For research use only. Not for therapeutic Use.
Epothilone B（Cat No.:I001885）is a naturally occurring macrolide with potent anticancer properties. It functions by stabilizing microtubules, similar to the mechanism of taxanes like paclitaxel, preventing their depolymerization and causing cell cycle arrest and apoptosis in rapidly dividing cancer cells. Epothilone B is particularly effective against taxane-resistant tumors due to its ability to bind tubulin with high affinity, even in cells that have developed resistance mechanisms. It has shown promise in treating various cancers, including breast and ovarian cancer, making it a valuable compound in oncology research and therapy.
| Catalog Number | I001885 |
| CAS Number | 152044-54-7 |
| Synonyms | (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione |
| Molecular Formula | C₂₇H₄₁NO₆S |
| Purity | ≥95% |
| Target | Microtubule/Tubulin |
| Solubility | 10 mM in DMSO |
| Storage | 3 years -20℃ powder |
| IC50 | 1.8 μM(EC0.01) |
| IUPAC Name | (1S,3S,7S,10R,11S,12S,16R)-7,11-dihydroxy-8,8,10,12,16-pentamethyl-3-[(E)-1-(2-methyl-1,3-thiazol-4-yl)prop-1-en-2-yl]-4,17-dioxabicyclo[14.1.0]heptadecane-5,9-dione |
| InChI | InChI=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 |
| InChIKey | QXRSDHAAWVKZLJ-PVYNADRNSA-N |
| SMILES | CC1CCCC2(C(O2)CC(OC(=O)CC(C(C(=O)C(C1O)C)(C)C)O)C(=CC3=CSC(=N3)C)C)C |
| Reference | </br>1:Mechanisms responsible for the inhibitory effects of epothilone B on scar formation after spinal cord injury. Zhao W, Chai Y, Hou Y, Wang DW, Xing JQ, Yang C, Fang QM.Neural Regen Res. 2017 Mar;12(3):478-485. doi: 10.4103/1673-5374.202921. PMID: 28469665 Free PMC Article</br>2:Epothilone B-based 3-in-1 polymeric micelle for anticancer drug therapy. Shin DH, Kwon GS.Int J Pharm. 2017 Feb 25;518(1-2):307-311. doi: 10.1016/j.ijpharm.2017.01.006. Epub 2017 Jan 3. PMID: 28062368 </br>3:Effects of Microtubule Stabilization by Epothilone B Depend on the Type and Age of Neurons. Jang EH, Sim A, Im SK, Hur EM.Neural Plast. 2016;2016:5056418. Epub 2016 Oct 31. PMID: 27872763 Free PMC Article</br>4:Epothilone B induces apoptosis and enhances apoptotic effects of ABT-737 on human cancer cells via PI3K/AKT/mTOR pathway. Li YL, Sun J, Hu X, Pan YN, Yan W, Li QY, Wang F, Lin NM, Zhang C.J Cancer Res Clin Oncol. 2016 Nov;142(11):2281-9. doi: 10.1007/s00432-016-2236-y. Epub 2016 Sep 3. PMID: 27591861 </br>5:New potential chemotherapy for ovarian cancer – Combined therapy with WP 631 and epothilone B. Bukowska B, Rogalska A, Marczak A.Life Sci. 2016 Apr 15;151:86-92. doi: 10.1016/j.lfs.2016.02.095. Epub 2016 Mar 2. Review. PMID: 26944437 </br>6:A new approach for improving epothilone B yield in Sorangium cellulosum by the introduction of vgb epoF genes. Ye W, Zhang W, Chen Y, Li H, Li S, Pan Q, Tan G, Liu T.J Ind Microbiol Biotechnol. 2016 May;43(5):641-50. doi: 10.1007/s10295-016-1735-9. Epub 2016 Jan 23. PMID: 26803504 </br>7:Synthesis and Biological Evaluation of Novel Epothilone B Side Chain Analogues. Nicolaou KC, Rhoades D, Wang Y, Totokotsopoulos S, Bai R, Hamel E.ChemMedChem. 2015 Dec;10(12):1974-9. doi: 10.1002/cmdc.201500401. Epub 2015 Oct 8. PMID: 26447977 </br>8:Highly Efficient CYP167A1 (EpoK) dependent Epothilone B Formation and Production of 7-Ketone Epothilone D as a New Epothilone Derivative. Kern F, Dier TK, Khatri Y, Ewen KM, Jacquot JP, Volmer DA, Bernhardt R.Sci Rep. 2015 Oct 8;5:14881. doi: 10.1038/srep14881. PMID: 26445909 Free PMC Article</br>9:Nuclear DNA Damage and Repair in Normal Ovarian Cells Caused by Epothilone B. Rogalska A, Marczak A.Asian Pac J Cancer Prev. 2015;16(15):6535-9. PMID: 26434870 Free Article</br>10:Structural basis for drug resistance conferred by β-tubulin mutations: a molecular modeling study on native and mutated tubulin complexes with epothilone B. Navarrete KR, Alderete JB, Jiménez VA.J Biomol Struct Dyn. 2015;33(12):2530-40. doi: 10.1080/07391102.2015.1063455. Epub 2015 Jul 17. PMID: 26081685 |
