E3656

(−)-Epothilone A

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

• Synonyme(s) : EpoA
• Formule empirique (notation de Hill) : C₂₆H₃₉NO₆S
• Numéro CAS: 152044-53-6
• Poids moléculaire : 493.66
• NACRES: NA.77
• PubChem Substance ID: 24724476
• UNSPSC Code: 12352200
• MDL number: MFCD26960884
• Assay: >95% (HPLC)
• Form: solid
• Storage condition: desiccated, protect from light

Propriétés

• biological source: Sorangium cellulosum
• assay: >95% (HPLC)
• form: solid
• storage condition: desiccated, protect from light
• storage temp.: −20°C
• SMILES string: 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

Description

Biochem/physiol Actions

(-)-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.

Informations sur la sécurité

• Classe de stockage: 11 - Combustible Solids
• Que se passe-t-il ?: WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable