E3656

(−)-Epothilone A

from Sorangium cellulosum, >95% (HPLC), solid

• Sinônimo(s): EpoA
• Fórmula empírica (Notação de Hill): C₂₆H₃₉NO₆S
• Número CAS: 152044-53-6
• Peso molecular: 493.66
• Número MDL: MFCD26960884
• Código UNSPSC: 12352200
• ID de substância PubChem: 24724476
• NACRES: NA.77

Propriedades

• fonte biológica: Sorangium cellulosum
• Ensaio: >95% (HPLC)
• Formulário: solid
• condição de armazenamento: desiccated; protect from light
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: O=C(O[C@@](/C(C)=C/C1=CSC(C)=N1)([H])C[C@@](O2)([H])[C@@]2([H])CCC[C@H](C)[C@H](O)[C@H]3C)C[C@H](O)C(C)(C)C3=O
• InChI: 1S/C26H39NO6S/c1-14-8-7-9-19-21(32-19)11-20(15(2)10-18-13-34-17(4)27-18)33-23(29)12-22(28)26(5,6)25(31)16(3)24(14)30/h10,13-14,16,19-22,24,28,30H,7-9,11-12H2,1-6H3/b15-10+/t14-,16+,19+,20-,21-,22-,24-/m0/s1
• chave InChI: HESCAJZNRMSMJG-KKQRBIROSA-N

Descrição

Ações bioquímicas/fisiológicas

(-)-Epothilone A is a microtubule (MT) stabilizing drug and natural macrolide antitumor from myxobacteria Sorangium cellulosum. EpoA exhibits kinetics similar to paclitaxel by inducing tubulin polymerization in vitro and producing enhanced microtubule stability and bundling in cultured cells. In contrast to paclitaxel, Epothilone A exhibits a greater cytotoxicity against P-glycoprotein-expressing multidrug resistant (MDR) cells (IC₅₀ = 20 nM for MDR CCRF-CEM/VBL₁₀₀ cells). Epothilone A is a competitve inhibitor of ³H-paclitaxel binding with comparable IC₅₀ to paclitaxel in displacement competition assays. EpoA causes cell cycle arrest at the G₂/M transition leading to cytotoxicity.

EpoA is a microtubule stabilizing drug and natural macrolide antitumor.

Informações de segurança

• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable