An inhibitor of microtubule assembly
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Eribulin

Item No. 17351

Technical Information
Formal Name
(2R,3R,3aS,7R,8aS,9S,10aR,11S,12R,13aR,13bS,15S,18S,21S,24S,26R,28R,29aS)-2-[(2S)-3-amino-2-hydroxypropyl]hexacosahydro-3-methoxy-26-methyl-20,27-bis(methylene)-11,15:18,21:24,28-triepoxy-7,9-ethano-12,15-methano-9H,15H-furo[3,2-i]furo[2',3':5,6]pyrano[4,3-b][1,4]dioxacyclopentacosin-5(4H)-one
CAS Number
253128-41-5
Synonyms
  • B1939
  • E7389
  • ER 086526
Molecular Formula
C40H59NO11
Formula Weight
Purity
≥98%
A solid
Chloroform: Sparingly soluble: 1-10 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
[H][C@@]1([C@H](O2)[C@@](O[C@@]3([H])[C@]4([H])O[C@]25C3)([H])[C@@]4([H])O6)[C@]6([H])CC[C@@](CC(C[C@]7([H])[C@@H](OC)[C@@H](C[C@H](O)CN)O[C@@]7([H])C[C@]8([H])C([C@H](C)C[C@]([H])(CC[C@@]9([H])C(C[C@@](CC5)([H])O9)=C)O8)=C)=O)([H])O1
InChi Code
InChI=1S/C40H59NO11/c1-19-11-24-5-7-28-20(2)12-26(45-28)9-10-40-17-33-36(51-40)37-38(50-33)39(52-40)35-29(49-37)8-6-25(47-35)13-22(42)14-27-31(16-30(46-24)21(19)3)48-32(34(27)44-4)15-23(43)18-41/h19,23-39,43H,2-3,5-18,41H2,1,4H3/t19-,23+,24+,25-,26+,27+,28+,29+,30-,31+,32-,33-,34-,35+,36+,37+,38-,39+,40+/m1/s1
InChi Key
UFNVPOGXISZXJD-JBQZKEIOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Add

    Add

    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Eribulin is an inhibitor of microtubule assembly and a derivative of the marine sponge macrolide halichondrin B.1 It inhibits the proliferation of U937 human lymphoma cells, as well as induces cell cycle arrest at the G2/M phase and, subsequently, apoptosis in the same cells when used at a concentration of 100 nM.2 Eribulin (1.5 mg/kg per week) reduces tumor growth in a patient-derived xenograft (PDX) mouse model of cutaneous squamous cell carcinoma.3 It also reduces tumor growth and increases survival in an intracerebral U87MG mouse xenograft model of glioblastoma when administered at a dose of 0.5 mg/kg three times per week.4 Formulations containing eribulin have been used in the treatment of metastatic breast cancer.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jordan, M.A., Kamath, K., Manna, T., et alThe primary antimitotic mechanism of action of the synthetic halichondrin E7389 is suppression of microtubule growth. Mol. Cancer Ther. 4(7), (2005).

    2. Kuznetsov, G., Towle, M.J., Cheng, H., et alInduction of morphological and biochemical apoptosis following prolonged mitotic blockage by halichondrin B macrocyclic ketone analog E7389. Cancer Res. 64(16), 5760-5766 (2004).

    3. Hsu, C.-Y., Yanagi, T., Maeda, T., et alEribulin inhibits growth of cutaneous squamous cell carcinoma cell lines and a novel patient-derived xenograft. Sci. Rep. 13(1), 8650 (2023).

    4. Takahashi, M., Miki, S., Fujimoto, K., et alEribulin penetrates brain tumor tissue and prolongs survival of mice harboring intracerebral glioblastoma xenografts. Cancer Sci. 110(7), 2247-2257 (2019).