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=C1OC(C)C(C)C(O)C(C(=O)C2(OC2)CC(C)C(OC3OC(C)CC(N(C)C)C3O)C(C)C(OC4OC(C)C(O)C(OC)C4)C1C)C
- 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
- Ver más sinónimos
- 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
- Oleandomycinum
