CAS 3922-90-5

Oleandomicina

Descripción:

Oleandomicina es un antibiótico macrólido que está estructuralmente relacionado con la eritromicina. Se produce mediante la fermentación de ciertas cepas de Streptomyces, específicamente Streptomyces antibioticus. Oleandomicina exhibe actividad antibacteriana principalmente contra bacterias Gram-positivas y algunos organismos Gram-negativos, lo que lo hace efectivo en el tratamiento de diversas infecciones bacterianas. El compuesto funciona inhibiendo la síntesis de proteínas bacterianas, uniéndose a la subunidad ribosomal 50S, lo que impide la elongación de la cadena polipeptídica durante la traducción. Oleandomicina se administra típicamente por vía oral y es conocido por su toxicidad relativamente baja. Sin embargo, puede causar efectos secundarios como trastornos gastrointestinales y reacciones alérgicas en algunas personas. Su uso ha disminuido con la llegada de antibióticos más nuevos, pero sigue siendo de interés en ciertos escenarios clínicos. La estructura química de Oleandomicina incluye un gran anillo de lactona, que es característico de los antibióticos macrólidos, contribuyendo a su mecanismo de acción y propiedades farmacológicas.

Fórmula: C₃₅H₆₁NO₁₂

InChI: InChI=1S/C35H61NO12/c1-16-14-35(15-43-35)32(40)19(4)27(37)18(3)22(7)46-33(41)21(6)31(47-26-13-25(42-11)28(38)23(8)45-26)20(5)30(16)48-34-29(39)24(36(9)10)12-17(2)44-34/h16-31,34,37-39H,12-15H2,1-11H3/t16-,17+,18-,19+,20+,21+,22+,23-,24-,25-,26-,27-,28-,29+,30-,31-,34-,35+/m0/s1

Clave InChI: InChIKey=RZPAKFUAFGMUPI-QESOVKLGSA-N

SMILES: O=C1[C@]2(CO2)C[C@H](C)[C@H](O[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@@H](C)[C@H](O[C@H]4C[C@H](OC)[C@@H](O)[C@H](C)O4)[C@@H](C)C(=O)O[C@H](C)[C@H](C)[C@H](O)[C@H]1C

Sinónimos:

• 1,9-Dioxaspiro[2.13]hexadecane, oleandomycin deriv.
• 1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-, [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-
• 1,9-Dioxaspiro[2.13]hexadecane-4,10-dione, 12-[(2,6-dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-
• Amimycin
• Antibiotic PA 105
• Landomycin
• Nonanoic acid, 8-(3,5-dihydroxy-2,4-dimethylhexanoyl)-5-(4-dimethylaminotetrahydro-3-hydroxy-6-methylpyran-2-yloxy)-8,9-epoxy-2,4,6-trimethyl-3-(tetrahydro-5-hydroxy-4-methoxy-6-methylpyran-2-yloxy)-, μ-lactone
• Oleandomicina
• Oleandomycin A
• Oleandomycine
• Pa 105
• Pa 775
• Romicil
• [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-12-[(2,6-Dideoxy-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
• [3R-(3R*,5R*,6S*,7R*,8R*,11R*,12S*,13R*,14S*,15S*)]-12-[(2,6-Dideoxy-3-O-methyl-α-L-arabino-hexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-14-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-1,9-dioxaspiro[2.13]hexadecane-4,10-dione
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-12-[(2,6-dideoxy-3-O-methylhexopyranosyl)oxy]-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-1,9-dioxaspiro[2.13]hexadec-14-yl 3,4,6-trideoxy-3-(dimethylamino)hexopyranoside
• Oleandomycin
• 12-((2,6-Didesoxy-3-O-methyl-alpha-K-arabino-hexopyranosyl)oxy)-8-hydroxy-5,7,8,11,13,15-hexamethyl-14-((3,4,6-tridesoxy-3-dimethylamino-beta-D-xylo-hexopyranosyl)oxy)-1,9-dioxaspiro(2.13)hexadecan-4,10-dion
• Oleandomycinum [INN-Latin]
• (3R,5R,6S,7R,8R,11S,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• AI3-50163
• HSDB 7442
• (3R,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• Oleandomycin (chloroform solvate)
• Oleandomycine [INN-French]
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside phosphate (salt)
• (3S,5R,6S,7R,8R,11R,12S,13R,14S,15S)-6-hydroxy-5,7,8,11,13,15-hexamethyl-4,10-dioxo-14-{[3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl]oxy}-1,9-dioxaspiro[2.13]hexadec-12-yl 2,6-dideoxy-3-O-methyl-alpha-L-arabino-hexopyranoside
• Oleandomycine [French]
• UNII-P8ZQ646136
• Oleandomicina [INN-Spanish]
• Matromycin

Oleandomycin

CAS: 3922-90-5

Fórmula: C₃₅H₆₁NO₁₂

Pureza: 99.0%

Forma y color: Solid

Peso molecular: 687.8583

Ref: IN-DA00CJ6G

Oleandomycin

CAS: 3922-90-5

Fórmula: C₃₅H₆₁NO₁₂

Pureza: ≥ 95.0%

Forma y color: White powder

Peso molecular: 687.90

Ref: 7W-GA0872

Oleandomycin 1000 µg/mL in Acetonitrile

Producto controlado

CAS: 3922-90-5

Fórmula: C₃₅H₆₁NO₁₂

Forma y color: Single Solution

Peso molecular: 687.86

Ref: 04-A15725990AL-1000

Oleandomycin

CAS: 3922-90-5

Fórmula: C₃₅H₆₁NO₁₂

Peso molecular: 687.87

Ref: 4Z-O-101001

Oleandomycin

CAS: 3922-90-5

Applications Antibiotic substance produced by Streptomyces antibioticus no. ATCC 11891. Antibacterial.
References Sous, H., et al.: Arzneim.-Forsch., 8, 386 (1958), Hahn, et al.: Antibiotics, 1, 378 (1967),

Fórmula: C₃₅H₆₁NO₁₂

Forma y color: Neat

Peso molecular: 687.86

Ref: TR-O517500

Oleandomycin

CAS: 3922-90-5

Pureza: 98%

Peso molecular: 687.867981

Ref: 10-F951503

Oleandomycin

CAS: 3922-90-5

Oleandomycin is a macrolide antibiotic, which is derived from the bacterium *Streptomyces antibioticus*. This antibiotic functions by binding to the 50S subunit of the bacterial ribosome, thereby inhibiting protein synthesis. The interruption of this essential process ultimately leads to the cessation of bacterial growth and replication.

Fórmula: C₃₅H₆₁NO₁₂

Pureza: Min. 95%

Forma y color: White Powder

Peso molecular: 687.86 g/mol

Ref: 3D-AO16827

Oleandomycin

CAS: 3922-90-5

Oleandomycin, a macrolide antibiotic structurally similar to Erythromycin, exhibits antimicrobial activity.

Fórmula: C₃₅H₆₁NO₁₂

Pureza: 98%

Forma y color: White Amorphous Powder Solid

Peso molecular: 687.86

Ref: TM-T16382