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CAS 59-01-8

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Kanamycin A

Description:
Kanamycin A is an aminoglycoside antibiotic that is primarily used to treat bacterial infections, particularly those caused by Gram-negative bacteria. It is derived from the bacterium *Micromonospora kanamycetica*. Kanamycin A exhibits a broad spectrum of antibacterial activity and works by inhibiting protein synthesis in bacteria, leading to cell death. The compound is characterized by its complex structure, which includes multiple amino sugars and a 2-deoxystreptamine core. It is typically administered via injection or intravenously due to its poor absorption in the gastrointestinal tract. Kanamycin A is known for its potential nephrotoxicity and ototoxicity, necessitating careful monitoring of kidney function and hearing in patients receiving treatment. Additionally, resistance to kanamycin can develop, often through enzymatic modification by bacteria. Its use is generally reserved for specific infections, particularly in cases where other antibiotics are ineffective or contraindicated. Overall, kanamycin A remains an important tool in the antibiotic arsenal, particularly in treating multidrug-resistant infections.
Formula:C18H36N4O11
InChI:InChI=1/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
InChI key:InChIKey=SBUJHOSQTJFQJX-NOAMYHISSA-N
SMILES:O([C@@H]1[C@@H](O)[C@H](O[C@H]2O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](N)C[C@H]1N)[C@H]3O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O
Synonyms:
  • (1S,2R,3R,4S,6R)-4,6-diamino-3-[(6-amino-6-deoxy-alpha-D-glucopyranosyl)oxy]-2-hydroxycyclohexyl 3-amino-3-deoxy-alpha-D-glucopyranoside
  • 4))-2-Deoxy-Y-Alpha-D-Glucopyranosyl-(
  • 4,6-Diamino-2-Hydroxy-1,3-Cyclohexane3,6’Diamino-3,6'-Dideoxydi-Alpha-D-Gluc
  • 4,6-Diamino-2-Hydroxy-1,3-Cyclohexane3,6’Diamino-3,6’-Dideoxydi-Alpha-D-Glucos
  • 4,6-Diamino-2-hydroxy-1,3-cyclohexane 3,6'-diamino-3,6'-dideoxydi-α-D-glucoside
  • 4,6-Diamino-2-hydroxy-1,3-cyclohexane 3,6′-diamino-3,6′-dideoxydi-α-<span class="text-smallcaps">D</span>-glucoside
  • 4,6-Diamino-3-[(6-Amino-6-Deoxyhexopyranosyl)Oxy]-2-Hydroxycyclohexyl 3-Amino-3-Deoxyhexopyranoside
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-3-amino-3-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-2-deoxy-
  • D-Deoxydi
  • D-Streptamine, O-3-amino-3-deoxy-α-D-glucopyranosyl-(1→6)-O-[6-amino-6-deoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-
  • See more synonyms
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