An active metabolite of estrone
Related Products
Isomer(s)
360414-methoxy Estrone
Parent Compound(s)
10006485Estrone
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2-methoxy Estrone

Item No. 34155

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-hydroxy-2-methoxy-estra-1,3,5(10)-trien-17-one
CAS Number
362-08-3
Synonyms
  • 2-MeOE1
  • 2-methoxy E1
Molecular Formula
C19H24O3
Formula Weight
300.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly soluble
SMILES
C[C@@]12[C@](CCC2=O)([H])[C@@]3([H])[C@@](CC1)([H])C4=CC(OC)=C(O)C=C4CC3
InChi Code
InChI=1S/C19H24O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,20H,3-8H2,1-2H3/t12-,13+,15-,19-/m0/s1
InChi Key
WHEUWNKSCXYKBU-QPWUGHHJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $68

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    10 mg

    $118

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    25 mg

    $228

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    50 mg

    $418

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    Product Description

    2-methoxy Estrone is an active metabolite of the endogenous estrogen estrone (Item No. 10006485).1 It is formed from estrone by catechol-O-methyltransferase (COMT). 2-methoxy Estrone inhibits the proliferation of isolated bovine brain-derived capillary endothelial cells (IC50 = 11.5 µM).2 It increases the levels of 6-keto prostaglandin F1α (6-keto PGF1α; Item No. 15210) in human umbilical vein endothelial cells (HUVECs) when used at concentrations of 0.001, 0.01, and 0.1 µM.3 2-methoxy Estrone (0.5 mg/kg) reduces ovariectomy-induced increases in serum cholesterol in rats.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dawling, S., Roodi, N., Mernaugh, R.L., et al. Catechol-O-methyltransferase (COMT)-mediated metabolism of catechol estrogens: Comparison of wild-type and variant COMT isoforms. Cancer Res. 61(18), 6716-6722 (2001).

    2. Fotsis, T., Zhang, Y., Pepper, M.S., et al. The endogenous oestrogen metabolite 2-methoxyoestradiol inhibits angiogenesis and suppresses tumour growth. Nature 368(6468), 237-239 (1994).

    3. Seeger, H., Mueck, A.O., and Lippert, T.H. Effect of estradiol metabolites on prostacyclin synthesis in human endothelial cell cultures. Life Sci. 65(13), PL167-PL170 (1999).

    4. Liu, D., and Bachmann, K.A. An investigation of the relationship between estrogen, estrogen metabolites and blood cholesterol levels in ovariectomized rats. J. Pharmacol. Exp. Ther. 286(1), 561-568 (1998).