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Product Details:

  • Product Name: Epothilone B
  • CAS #: 152044-54-7
  • Mode of Action:

    The principal mechanism of the epothilone class is inhibition of microtubule function. Microtubules are essential to cell division, and epothilones therefore stop cells from properly dividing. Epothilone B possess the same biological effects as taxol both in vitro and in cultured cells. This is because they share the same binding site, as well as binding affinity to the microtubule. Like taxol, epothilone B binds to the αβ-tubulin heterodimer subunit. Once bound, the rate of αβ-tubulin dissociation decreases, thus stabilizing the microtubules. Furthermore, epothilone B has also been shown to induce tubulin polymerization into microtubules without the presence of GTP. This is caused by formation of microtubule bundles throughout the cytoplasm. Finally, epothilone B also causes cell cycle arrest at the G2-M transition phase, thus leading to cytotoxicity and eventually cell apoptosis.

  • IUPAC: (1S, 3S, 7R, 10S, 11R, 12S, 16S)-7, 11-dihydroxy-8, 8, 10, 12, 16-pentamethyl-3-[(1E)-1-(2-methyl-1, 3-thiazol-4-yl)prop-1-en-2-yl]-4, 17-dioxabicyclo[14.1.0]heptadecane-5, 9-dione
  • DrugBank: DB03010 (EXPT01349)
  • Formula: C27H41NO6S
  • Molecular Mass: 507.683
  • Synonyms: EPO 906, EPO906, patupilone
  • SMILES: C[C@H]1CCC[C@]2(C)O[C@H]2C[C@H](OC(=O)C[C@@H](O)C(C)(C)C(=O)[C@@H](C)[C@@H]1O)C(C)=CC1=CSC(C)=N1
  • InChl: 1S/C27H41NO6S/c1-15-9-8-10-27(7)22(34-27)12-20(16(2)11-19-14-35-18(4)28-19)33-23(30)13-21(29)26(5,6)25(32)17(3)24(15)31/h11,14-15,17,20-22,24,29,31H,8-10,12-13H2,1-7H3/b16-11+/t15-,17-,20-,21+,22-,24+,27-/m0/s1
  • General Reference:
    PubChem Compound: https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=46936553
    PubChem Substance: https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505629
    Therapeutic Targets Database: https://bidd.nus.edu.sg/group/cjttd/ZFTTDDRUG.asp?ID=DNC000616
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