CAS 104542-46-3

urdamicina B

Descripción:

urdamicina B es un compuesto antibiótico natural que pertenece a la clase de los antibióticos antraciclínicos, conocidos por sus potentes propiedades antibacterianas. Se produce mediante la fermentación de ciertas cepas de bacterias del género Streptomyces. urdamicina B exhibe una estructura molecular compleja caracterizada por un sistema de anillos policíclicos, que contribuye a su actividad biológica. El compuesto ha demostrado eficacia contra una variedad de bacterias Gram-positivas, lo que lo convierte en un tema de interés en el campo de la química medicinal y el desarrollo de antibióticos. Su mecanismo de acción generalmente implica la interferencia con la síntesis de ADN bacteriano, lo que conduce a la muerte celular. Además, urdamicina B puede poseer propiedades antitumorales, aunque su aplicación principal sigue siendo la lucha contra infecciones bacterianas. Al igual que con muchos antibióticos, el potencial de desarrollo de resistencia es una preocupación, lo que requiere una investigación continua sobre su eficacia y perfil de seguridad. En general, urdamicina B representa un compuesto significativo en el estudio de productos naturales y sus aplicaciones en farmacología.

Fórmula: C₃₇H₄₄O₁₃

InChI: InChI=1/C37H44O13/c1-15-24(49-28-11-22(38)32(40)16(2)48-28)9-10-27(47-15)50-26-12-25(46-17(3)33(26)41)19-7-8-21-31(34(19)42)36(44)20-6-5-18-13-37(4,45)14-23(39)29(18)30(20)35(21)43/h5-8,15-17,22,24-28,32-33,38,40-42,45H,9-14H2,1-4H3/t15-,16+,17+,22+,24-,25+,26+,27-,28-,32+,33+,37+/m0/s1

Clave InChI: InChIKey=RVYIFZVNJLDNAV-VSYBRGMMSA-N

SMILES: O=C1C=2C3=C(C=CC2C(=O)C=4C1=CC=C(C4O)[C@H]5C[C@@H](O[C@@H]6O[C@@H](C)[C@@H](O[C@H]7C[C@@H](O)[C@H](O)[C@@H](C)O7)CC6)[C@H](O)[C@@H](C)O5)C[C@@](C)(O)CC3=O

Sinónimos:

• (1R)-1,5-anhydro-2,6-dideoxy-3-O-{(2S,5S,6S)-5-[(2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy]-6-methyltetrahydro-2H-pyran-2-yl}-1-[(3R)-3,8-dihydroxy-3-methyl-1,7,12-trioxo-1,2,3,4,7,12-hexahydrotetraphen-9-yl]-D-arabino-hexitol
• (3R)-9-[2,6-Dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methylbenz[a]anthracene-1,7,12(2H)-trione
• (R)-9-(2,6-Dideoxy-3-O-((2S-(2alpha,5beta,6beta))-5-((2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy)tetrahydro-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-3,4-dihydro-3,8-dihydroxy-3-methylbenz(a)anthracene-1,7,12(2H)-trione
• Benz(a)anthracene-1,7,12(2H)-trione, 9-(2,6-dideoxy-3-O-((2S-(2alpha,5beta,6beta))-5-((2,6-dideoxy-beta-D-arabino-hexopyranosyl)oxy)tetrahydro-6-methyl-2H-pyran-2-yl)-beta-D-arabino-hexopyranosyl)-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (3R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[[2S-(2α,5β,6β)]-5-[(2,6-dideoxy-β-<span class="text-smallcaps">D</smallcap>-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-<smallcap>D</span>-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• Urdamycin B
• (3R)-9-[2,6-Dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methylbenz[a]anthracene-1,7,12(2H)-trione
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[(2S,5S,6S)-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (3R)-
• Benz[a]anthracene-1,7,12(2H)-trione, 9-[2,6-dideoxy-3-O-[[2S-(2α,5β,6β)]-5-[(2,6-dideoxy-β-D-arabino-hexopyranosyl)oxy]tetrahydro-6-methyl-2H-pyran-2-yl]-β-D-arabino-hexopyranosyl]-3,4-dihydro-3,8-dihydroxy-3-methyl-, (R)-
• C12406

Urdamycin B

CAS: 104542-46-3

Fórmula: C₃₇H₄₄O₁₃

Pureza: 88.18%

Forma y color: Purple amorphous solid

Peso molecular: 697.0

Ref: 8R-JU0097

Urdamycin B

CAS: 104542-46-3

Urdamycin B, an antibiotic derived from the metabolic products of Streptomyces fradiae, effectively inhibits fungi and bacteria, and exhibits anti-proliferative activity against mouse leukemia cells L1210. Its potential uses include research on cancer, bacterial, and fungal infections [1] [2].

Fórmula: C₃₇H₄₄O₁₃

Forma y color: Solid

Peso molecular: 696.74

Ref: TM-TN7537

Urdamycin B

CAS: 104542-46-3

Urdamycin B is an anthracycline antibiotic, which is derived from the bacterium *Streptomyces fradiae*. This compound acts by intercalating into DNA, disrupting the replication and transcription processes, leading to cell death. Its mode of action involves inhibiting topoisomerase II, an enzyme critical for DNA replication and cell cycle progression. This mechanism impairs cellular proliferation, making it effective against rapidly dividing cells.

Fórmula: C₃₇H₄₄O₁₃

Pureza: Min. 95%

Peso molecular: 696.70 g/mol

Ref: 3D-EEA54246