Estradiol 3-methyl ether  (Synonyms: 3-O-Methyl estradiol; 17β-Estradiol 3-methyl ether; 3-Methoxyestradiol)

Estradiol 3-methyl ether (EDME) is a highly selective TRPML1 ion channel antagonist and microtubule (microtubule) depolymerizing agent, with IC₅₀ values of 0.22 μM and 3.8 μM against TRPML1 and TRPML2, respectively; it shows no activity against TRPML3. Estradiol 3-methyl ether induces the disruption of cytoplasmic microtubule networks in mammalian cells, with an EC₅₀ of 9 μM. Independent of estrogen receptors, Estradiol 3-methyl ether blocks autophagy (autophagy), TFEB nuclear translocation, and inhibits the migration and invasion of triple-negative breast cancer cells by suppressing TRPML1. Estradiol 3-methyl ether is applicable for relevant research on triple-negative breast cancer^[1][2].

Estradiol 3-methyl ether (1 μM; 3 h) inhibits TFEB nuclear translocation and blocks the induction of autophagy^[1].
Estradiol 3-methyl ether (0.1-10 μM) significantly inhibits the invasive ability of MDA-MB-231 WT cells in a dose-dependent manner^[1].
Estradiol 3-methyl ether (9-100 μM; 1 h) induces microtubule breakage in Chinese hamster V79 cells, with an EC₅₀ of 9 μM after 1 h of incubation, and completely abolishes the normal microtubule network at a concentration of 100 μM^[2].
Estradiol 3-methyl ether (20-50 μM; 2-4 days) inhibits the growth of Chinese hamster V79 cells, and treatment with 20 μM for 2 days causes 92% growth inhibition^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

286.41

C₁₉H₂₆O₂

1035-77-4

Solid

White to off-white

C[C@]12CC[C@]3([H])C4=CC=C(OC)C=C4CC[C@@]3([H])[C@]1([H])CC[C@]2([H])O

Room temperature in continental US; may vary elsewhere.

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

• [1]. Rühl P, et al. Estradiol analogs attenuate autophagy, cell migration and invasion by direct and selective inhibition of TRPML1, independent of estrogen receptors. Sci Rep. 2021;11(1):8313. Published 2021 Apr 15.  [Content Brief]

  [2]. Aizu-Yokota E, et al. Natural estrogens induce modulation of microtubules in Chinese hamster V79 cells in culture. Cancer Res. 1995;55(9):1863-1868.  [Content Brief]