A derivative of plumbagin
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
Cell Death
Apoptosis
Tumor Microenvironment

2-(cyclohexylmethyl)-Plumbagin

Item No. 39143

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(cyclohexylmethyl)-5-hydroxy-1,4-naphthalenedione
CAS Number
3033734-59-4
Molecular Formula
C17H18O3
Formula Weight
270.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: Slightly solubleEthanol: Slightly soluble
λmax
212 nm
SMILES
OC1=C2C(C(C(CC3CCCCC3)=CC2=O)=O)=CC=C1
InChi Code
InChI=1S/C17H18O3/c18-14-8-4-7-13-16(14)15(19)10-12(17(13)20)9-11-5-2-1-3-6-11/h4,7-8,10-11,18H,1-3,5-6,9H2
InChi Key
RVEVRWXGYBTXKU-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice 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

    $29

    Add

    5 mg

    $128

    Add

    10 mg

    $225

    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

    2-(cyclohexylmethyl)-Plumbagin is a derivative of the naphthoquinone plumbagin (Item No. 14314).1 It is selectively cytotoxic to PANC-1 human pancreatic cancer cells under nutrient-deprived conditions, which mimic the microenvironment of pancreatic cancer tumors, over PANC-1 cells under nutrient-rich conditions with 50% preferential cytotoxicity values (PC50s) of 0.11 and 47.2 µM, respectively. It also induces apoptosis in PANC-1 cells when used at a concentration of 1 µM. 2-(cyclohexylmethyl)-Plumbagin also selectively reduces phosphorylation of Akt and mammalian target of rapamycin (mTOR) in PANC-1 cells under nutrient-deprived, but not nutrient-rich, conditions. It reduces tumor volume and weight in a MiaPaCa-2 pancreatic cancer mouse xenograft model when administered at doses of 50 and 250 µg/animal five times per week.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Awale, S., Baba, H., Phan, N.D., et al. Targeting pancreatic cancer with novel plumbagin derivatives: Design, synthesis, molecular mechanism, in vitro and in vivo evaluation. J. Med. Chem. 66(12), 8054-8065 (2023).