A mixture of (E)-4-hydroxy tamoxifen and (Z)-4-hydroxy tamoxifen
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.

(E/Z)-4-hydroxy Tamoxifen

Item No. 17308

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[1-[4-[2-(dimethylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol
CAS Number
68392-35-8
Synonyms
  • Afimoxifene
  • 4-OHT
Molecular Formula
C26H29NO2
Formula Weight
387.5
Purity
≥98% (mixture of isomers)
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 2 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
246, 287 nm
SMILES
CC/C(C1=CC=CC=C1)=C(C2=CC=C(O)C=C2)/C3=CC=C(OCCN(C)C)C=C3
InChi Code
InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
InChi Key
TXUZVZSFRXZGTL-QPLCGJKRSA-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

    5 mg

    $42

    Add

    10 mg

    $80

    Add

    25 mg

    $189

    Add

    50 mg

    $293

    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

    (E/Z)-4-hydroxy Tamoxifen is a mixture of (E)-4-hydroxy tamoxifen and (Z)-4-hydroxy tamoxifen.1 (Z)-4-hydroxy Tamoxifen is an active metabolite of the estrogen receptor antagonist tamoxifen (Item Nos. 13258 | 11629) and is formed from tamoxifen by the cytochrome P450 (CYP) isoform CYP2D6. (Z)-4-hydroxy Tamoxifen (100 nM) inhibits 17β-estradiol-induced increases in the mRNA encoding progesterone receptor in MCF-7 breast cancer cells.2 (Z)-4-hydroxy Tamoxifen inhibits the proliferation of MCF-7 and MDA-MB-231 breast cancer cells (IC50s = 27 and 18 µM, respectively).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Desta, Z., Ward, B.A., Soukhova, N.V., et al. Comprehensive evaluation of tamoxifen sequential biotransformation by the human cytochrome P450 system in vitro: Prominent roles for CYP3A and CYP2D6. J. Pharmacol. Exp. Ther. 310(3), 1062-1075 (2004).

    2. Y.C., L., Desta, Z., Flockhart, D.A., et al. Endoxifen (4-hydroxy-N-desmethyl-tamoxifen) has anti-estrogenic effects in breast cancer cells with potency similar to 4-hydroxy-tamoxifen. Cancer Chemother. Pharmacol. 55(5), 471-478 (2005).

    3. Seeger, H., Huober, J., Wallwiener, D., et al. Inhibition of human breast cancer cell proliferation with estradiol metabolites is as effective as with tamoxifen. Horm. Metab. Res. 36(5), 277-280 (2004).

    Product Citations

    Wang, Y.X., Palla, A.R., Ho, A.T.V., et al. Multiomic profiling reveals that prostaglandin E2 reverses aged muscle stem cell dysfunction, leading to increased regeneration and strength. Cell Stem Cell 32, 1154-1169 (2025).