An active metabolite of estrone
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.

2-hydroxy Estrone

Item No. 34154

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3-dihydroxy-estra-1,3,5(10)-trien-17-one
CAS Number
362-06-1
Synonyms
  • Catecholestrone
  • 2-hydroxy E1
  • 2-OHE1
Molecular Formula
C18H22O3
Formula Weight
286.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.33 mg/ml
SMILES
C[C@@]12[C@](CCC2=O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC(O)=C(O)C=C4CC3
InChi Code
InChI=1S/C18H22O3/c1-18-7-6-11-12(14(18)4-5-17(18)21)3-2-10-8-15(19)16(20)9-13(10)11/h8-9,11-12,14,19-20H,2-7H2,1H3/t11-,12+,14-,18-/m0/s1
InChi Key
SWINWPBPEKHUOD-JPVZDGGYSA-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

    500 µg

    $103

    Add

    1 mg

    $194

    Add

    5 mg

    $902

    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-hydroxy Estrone is an active metabolite of the endogenous estrogen estrone (Item No. 10006485).1 It is formed from estrone primarily by the cytochrome P450 (CYP) isoforms CYP1A2, CYP1A1, and CYP1B1 and metabolized to 2-methoxy estrone (Item No. 34155) by catechol-O-methyltransferase (COMT). 2-hydroxy Estrone (10 µM) inhibits the proliferation of estrogen receptor-positive MCF-7, but not estrogen receptor-negative MDA-MB-231, breast cancer cells cultured with the COMT inhibitor quinalizarin.2 It inhibits iron-ADP-adriamycin complex-induced lipid peroxidation of liposomes prepared from rat liver microsomes (IC50 = 2.7 µM).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cribb, A.E., Knight, M.J., Dryer, D., et al. Role of polymorphic human cytochrome P450 enzymes in estrone oxidation. Cancer Epidemiol. Biomarkers Prev. 15(3), 551-558 (2006).

    2. Schneider, J., Huh, M.M., Bradlow, H.L., et al. Antiestrogen action of 2-hydroxyestrone on MCF-7 human breast cancer cells. The Journal of Biological Chemisty 259(8), 4840-4845 (1984).

    3. Nakano, M., Sugioka, K., Naito, I., et al. Novel and potent biological antioxidants on membrane phospholipid peroxidation: 2-Hydroxy estrone and 2-hydroxy estradiol. Biochem. Biophys. Res. Commun. 142(3), 919-924 (1987).