E3656

(−)-Epothilone A

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

• 別名: EpoA
• 実験式（ヒル表記法）: C₂₆H₃₉NO₆S
• CAS番号: 152044-53-6
• 分子量: 493.66
• MDL番号: MFCD26960884
• UNSPSCコード: 12352200
• PubChem Substance ID: 24724476
• NACRES: NA.77

特性

• 由来生物: Sorangium cellulosum
• 品質水準: 100
• アッセイ: >95% (HPLC)
• 形状: solid
• 保管条件: desiccated; protect from light
• 保管温度: −20°C
• SMILES記法: 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
• InChI Key: HESCAJZNRMSMJG-KKQRBIROSA-N

詳細

生物化学的／生理学的作用

(-)-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.

安全性情報

• 保管分類コード: 11 - Combustible Solids
• WGK: WGK 3
• 引火点(°F): Not applicable
• 引火点(℃): Not applicable