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Epothilone B

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Epothilone B Basic information
Epothilone B Chemical Properties
  • Melting point:95-97°C
  • alpha D21 -35° (c = 0.7 in methanol)
  • Boiling point:680.2±55.0 °C(Predicted)
  • Density 1.136
  • storage temp. Store at -20°C
  • pka13.57±0.70(Predicted)
  • form White to off-white solid
  • color colorless
  • InChIKeyQXRSDHAAWVKZLJ-PVYNADRNSA-N
  • CAS DataBase Reference152044-54-7
Safety Information
  • WGK Germany 3
  • HS Code 29419090
Epothilone B Usage And Synthesis
  • Chemical PropertiesWhite Powder
  • UsesEpothilones are polyketide natural products that inhibit cancer cells by a mechanism similar to paclitaxel, and also are effective against paclitaxel-resistant tumours. Epothilone B is what is known as a microtubule stabilizer. When a cell divides, the chromosomes that will end up in each cell are separated by thin filaments called microtubules. Normally these microtubules then break down as the cell division progresses. This class of cytotoxic chemo drugs prevents that break down and thus prevents cells from completing division.
  • UsesEpothilone B is a microtubule inhibitor isolated from the myxobacteria, Sorangium cellulosum. Like epothilone A, epothilone B acts by stabilising microtubule formation at the taxol binding site, and causes cell cycle arrest at the G2/M transition, leading to cytotoxicity.
  • UsesEpothilone B (Epo B) is a macrolide that causes the formation of bundles of intracellular microtubules in non-mitotic cells, induces the formation of hyperstable tubulin polymers, and arrests cell cycling in mitosis. It induces mitotic arrest at the G2-M transition in Hs578T and HeLa cells (IC50 = 3 and 32 nM, respectively) as well as in multidrug resistant KB3-1 and KBV-1 cells (IC50 = 16 and 92 nM, respectively). Epo B causes cell cycle arrest at nanomolar IC50 values in cell lines from ovarian, breast, lung, colon, prostate, and squamous cancer.
  • DefinitionChEBI: An epithilone that is epithilone D in which the double bond in the macrocyclic ring has been oxidised to the corresponding epoxide (the S,S stereoisomer).
  • Biological ActivityMicrotubule stabilization agent that promotes tubulin polymerization and induces G 2 -M cell cycle arrest (EC 50 = 3 - 92 nM). Potently inhibits a variety of human cancer cell lines (IC 50 values are 0.13 - 0.64 nM), including MDR cells overexpressing the P-glycoprotein efflux pump. Exhibits potent anticancer activity in numerous human tumor xenografts in vivo .
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