Estradiol 3-methyl ether
Based on 1 Customer Validation
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.
For research use only. We do not sell to patients.
- Purity : 99.07%
- CAS No.: 1035-77-4
- Formula: C19H26O2
- Molecular Weight:286.41
-
Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
Description
In Vitro
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. Further protocols information, click here.
-
Cell Line:Chinese hamster V79 cells
-
Concentration:20 μM (2-day incubation); 50 μM (4-day incubation)
-
Incubation Time:2 days (20 μM); 4 days (50 μM)
-
Result:Caused 92% inhibition of cell growth at 20 μM after 2 days of treatment.
Exhibited more potent cell growth-inhibitory activity than 17β-estradiol (HY-B0141) at 50 μM over 4 days of treatment.
Chemical Information
-
CAS No. 1035-77-4
-
Appearance Solid
-
Molecular Weight 286.41
-
Formula C19H26O2
-
Color White to off-white
-
SMILES
C[C@]12CC[C@]3([H])C4=CC=C(OC)C=C4CC[C@@]3([H])[C@]1([H])CC[C@]2([H])O
-
Synonyms
3-O-Methyl estradiol; 17β-Estradiol 3-methyl ether; 3-Methoxyestradiol
-
Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 100 mg/mL (349.15 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
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.
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.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Protocols
-
Cytoplasmic-Nuclear Fractionated Protein Extraction
Cytoplasmic-nuclear fractionated protein extraction separates soluble cytoplasmic proteins from nuclear-enriched proteins by mild plasma-membrane permeabilization, differential centrifugation, washing of nuclei, and extraction of nuclear proteins for downstream immunoblotting or related molecular analysis. The readout is the relative abundance of a protein in cytoplasmic and nuclear fractions, commonly assessed by western blotting together with compartment markers such as tubulin or pyruvate kinase for cytoplasm and lamin, nucleoporin, hnRNP, H2AX, or Lamin B for nuclear fractions.
-
Cell Cytotoxicity Assay
Cytotoxicity assays are usually based on the assessment of cell membrane damage, which can also be indirectly detected by measuring cell viability. Detection methods include MTT assay, CKK-8 assay, LDH assay and ATP assay, etc.
-
Cell migration
Cell migration is a method that plays an important role in wound healing, cell differentiation, embryonic development, etc.
-
Research Protocol for Endocrine Diseases
Endocrine diseases often arise from disrupted hormone production, hormone signaling, or target-tissue responsiveness; for diabetes-focused endocrine disease models, insulin signaling regulates glucose uptake, hepatic glucose output, lipid metabolism, and β-cell compensation. Type 2 diabetes develops through interacting defects in insulin resistance, β-cell dysfunction, adipose inflammation, hepatic glucose overproduction, altered incretin signaling, and ectopic lipid metabolism. A major unresolved question is whether endocrine dysfunction is driven primarily by target-tissue insulin resistance, intrinsic β-cell failure, immune/inflammatory stress, or combined multi-organ failure that differs by disease stage.
-
Two-electrode voltage clamp in Xenopus oocytes
Two-electrode voltage clamp measures whole-oocyte membrane current from Xenopus oocytes expressing exogenous ion channels, receptors, or transporters; one intracellular microelectrode senses membrane voltage, and the second injects current so the amplifier can hold the membrane at command voltages while recording the compensating current as the functional readout. The method is suited to Xenopus oocytes because their large size supports microinjection and intracellular electrode impalement, but the large membrane area can limit voltage-clamp speed and accuracy, especially for large or fast currents.
-
Autophagy
Autophagy is a process in which eukaryotic cells use lysosomes to degrade their own cytoplasmic proteins and damaged organelles under the regulation of autophagy related gene (Atg). Microtubule-associated proteins light chain 3 (LC3) is recognized as autophagy marker, which transfers from cytoplasmic LC3 (LC3-I) to membrane type (LC3-II). LC3-II/I ratio could be detected by Western Blot and fluorescence microscopy.
-
Cell invasion
Cell invasion is the ability of cells to migrate from one area to another via the extracellular matrix. Cell invasion is the response of normal and cancer cells to chemical and mechanical stimuli. Before migrating to a new region, the extracellular matrix is degraded by proteases within the cell. Cell invasion often occurs during wound repair, vascularization and inflammation, abnormal tissue invasion, and tumor cell metastasis.
