CAS 11116-32-8

Bleomicina A5

Descrição:

Bleomicina A5 é um antibiótico glicopeptídico derivado da bactéria *Streptomyces verticillus*. É conhecido principalmente por suas propriedades antitumorais e é utilizado no tratamento de vários tipos de câncer, incluindo câncer testicular e linfoma de Hodgkin. O composto exibe um mecanismo de ação único, que envolve a indução de quebras nas cadeias de DNA através da formação de radicais livres, levando, em última instância, à morte celular. Bleomicina A5 é caracterizado por sua capacidade de se ligar ao DNA, particularmente em resíduos de guanina, e sua eficácia é influenciada por fatores como a concentração de oxigênio e a presença de íons metálicos. A substância é tipicamente administrada por injeção e pode causar efeitos colaterais, incluindo toxicidade pulmonar e reações cutâneas. Sua estrutura inclui um domínio distintivo de ligação a metais, que é crucial para sua atividade biológica. No geral, Bleomicina A5 é um agente significativo na terapia oncológica, com pesquisas em andamento visando otimizar seu uso e minimizar efeitos 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

Chave 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

Cor e Forma: 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%

Cor e Forma: 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%

Cor e Forma: Powder

Peso molecular: 1,177.03 g/mol

Ref: 3D-AB183381