CAS 119-04-0

D-estreptamina, O-2,6-diamino-2,6-didesoxi-β-L-idopiranosil-(1→3)-O-β-D-ribofuranosil-(1→5)-O-[2,6-diamino-2,6-didesoxi-α-D-glucopiranosil-(1→4)]-2-desoxi-

Descrição:

A D-Streptamina é um antibiótico aminoglicosídeo que desempenha um papel significativo no tratamento de várias infecções bacterianas. É caracterizada por sua complexa estrutura glicosídica, que inclui múltiplos componentes de açúcares amino e desoxissacarídeos, contribuindo para sua atividade biológica. O composto apresenta uma disposição única de unidades de açúcar, especificamente uma unidade de β-L-idopiranosídeo e uma unidade de β-D-ribofuranosídeo, ligadas por meio de ligações glicosídicas. A D-Streptamina exibe uma alta afinidade por ribossomos bacterianos, inibindo a síntese de proteínas, o que é crucial para o crescimento e replicação bacteriana. Seu mecanismo de ação envolve principalmente a ligação à subunidade ribossomal 30S, levando à leitura incorreta do mRNA e, em última análise, resultando na produção de proteínas não funcionais. Este antibiótico é particularmente eficaz contra bactérias Gram-negativas e é frequentemente utilizado em combinação com outros antibióticos para aumentar a eficácia terapêutica. No entanto, seu uso é limitado pela potencial nefrotoxicidade e ototoxicidade, exigindo monitoramento cuidadoso durante o tratamento. No geral, a D-Streptamina continua a ser um composto importante no campo da terapia antimicrobiana.

Fórmula: C₂₃H₄₆N₆O₁₃

InChI: InChI=1/C23H46N6O13/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/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

Chave InChI: InChIKey=PGBHMTALBVVCIT-VCIWKGPPSA-N

SMILES: 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

Sinónimos:

• <span class="text-smallcaps">D</smallcap>-Streptamine, O-2,6-diamino-2,6-dideoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)-O-[O-2,6-diamino-2,6-dideoxy-β-<smallcap>L</smallcap>-idopyranosyl-(1→3)-β-<smallcap>D</span>-ribofuranosyl-(1→5)]-2-deoxy-
• <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-
• Actilin
• Actiline
• Antibiotic 10676
• Antibiotique EF 185
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-α-D-glucopyranosyl-(1→4)-O-[O-2,6-diamino-2,6-dideoxy-β-L-idopyranosyl-(1→3)-β-D-ribofuranosyl-(1→5)]-2-deoxy-
• Dekamycin III
• Enterfram
• Fradiomycin B
• Framicetina
• Framidal
• Framycetin
• Framycetine
• Framycin
• Framygen
• Francetin
• Fraquinol
• Leo Red Dry Cow
• Neomycin B
• O-2,6-Diamino-2,6-dideoxy-β-<span class="text-smallcaps">L</smallcap>-idopyranosyl-(1→3)-O-β-<smallcap>D</smallcap>-ribofuranosyl-(1→5)-O-[2,6-diamino-2,6-dideoxy-α-<smallcap>D</smallcap>-glucopyranosyl-(1→4)]-2-deoxy-<smallcap>D</span>-streptamine
• Neomycin solution
• 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-
• 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-D-streptamine
• FRADIOMYCIN B; NEOMYCIN B
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxy-tetrahydropyran-2-yl]oxy-3-hydroxy-5-methylol-tetrahydrofuran-2-yl]oxy-3-hydroxy-cyclohexoxy]tetrahydropyran-3,4-diol
• antibiotique
• NEOMYCIN B USP/EP/BP
• soframycine
• D-Streptamine, O-2,6-diamino-2,6-dideoxy-.beta.-L-idopyranosyl-(1?3)-O-.beta.-D-ribofuranosyl-(1?5)-O-2,6-diamino-2,6-dideoxy-.alpha.-D-glucopyranosyl-(1?4)-2-deoxy-
• (2R,3S,4R,5R,6R)-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-6-(aminomethyl)-3-azanyl-4,5-dihydroxy-oxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-4,6-bis(azanyl)-3-hydroxy-cyclohexyl]oxy-5-azanyl-oxane-3,4-diol
• neomycine standard solution
• 4-O-(2,6-Diamino-2,6-dideoxy-α-D-glucopyranosyl)-5-O-[3-O-(2,6-diamino-2,6-dideoxy-β-L-idopyranosyl)-β-D-ribofuranosyl]-2-deoxy-D-streptamine
• (2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy-5-(hydroxymethyl)oxolan-2-yl]oxy-3-hydroxycyclohexyl]oxyoxane-3,4-diol
• soframycin
• Neomycin B Hexaacetate

Neomycin B (Framycetin)

CAS: 119-04-0

Fórmula: C₂₃H₄₆N₆O₁₃

Peso molecular: 614.65

Ref: 4Z-N-080022

Framycetin

CAS: 119-04-0

Framycetin is an aminoglycoside antibiotic and it also inhibits hammerhead ribozyme (Ki: 13.5 μM).

Fórmula: C₂₃H₄₆N₆O₁₃

Pureza: 98%

Cor e Forma: Amorphous Solid

Peso molecular: 614.64

Ref: TM-T15348

Neomycin B

Produto Controlado

CAS: 119-04-0

Stability Hygroscopic
Applications Neomycin C is an aminoglycoside antibiotic found in many topical medications. Neomycin has been used as a preventive measure for hepatic encephalopathy and hypercholesterolemia.
References Umezawa, S., et al.: Bull. Chem. Soc. Jpm., 53, 3259 (1980); The Journal of antibiotics, NO. 2. 189 (1977);

Fórmula: C₂₃H₄₆N₆O₁₃

Cor e Forma: Neat

Peso molecular: 614.64

Ref: TR-N389983

Neomycin B Hexaacetate

Produto Controlado

CAS: 119-04-0

Fórmula: C₂₃H₄₆N₆O₁₃

Cor e Forma: Neat

Peso molecular: 614.64

Ref: TR-N389990

Neomycin B

CAS: 119-04-0

Neomycin B is an aminoglycoside antibiotic, which is derived from the bacterium *Streptomyces fradiae*. It exerts its antibacterial effects by binding to the 30S subunit of bacterial ribosomes, leading to the inhibition of protein synthesis. This binding disrupts the translation process, thereby preventing the growth and proliferation of bacteria. Neomycin B is effective against a wide range of Gram-negative and some Gram-positive bacteria, making it a valuable tool in both medical and research settings.

Fórmula: C₂₃H₄₆N₆O₁₃

Pureza: Min. 95%

Peso molecular: 614.64 g/mol

Ref: 3D-FN175622

Framycetin sulphate

CAS: 119-04-0, 28002-70-2, 4146-30-9

Framycetin sulphate is a broad-spectrum antibiotic that is used to treat microbial infections. It has been shown to be effective against many gram-positive and gram-negative bacteria, including methicillin resistant Staphylococcus aureus. Framycetin sulphate prevents bacterial growth by inhibiting protein synthesis through binding to the 30S ribosomal subunit. This binding inhibits the incorporation of amino acids into proteins, thereby preventing the production of new proteins required for cell division and growth. Framycetin sulphate also has preservative properties, which may be due to its ability to chelate metal ions such as copper and iron. Framycetin sulphate can be administered orally or topically in vivo model studies. The drug was not found to have any significant toxic effects on the liver or kidneys in vivo model studies at concentrations up to 40%.

Fórmula: C₂₃H₅₂N₆O₂₅S₃

Pureza: Min. 95%

Peso molecular: 908.88 g/mol

Ref: 3D-FF150536