CAS 50935-71-2

Kirromicina

Descripción:

Kirromicina es un compuesto antibiótico que pertenece a la clase de los macrólidos, conocido específicamente por su actividad contra ciertas cepas bacterianas. Es producido por la bacteria *Micromonospora purpurea* y exhibe un mecanismo de acción único al inhibir la síntesis de proteínas en las bacterias. Kirromicina se une a la subunidad ribosómica, interfiriendo con el paso de translocación durante la traducción, lo que finalmente detiene el crecimiento bacteriano. Este compuesto se caracteriza por su compleja estructura de macrólido, que incluye un gran anillo de lactona y varios grupos funcionales que contribuyen a su actividad biológica. Kirromicina ha sido estudiado por sus posibles aplicaciones terapéuticas, particularmente en el tratamiento de infecciones causadas por bacterias Gram-positivas. Sin embargo, su uso clínico está limitado debido al desarrollo de resistencia y la disponibilidad de antibióticos más efectivos. Al igual que con muchos antibióticos, la comprensión de la farmacocinética, toxicidad y mecanismos de resistencia de Kirromicina continúa evolucionando, convirtiéndolo en un tema de interés en la investigación microbiológica y farmacéutica.

Fórmula: C₄₃H₆₀N₂O₁₂

InChI: InChI=1S/C43H60N2O12/c1-9-11-13-21-31-42(6,7)38(50)39(51)43(54,57-31)28(10-2)40(52)44-23-17-16-19-26(4)36(55-8)27(5)37-35(49)34(48)30(56-37)20-15-12-14-18-25(3)33(47)32-29(46)22-24-45-41(32)53/h9,11-22,24,27-28,30-31,34-39,48-51,54H,10,23H2,1-8H3,(H,44,52)(H2,45,46,53)/b11-9-,14-12+,17-16+,20-15+,21-13+,25-18+,26-19+/t27-,28-,30-,31+,34+,35+,36-,37+,38+,39-,43-/m1/s1

Clave InChI: InChIKey=HMSYAPGFKGSXAJ-PAHGNTJYSA-N

SMILES: [C@H](C(NC/C=C/C=C(/[C@H]([C@@H](C)[C@@]1(O[C@H](/C=C/C=C/C=C(/C(=O)C2=C(O)C=CNC2=O)\C)[C@H](O)[C@@H]1O)[H])OC)\C)=O)(CC)[C@@]3(O)O[C@@H](/C=C/C=C\C)C(C)(C)[C@@H](O)[C@H]3O

Sinónimos:

