2-Methoxyestradiol

SKU: orb1306072

Description

2-Methoxyestradiol (2-ME2) is an orally active endogenous metabolite with potent anti-tumor properties. It functions as an anti-angiogenic agent by disrupting endothelial cell function and exerts direct antiproliferative effects on cancer cells through tubulin binding and induction of apoptosis. This small molecule is widely used in oncology research for both in vitro mechanistic studies and in vivo xenograft models.

Research Area

Cardiovascular Research, Cell Biology, Epigenetics & Chromatin, Immunology & Inflammation, Metabolism Research, Signal Transduction

Key Properties

• CAS Number: 362-07-2
• MW: 302.41
• Purity: 99.95% (May vary between batches)
• Formula: C₁₉H₂₆O₃
• SMILES: [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@]1([H])c3cc(OC)c(O)cc3CC[C@@]21[H]
• Target: Endogenous Metabolite,Autophagy,Microtubule Associated,Reactive Oxygen Species,ROS,HIF,Apoptosis
• Solubility: 10% DMSO+40% PEG300+5% Tween 80+45% Saline:2 mg/mL (6.61 mM);DMSO:45 mg/mL (148.8 mM)

Bioactivity

• In Vivo:
  2-Methoxyestradiol (0.5 μM) inhibits the TGF-β3-induced expression of Type I collagen (Col I) (αI), Col III (αI), connective tissue growth factor, plasminogen activator inhibitor, and α-smooth muscle actin. In MDA-MB-231 cells, it suppresses the transcriptional activation of HIF-1-regulated target genes without affecting HIF-1α transcription itself. It inhibits cell proliferation in breast cancer cell line MDA-MB-435 (IC50: 1.38 μM) and ovarian cancer cell line SK-OV-3 (IC50: 1.79 μM). Furthermore, in rat aortic smooth muscle A-10 cells, 2-Methoxyestradiol prevents microtubule disassembly (EC50: 7.5 μM) and mitigates TGF-β3-induced Smad2/3 phosphorylation and nuclear translocation, as well as inhibiting the activation of the TGF-β3-induced PI3K/Akt/mTOR pathway. Additionally, it suppresses cell proliferation in MCF-7 (IC50: 52 μM) and BM (IC50: 8 μM) cells.
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• In Vitro:
  2-Methoxyestradiol (60 mg/kg/day) can reduce tumor size by fourfold, and increasing the dose tenfold further reduces it by 23 times. This compound demonstrates dose-dependent therapeutic efficacy in the 9L rat glioma model (9L-V6R), significantly decreasing HIF-1 activity and inhibiting tumor growth.
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• Cell Research:
  The sulforhodamine B (SRB) assay is used to evaluate the antiproliferative activity of 2-Methoxyestradiol in the MDA-MB-435 and SK-OV-3 cell lines. Cells a plated into 96-well plates and allowed to grow and attach for 24 hours followed by addition of 2-Methoxyestradiol or vehicle controls. The cells are incubated with drugs for 48 hours and then the cellular protein is fixed, stained, and concentration determined by absorbance at 560 nm. Log dose–response curves are constructed for each experiment and the IC50 for inhibition of proliferation determined.(Only for Reference)
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

NSC 659853, inhibit, Microtubule/Tubulin, Microtubule depolymerization, Microtubule Associated, MicrotubuleAssociated, NSC659853, NSC-659853, Inhibitor, HIF-2α, HIF-1α, EndogenousMetabolite, Endogenous Metabolite, Autophagy, Apoptosis, 2 Methoxyestradiol, 2Methoxyestradiol, 2-Methoxyestradiol, 2-ME2, 2-MeOE2, ReactiveOxygenSpecies, Reactive Oxygen Species

Compound Identifiers

PubChem CID

66414