An anticancer agent and a prodrug form of a CDDO derivative
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.

Product Categories

Product Type

Biochemicals

Research Area

Cancer
Tumor Microenvironment

CDDO Borate Prodrug 4

Item No. 42718

Product Insert (PDF)
Technical Information
Formal Name
2-cyano-3,12-dioxo-oleana-1,9(11)-dien-28-oic acid, 4-[[4-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methoxy]benzoyl]oxy]butyl ester
CAS Number
2763063-09-6
Molecular Formula
C55H70BNO9
Formula Weight
900.0
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥ 10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
O=C(C1=CC=C(C=C1)OCC2=CC=C(B3OC(C)(C(C)(O3)C)C)C=C2)OCCCCOC([C@]45[C@](CC(C)(CC5)C)([H])[C@]6([H])[C@@](CC4)([C@]7(C([C@@]8([C@@](C(C)(C(C(C#N)=C8)=O)C)([H])CC7)C)=CC6=O)C)C)=O
InChi Code
InChI=1S/C55H70BNO9/c1-48(2)24-26-55(27-25-54(11)44(40(55)32-48)41(58)30-43-52(9)31-37(33-57)45(59)49(3,4)42(52)22-23-53(43,54)10)47(61)63-29-13-12-28-62-46(60)36-16-20-39(21-17-36)64-34-35-14-18-38(19-15-35)56-65-50(5,6)51(7,8)66-56/h14-21,30-31,40,42,44H,12-13,22-29,32,34H2,1-11H3/t40-,42-,44-,52-,53+,54+,55-/m0/s1
InChi Key
WHTRUXRICNZJMI-XZZDVJPLSA-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.

Download most recent Certificate of Analysis for this product

    1 mg

    $138

    Add

    5 mg

    $585

    Add

    10 mg

    $1,032

    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

    CDDO borate prodrug 4 is an anticancer agent and a prodrug form of a CDDO derivative with anticancer activity.1 It is converted to the CDDO derivative by reactive oxygen species (ROS). CDDO borate prodrug 4 selectively inhibits the proliferation of BGC-823 gastric cancer cells in the presence of hydrogen peroxide (H2O2) over GES-1 gastric epithelial cells (IC500s = 1.2 and 4.8 µM, respectively). Unlike the active metabolite, CDDO borate prodrug 4 does not affect the oxidized glutathione (GSSG) to reduced glutathione (GSH) ratio, indicating a low toxicity risk, in BGC-823 cells when used at a concentration five-fold higher than the active metabolite. In vivo, CDDO borate prodrug 4 (5 mg/kg) induces tumor regression and does not decrease body weight or induce organ toxicity in a BGC-823 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, N., Wang, J., Zhang, L., et al. New CDDO arylboronate ester derivatives with high selectivity and low toxicity. J. Med. Chem. 67(16), (2024).