• (2R)-N-[(2E,4E,6R)-7-[(2S,5R)-3,4-dihydroxy-5-[(1E,3E,5E)-7-(2-hydroxy-4-oxo-1H-pyridin-3-yl)-6-methyl-7-oxo-hepta-1,3,5-trienyl]tetrahydrofuran-2-yl]-6-methoxy-5-methyl-octa-2,4-dienyl]-2-[2,3,4-trihydroxy-5,5-dimethyl-6-[(1E,3Z)-penta-1,3-dienyl]tetrahydropyran-2-yl]butanamide
• (2S)-N-[(6S,7R)-7-{(2S,3S,4R,5R)-3,4-dihydroxy-5-[7-(2-hydroxy-4-oxo-1,4-dihydropyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trien-1-yl]tetrahydrofuran-2-yl}-6-methoxy-5-methylocta-2,4-dien-1-yl]-2-[(2R,3R,4R,6S)-2,3,4-trihydroxy-5,5-dimethyl-6-(penta-1,3-dien-1-yl)tetrahydro-2H-pyran-2-yl]butanamide (non-preferred name)
• (αS,2R,3R,4R,6S)-N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-5-[(1E,3E,5E)-7-(1,2-Dihydro-4-hydroxy-2-oxo-3-pyridinyl)-6-methyl-7-oxo-1,3,5-heptatrien-1-yl]tetrahydro-3,4-dihydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadien-1-yl]-α-ethyltetrahydro-2,3,4-trihydroxy-5,5-dimethyl-6-(1E,3Z)-1,3-pentadien-1-yl-2H-pyran-2-acetamide
• 2H-Pyran-2-acetamide, N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-5-[(1E,3E,5E)-7-(1,2-dihydro-4-hydroxy-2-oxo-3-pyridinyl)-6-methyl-7-oxo-1,3,5-heptatrien-1-yl]tetrahydro-3,4-dihydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadien-1-yl]-α-ethyltetrahydro-2,3,4-trihydroxy-5,5-dimethyl-6-(1E,3Z)-1,3-pentadien-1-yl-, (αS,2R,3R,4R,6S)-
• 2H-Pyran-2-acetamide, N-[(2E,4E,6S,7R)-7-[(2S,3S,4R,5R)-5-[(1E,3E,5E)-7-(1,2-dihydro-4-hydroxy-2-oxo-3-pyridinyl)-6-methyl-7-oxo-1,3,5-heptatrienyl]tetrahydro-3,4-dihydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadienyl]-α-ethyltetrahydro-2,3,4-trihydroxy-5,5-dimethyl-6-[(1E,3Z)-1,3-pentadienyl]-, (αS,2R,3R,4R,6S)-
• 2H-Pyran-2-acetamide, N-[7-[5-[7-(1,2-dihydro-4-hydroxy-2-oxo-3-pyridinyl)-6-methyl-7-oxo-1,3,5-heptatrienyl]tetrahydro-3,4-dihydroxy-2-furanyl]-6-methoxy-5-methyl-2,4-octadienyl]-α-ethyltetrahydro-2,3,4-trihydroxy-5,5-dimethyl-6-(1,3-pentadienyl)-, [2R-[2α,2[S*[2E,4E,6S*,7R*[2S*,3S*,4R*,5R*(1E,3E,5E)]]],3β,4β,6β(1E,3E)]]-
• Delvomycin
• Kirromycin
• Mocimycin
• N-[(2E,4E)-7-{3,4-dihydroxy-5-[(1E,3E,5E)-7-(2-hydroxy-4-oxo-1,4-dihydropyridin-3-yl)-6-methyl-7-oxohepta-1,3,5-trien-1-yl]tetrahydrofuran-2-yl}-6-methoxy-5-methylocta-2,4-dien-1-yl]-2-{2,3,4-trihydroxy-5,5-dimethyl-6-[(1E,3E)-penta-1,3-dien-1-yl]tetrahydro-2H-pyran-2-yl}butanamide (non-preferred name)
• NSC 316094

Kirromycin

CAS: 50935-71-2

Fórmula: C₄₃H₆₀N₂O₁₂

Pureza: ≥ 96.0%

Forma y color: Yellow powder

Peso molecular: 796.94

Ref: 7W-GA9046

Kirromycin

CAS: 50935-71-2

Fórmula: C₄₃H₆₀N₂O₁₂

Peso molecular: 796.96

Ref: 4Z-K-027001

Kirromycin from Streptomyces collinus

CAS: 50935-71-2

Kirromycin is a hydroxylated tetracycline antibiotic that inhibits protein synthesis. It is used as a chemotherapeutic treatment against microbial infections, and has been shown to be effective against Streptomyces collinus. Kirromycin is also an inhibitor of bacterial ribosome activity, which can lead to the death of bacteria. This compound binds to the 30S subunit of the ribosome and prevents the attachment of amino acids to the nascent polypeptide chain during protein synthesis. The antibiotic thiostrepton from Streptomyces collinus was found to inhibit both growth and antibiotic resistance in Saccharomyces cerevisiae strains.

Fórmula: C₄₃H₆₀N₂O₁₂

Pureza: Min. 95%

Peso molecular: 796.94 g/mol

Ref: 3D-ACA93571