-
Lysosome and acidic-vesicle live-cell staining
Lysosome and acidic-vesicle live-cell staining detects acidic intracellular compartments by using membrane-permeant acidotropic probes that accumulate in low-pH vesicles, including lysosomes, late endosomes, autolysosomes, and acidic phagosomes. LysoTracker staining is commonly used as an intensity-based readout of acidic lysosomal compartment abundance or enlargement, while acridine orange produces green fluorescence in less concentrated compartments and red fluorescence after concentration-dependent accumulation in acidic vesicular organelles. Loss or reduction of acridine-orange red signal can be used as a readout of lysosomal membrane permeabilization or reduced acidic-vesicle integrity. This protocol is designed for live cultured cells and can be adapted for fluorescence microscopy, high-content imaging, plate-reader readout, or flow cytometry when the selected literature supports the readout. Because these dyes report acidotropic accumulation rather than lysosome identity alone,
-
Macroautophagy Solutions
Macroautophagy is a conserved lysosome-dependent degradation pathway in which cytoplasmic material is sequestered into double-membrane autophagosomes and delivered to lysosomes for degradation and recycling. The pathway supports cellular homeostasis during nutrient limitation, organelle stress, protein-aggregate accumulation, infection, differentiation, and tissue remodeling by coupling cargo sequestration, autophagosome maturation, lysosomal fusion, and degradation of cargo-derived macromolecules. The core molecular sequence includes initiation by nutrient- and stress-regulated autophagy machinery, autophagosome nucleation, LC3/ATG8-family conjugation to autophagosomal membranes, cargo selection through receptors such as SQSTM1/p62, autophagosome-lysosome fusion, and lysosomal degradation. LC3 was identified as a mammalian homolog of yeast Atg8 that localizes to autophagosomal membranes after processing, and p62/SQSTM1 was shown to connect ubiquitinated cargo with autophagic degradati
-
Breast Cancer Modeling
Breast cancer is a heterogeneous cancer, and it has been distinguished into four subtypes: luminal A, luminal B, HER2-positive and basal-like. Molecular mutations, epigenetic alterations, hormone exposure and immune microenvironment are related to the progression of breast cancer.
Purity & Documentation
-
Data Sheet (275 KB)
-
SDS (394 KB)
- English - EN (394 KB)
- Français - FR (394 KB)
- Deutsch - DE (394 KB)
- Norwegian - NO (394 KB)
- Español - ES (394 KB)
- Swedish - SV (394 KB)
- Italian - IT (394 KB)
- Korean - KR (394 KB)
- Portuguese - PT (394 KB)
-
Handling Instructions (2659 KB)
References
[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]
Complete Stock Solution Preparation Table
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.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.4915 mL | 17.4575 mL | 34.9150 mL | 87.2875 mL |
| 5 mM | 0.6983 mL | 3.4915 mL | 6.9830 mL | 17.4575 mL | |
| 10 mM | 0.3491 mL | 1.7457 mL | 3.4915 mL | 8.7287 mL | |
| 15 mM | 0.2328 mL | 1.1638 mL | 2.3277 mL | 5.8192 mL | |
| 20 mM | 0.1746 mL | 0.8729 mL | 1.7457 mL | 4.3644 mL | |
| 25 mM | 0.1397 mL | 0.6983 mL | 1.3966 mL | 3.4915 mL | |
| 30 mM | 0.1164 mL | 0.5819 mL | 1.1638 mL | 2.9096 mL | |
| 40 mM | 0.0873 mL | 0.4364 mL | 0.8729 mL | 2.1822 mL | |
| 50 mM | 0.0698 mL | 0.3491 mL | 0.6983 mL | 1.7457 mL | |
| 60 mM | 0.0582 mL | 0.2910 mL | 0.5819 mL | 1.4548 mL | |
| 80 mM | 0.0436 mL | 0.2182 mL | 0.4364 mL | 1.0911 mL | |
| 100 mM | 0.0349 mL | 0.1746 mL | 0.3491 mL | 0.8729 mL |
Keywords
- Estradiol 3-methyl ether
- 1035-77-4
- 3-O-Methyl estradiol
- 17β-Estradiol 3-methyl ether
- 3-Methoxyestradiol
- Biochemical Assay Reagents
- TRP Channel
- Microtubule/Tubulin
- Autophagy
- TPC2
- triple-negative breast cancer cells
- TRPML1 channel
- TFEB
- Chinese hamster V79 cells
- estrogen receptor alpha
- mammalian cells
- TRPML2
- TRPML3
- human ERα
- Inhibitor
- inhibitor
- inhibit