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CAS 37321-09-8

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Apramycin

Description:
Apramycin is an aminoglycoside antibiotic that is primarily used in veterinary medicine, particularly for the treatment of infections in livestock. It is derived from the bacterium *Micromonospora purpurea* and exhibits a broad spectrum of antibacterial activity, particularly against Gram-negative bacteria. Apramycin functions by inhibiting bacterial protein synthesis, binding to the 30S ribosomal subunit, which disrupts the translation process. This antibiotic is known for its effectiveness against certain strains of *Escherichia coli* and *Salmonella*, making it valuable in managing gastrointestinal infections in animals. Apramycin is typically administered via injection or oral routes and is characterized by its relatively low toxicity in animals. However, its use in food-producing animals is regulated due to concerns about antibiotic resistance and potential residues in food products. As with other aminoglycosides, it is important to monitor for potential nephrotoxicity and ototoxicity, although these risks are generally lower in apramycin compared to other members of its class.
Formula:C21H41N5O11
InChI:InChI=1/C21H41N5O11/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31/h5-21,26-32H,2-4,22-25H2,1H3
InChI key:InChIKey=XZNUGFQTQHRASN-XQENGBIVSA-N
SMILES:O[C@H]1[C@@]2([C@@](O[C@H](O[C@H]3O[C@H](CO)[C@@H](N)[C@H](O)[C@H]3O)[C@H]1NC)(C[C@@H](N)[C@@H](O[C@H]4[C@H](O)[C@@H](O)[C@H](N)C[C@@H]4N)O2)[H])[H]
Synonyms:
  • (2R,3R,4S,5S,6S)-5-amino-2-{[(2R,3S,4R,4aR,7R,8aS)-7-amino-6-{[(1R,2R,3S,4R,6S)-4,6-diamino-2,3-dihydroxycyclohexyl]oxy}-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl]oxy}-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol (non-preferred name)
  • 3,7-Trideoxy-7-(Methylamino)-D-Glycero-Alpha-D-Allo-Octadialdo-1,5:8,4-Dipyra
  • 5-amino-2-({7-amino-6-[(4,6-diamino-2,3-dihydroxycyclohexyl)oxy]-4-hydroxy-3-(methylamino)octahydropyrano[3,2-b]pyran-2-yl}oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol (non-preferred name)
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-4-amino-4-deoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-<smallcap>D</smallcap>-glycero-α-<smallcap>D</span>-allo-octodialdo-1,5:8,4-dipyranosyl-(1→4)-2-deoxy-
  • Ambylan
  • Apralan
  • Apralan 200 Injection
  • Apralan Soluble
  • Apralan solubile
  • Apralin
  • See more synonyms
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