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-

Descripción:

La D-Streptamina es un antibiótico aminoglucósido que desempeña un papel significativo en el tratamiento de diversas infecciones bacterianas. Se caracteriza por su compleja estructura glucosídica, que incluye múltiples componentes de azúcares amino y desoxiazúcares, contribuyendo a su actividad biológica. El compuesto presenta una disposición única de moieties de azúcar, específicamente una unidad de β-L-idopiranosilo y una unidad de β-D-ribofuranosilo, unidas a través de enlaces glucosídicos. La D-Streptamina exhibe una alta afinidad por los ribosomas bacterianos, inhibiendo la síntesis de proteínas, lo cual es crucial para el crecimiento y la replicación bacteriana. Su mecanismo de acción implica principalmente la unión a la subunidad ribosomal 30S, lo que lleva a una lectura errónea del ARNm y, en última instancia, resulta en la producción de proteínas no funcionales. Este antibiótico es particularmente efectivo contra bacterias Gram-negativas y a menudo se utiliza en combinación con otros antibióticos para mejorar la eficacia terapéutica. Sin embargo, su uso está limitado por la posible nefrotoxicidad y ototoxicidad, lo que requiere un monitoreo cuidadoso durante el tratamiento. En general, la D-Streptamina sigue siendo un compuesto importante en el campo de la 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

Clave 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%

Forma y color: Amorphous Solid

Peso molecular: 614.64

Ref: TM-T15348

Neomycin B

Producto 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

Forma y color: Neat

Peso molecular: 614.64

Ref: TR-N389983

Neomycin B Hexaacetate

Producto controlado

CAS: 119-04-0

Fórmula: C₂₃H₄₆N₆O₁₃

Forma y color: 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