CAS 11116-32-8

Bleomicina A5

Descripción:

Bleomicina A5 es un antibiótico glicopéptido derivado de la bacteria *Streptomyces verticillus*. Se conoce principalmente por sus propiedades antitumorales y se utiliza en el tratamiento de varios tipos de cáncer, incluyendo el cáncer testicular y el linfoma de Hodgkin. El compuesto exhibe un mecanismo de acción único, que implica la inducción de rupturas en las cadenas de ADN a través de la formación de radicales libres, lo que finalmente conduce a la muerte celular. Bleomicina A5 se caracteriza por su capacidad para unirse al ADN, particularmente en los residuos de guanina, y su eficacia se ve influenciada por factores como la concentración de oxígeno y la presencia de iones metálicos. La sustancia se administra típicamente por inyección y puede causar efectos secundarios, incluyendo toxicidad pulmonar y reacciones cutáneas. Su estructura incluye un dominio distintivo de unión a metales, que es crucial para su actividad biológica. En general, Bleomicina A5 es un agente significativo en la terapia oncológica, con investigaciones en curso destinadas a optimizar su uso y minimizar los efectos adversos.

Fórmula: C₅₇H₈₉N₁₉O₂₁S₂

InChI: InChI=1S/C57H89N19O21S2/c1-22-35(73-48(76-46(22)61)27(14-33(60)80)68-15-26(59)47(62)86)52(90)75-37(43(28-16-65-21-69-28)95-56-45(41(84)39(82)31(17-77)94-56)96-55-42(85)44(97-57(63)92)40(83)32(18-78)93-55)53(91)70-24(3)38(81)23(2)49(87)74-36(25(4)79)51(89)67-13-8-34-71-30(20-98-34)54-72-29(19-99-54)50(88)66-12-7-11-64-10-6-5-9-58/h16,19-21,23-27,31-32,36-45,55-56,64,68,77-79,81-85H,5-15,17-18,58-59H2,1-4H3,(H2,60,80)(H2,62,86)(H2,63,92)(H,65,69)(H,66,88)(H,67,89)(H,70,91)(H,74,87)(H,75,90)(H2,61,73,76)/t23-,24+,25+,26-,27-,31-,32+,36-,37-,38-,39+,40+,41-,42-,43-,44-,45-,55-,56-/m0/s1

Clave InChI: InChIKey=QYOAUOAXCQAEMW-DDZPZTJXSA-N

SMILES: [C@H]([C@H](NC(=O)C1=NC([C@@H](NC[C@@H](C(N)=O)N)CC(N)=O)=NC(N)=C1C)C(N[C@@H]([C@H]([C@@H](C(N[C@H](C(NCCC2=NC(=CS2)C3=NC(C(NCCCNCCCCN)=O)=CS3)=O)[C@@H](C)O)=O)C)O)C)=O)(O[C@H]4[C@@H](O[C@H]5[C@@H](O)[C@@H](OC(N)=O)[C@H](O)[C@@H](CO)O5)[C@@H](O)[C@H](O)[C@H](CO)O4)C6=CN=CN6

Sinónimos:

• 2-({2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-[(5-{[1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxobutan-2-yl]amino}-3-hydroxy-4-methyl-5-oxopentan-2-yl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate (non-preferred name)
• 2-({2-[2-{[(6-amino-2-{3-amino-1-[(2,3-diamino-3-oxopropyl)amino]-3-oxopropyl}-5-methylpyrimidin-4-yl)carbonyl]amino}-3-[(5-{[1-({2-[4-({3-[(4-aminobutyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}amino)-3-hydroxy-1-oxobutan-2-yl]amino}-3-hydroxy-4-methyl-5-oxopentan-2-yl)amino]-1-(1H-imidazol-5-yl)-3-oxopropoxy]-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl}oxy)-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate hydrochloride (1:1) (non-preferred name)
• 2-{[2-{[(1R,2S)-2-[({6-amino-2-[(1S)-3-amino-1-{[(2S)-2,3-diamino-3-oxopropyl]amino}-3-oxopropyl]-5-methylpyrimidin-4-yl}carbonyl)amino]-3-{[(1R,2S,3S)-2-hydroxy-4-{[(1S,2R)-2-hydroxy-1-({2-[4-({3-[(3-pyridin-2-ylpropyl)amino]propyl}carbamoyl)-2,4'-bi-1,3-thiazol-2'-yl]ethyl}carbamoyl)propyl]amino}-1,3-dimethyl-4-oxobutyl]amino}-1-(1H-imidazol-5-yl)-3-oxopropyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-3-yl]oxy}-3,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-4-yl carbamate (non-preferred name)
• BLM A₅
• Bleomycetin
• Bleomycin A₅
• Bleomycinamide, N¹-[3-[(4-aminobutyl)amino]propyl]-
• N¹-[3-[(4-Aminobutyl)amino]propyl]bleomycinamide
• NSC 350895
• Pingyangmycin A₅
• Zhengguangmycin A₅
• Bleomycin A5
• N1-[3-[(4-Aminobutyl)amino]propyl]bleomycinamide
• Bleomycinamide, N1-[3-[(4-aminobutyl)amino]propyl]-

Bleomycin A5

CAS: 11116-32-8

Bleomycin A5, or Pingyangmycin, is an oral glycopeptide antibiotic and acts as an antineoplastic and apoptosis inducer.

Fórmula: C₅₇H₈₉N₁₉O₂₁S₂

Forma y color: Solid

Peso molecular: 1440.56

Ref: TM-T75508

Bleomycin A5

CAS: 11116-32-8

Bleomycin A5 is an antitumor antibiotic, which is derived from the bacterium *Streptomyces verticillus*. Its mode of action involves the induction of DNA strand breaks, primarily by forming complexes with metal ions such as iron, which can generate reactive oxygen species. These species cause oxidative damage to the DNA, leading to single- and double-strand breaks. This DNA cleavage is crucial for its efficacy in inhibiting the proliferation of cancer cells.

Fórmula: C₅₇H₈₉N₁₉O₂₁S₂

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 1,440.56 g/mol

Ref: 3D-FB152633

Bleomycin A5 hydrochloride

CAS: 11116-32-8

Bleomycin A5 hydrochloride is an antineoplastic antibiotic, which is derived from the bacterium Streptomyces verticillus. Its mode of action involves binding to DNA and inducing strand breaks through the generation of free radicals, specifically targeting deoxyribose units. This leads to the inhibition of DNA synthesis and cell division, ultimately resulting in cell death.

Fórmula: C₅₇H₈₉N₁₉O₂₁S₂•HCl

Pureza: Min. 95%

Forma y color: Powder

Peso molecular: 1,177.03 g/mol

Ref: 3D-AB183381