Kanamycin sulfateProduct ingredient for Kanamycin

Name

Kanamycin sulfate

Drug Entry

Kanamycin

Kanamycin (also known as kanamycin A) is an aminoglycoside bacteriocidal antibiotic, available in oral, intravenous, and intramuscular forms, and used to treat a wide variety of infections. Kanamycin is isolated from the bacterium Streptomyces kanamyceticus and its most commonly used form is kanamycin sulfate.

See full entry for Kanamycin

Accession Number

DBSALT000401

Structure

Similar Structures

Synonyms

Kanamycin A sulfate / Kanamycin A sulphate / Kanamycin acid sulfate / Kanamycin monosulfate / Kanamycin sulphate

UNII

J80EX28SMQ

CAS Number

25389-94-0

Weight

Average: 582.577
Monoisotopic: 582.205437256

Chemical Formula

C₁₈H₃₈N₄O₁₅S

InChI Key

OOYGSFOGFJDDHP-KMCOLRRFSA-N

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)/t4-,5+,6-,7-,8+,9-,10-,11-,12+,13-,14-,15+,16-,17-,18-;/m1./s1

IUPAC Name

(2R,3S,4S,5R,6R)-2-(aminomethyl)-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-3-{[(2S,3R,4S,5S,6R)-4-amino-3,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2-hydroxycyclohexyl]oxy}oxane-3,4,5-triol; sulfuric acid

SMILES

OS(O)(=O)=O.[H][C@@]1(N)C[C@]([H])(N)[C@@]([H])(O[C@@]2([H])O[C@]([H])(CN)[C@@]([H])(O)[C@]([H])(O)[C@@]2([H])O)[C@]([H])(O)[C@@]1([H])O[C@@]1([H])O[C@]([H])(CO)[C@@]([H])(O)[C@]([H])(N)[C@@]1([H])O

External Links

KEGG Compound: C08046
PubChem Compound: 441374
ChemSpider: 390116
ChEBI: 6109
ChEMBL: CHEMBL1446
Wikipedia: Kanamycin_A

Predicted Properties

Property	Value	Source
Water Solubility	92.3 mg/mL	ALOGPS
logP	-3.1	ALOGPS
logP	-7.1	Chemaxon
logS	-0.72	ALOGPS
pKa (Strongest Acidic)	12.11	Chemaxon
pKa (Strongest Basic)	9.54	Chemaxon
Physiological Charge	4	Chemaxon
Hydrogen Acceptor Count	15	Chemaxon
Hydrogen Donor Count	11	Chemaxon
Polar Surface Area	282.61 Å²	Chemaxon
Rotatable Bond Count	6	Chemaxon
Refractivity	106.13 m³·mol^-1	Chemaxon
Polarizability	47.29 Å³	Chemaxon
Number of Rings	3	Chemaxon
Bioavailability	0	Chemaxon
Rule of Five	No	Chemaxon
Ghose Filter	No	Chemaxon
Veber's Rule	No	Chemaxon
MDDR-like Rule	Yes	Chemaxon

Kanamycin sulfateProduct ingredient for Kanamycin

Structure for Kanamycin sulfate (DBSALT000401)