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CAS 4146-30-9

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Neomycin B sulfate

Description:
Neomycin B sulfate is an aminoglycoside antibiotic derived from the bacterium *Streptomyces fradiae*. It is primarily used for its antibacterial properties, particularly against Gram-negative bacteria. The substance is characterized by its complex structure, which includes multiple amino sugars linked to a central aminocyclitol ring. Neomycin B sulfate is highly soluble in water, making it suitable for various pharmaceutical formulations, including topical and ophthalmic applications. It exhibits a broad spectrum of activity, particularly effective against infections caused by *Escherichia coli* and *Klebsiella pneumoniae*. However, its use is often limited due to potential nephrotoxicity and ototoxicity, especially with systemic administration. Neomycin B sulfate is also utilized in laboratory settings for selective inhibition of bacterial growth. Its mechanism of action involves binding to the bacterial ribosome, disrupting protein synthesis, which ultimately leads to cell death. As with all antibiotics, appropriate usage is crucial to mitigate the risk of developing antibiotic resistance.
Formula:C23H46N6O13·3H2O4S
InChI:InChI=1S/C23H46N6O13.H2O4S/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22;1-5(2,3)4/h5-23,30-36H,1-4,24-29H2;(H2,1,2,3,4)/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+;/m1./s1
InChI key:InChIKey=OIXVKQDWLFHVGR-WQDIDPJDSA-N
SMILES:S(=O)(=O)(O)O.O([C@H]1[C@H](O[C@H]2[C@H](O)[C@H](O[C@H]3O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]3N)[C@@H](CO)O2)[C@@H](O)[C@H](N)C[C@@H]1N)[C@H]4O[C@H](CN)[C@@H](O)[C@H](O)[C@H]4N
Synonyms:
  • (1R,2R,3S,4R,6S)-4,6-diamino-2-{[3-O-(2,6-diamino-2,6-dideoxy-beta-D-idopyranosyl)-beta-D-ribofuranosyl]oxy}-3-hydroxycyclohexyl 2,6-diamino-2,6-dideoxy-alpha-D-glucopyranoside sulfate (salt)
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-2,6-diamino-2,6-dideoxy-β-<smallcap>L</smallcap>-idopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:3)
  • <span class="text-smallcaps">D</smallcap>-Streptamine, O-2,6-diamino-2,6-dideoxy-β-<smallcap>L</smallcap>-idopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</span>-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:3) (salt)
  • Neomycin B sulfate
  • Neomycin B trisulfate
  • Neomycin B, sulfate (1:3) (salt)
  • D-Streptamine, O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:3)
  • D-Streptamine, O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-O-β-D-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)]-2-deoxy-, sulfate (1:3) (salt)
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