A catechol estrogen and minor metabolite of estrogen
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4-Hydroxyestradiol

Item No. 31508

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(17β)-estra-1,3,5(10)-triene-3,4,17-triol
CAS Number
5976-61-4
Synonyms
  • 4-Hydroxy-17β-estradiol
Molecular Formula
C18H24O3
Formula Weight
288.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 25 mg/mlEthanol: 25 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
C[C@@]12[C@](CC[C@@H]2O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC=C(O)C(O)=C4CC3
InChi Code
InChI=1S/C18H24O3/c1-18-9-8-11-10-4-6-15(19)17(21)13(10)3-2-12(11)14(18)5-7-16(18)20/h4,6,11-12,14,16,19-21H,2-3,5,7-9H2,1H3/t11-,12-,14+,16+,18+/m1/s1
InChi Key
QOZFCKXEVSGWGS-ZHIYBZGJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

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    Product Description

    4-Hydroxyestradiol is a catechol estrogen and minor metabolite of estrogen.1,2 4-Hydroxyestradiol is formed from estrogen by the cytochrome P450 (CYP) isoform CYP1B1.2 Production of 4-hydroxyestradiol is increased in microsomes prepared from human mammary adenocarcinoma and fibroadenoma microsomes compared with microsomes prepared from non-cancerous tissues.1 4-Hydroxyestradiol (25 mg/animal) induces renal tumor formation in male hamsters.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liehr, J.C., and Ricci, M.J. 4-Hydroxylation of estrogens as marker of human mammary tumors. Proc. Natl. Acad. Sci. USA 93(8), 3294-3296 (1996).

    2. Yager, J.D., and Liehr, J.G. Molecular mechanisms of estrogen carcinogenesis. Annu. Rev. Pharmacol. Toxicol. 36, 203-232 (1996).

    3. Liehr, J.G., Fang, W.F., Sirbasku, D.A., et al. Carcinogenicity of catechol estrogens in Syrian hamsters. J. Steroid Biochem. 24(1), 353-356 (1986).