms: Kanamycin sulfate salt; Kanamycin A; KANAMYCIN MONOSULFATE

Database IDs

• CAS Number: 25389-94-0
• EC Number: 246-933-9
• PubChem SID: 162089359
• PubChem CID: 32943

CALCULATED PROPERTIES

• Acid pKa: 12.109839
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): -18.059649
• LogD (pH = 7.4): -12.666778
• Log P: -7.0609136
• Molar Refractivity: 106.1345 cm^3
• Polarizability: 45.27121 Å^3
• Polar Surface Area: 282.61 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: >250°C

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: NZ3225030

DETAILS

MP Biomedicals - 02150029

From Streptomyces kanamycetikus Crystalline
Activity: Approx. 735 μg/mg
Acts as an inhibitor of protein biosynthesis by producing a misreading of the 70s-ribosome.