2-Methoxyestradiol (2-MeOE2)

Catalog No.S1233 Batch:S123303

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Technical Data

Formula

C19H26O3
Molecular Weight 302.41 CAS No. 362-07-2
Solubility (25°C)* In vitro DMSO 61 mg/mL (201.71 mM)
Water Insoluble
Ethanol Insoluble
* <1 mg/ml means slightly soluble or insoluble.
* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.
* Room temperature shipping (Stability testing shows this product can be shipped without any cooling measures.)

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Biological Activity

Description 2-Methoxyestradiol (2-MeOE2, NSC 659853, 2-ME2) depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. 2-Methoxyestradiol induces both autophagy and apoptosis in various carcinogenic cell lines.
Targets
HIF-2α [1]
(Rat aortic smooth muscle A-10 cells)		 Microtubule Associated [1]
(Cell-free assay)		 HIF-1α [3]
(MDA-MB-231 cells)
In vitro

2-Methoxyestradiol exhibits the inhibitory activity of cellular proliferation in a breast carcinoma cell line MDA-MB-435 and an ovarian carcinoma cell line SK-OV-3 with IC50 of 1.38 μM and 1.79 μM, respectively. Furthermore, 2-Methoxyestradiol also inhibits cellular microtubule depolymerization in rat aortic smooth muscle A-10 cells with EC50 of 7.5 μM. [1] 2-Methoxyestradiol inhibits proliferation of MCF-7 and BM cells with IC50 of 52 μM and 8 μM. [2] In MDA-MB-231 cells, 2-Methoxyestradiol inhibits HIF-1-mediated transcriptional activation of target genes without affecting the transcription of HIF-1α itself. [3] A recent study shows that 2-Methoxyestradiol (0.5 μM), blocks TGF-β3-induced expression of collagen (Col) type I(αI), Col III(αI), plasminogen activator inhibitor (PAI) 1, connective tissue growth factor (CTGF), and α-smooth muscle actin (α-SMA). Moreover, 2-Methoxyestradiol ameliorates TGF-β3-induced Smad2/3 phosphorylation and nuclear translocation, and inhibits TGF-β3-induced activation of the PI3K/Akt/mTOR pathway. [4]
In vivo

In a 9L rat glioma (9L-V6R) rat model, 2-Methoxyestradiol significantly decreases HIF-1 activity and inhibits the tumor growth in a dose-dependent manner by 4-fold reduction for 60 mg/kg/day, and 23-fold reduction for 600 mg/kg/day, respectively. [5]

Protocol (from reference)

Kinase Assay:

[1]
  • Microtubule depolymerizing activity

    The effects of 2-Methoxyestradiol on cellular microtubule depolymerization are determined by indirect immunofluorescence techniques in rat aortic smooth muscle A-10 cells. Microtubules are visualized using a β-tubulin antibody. Three viewers determines the percent microtubule loss for each treatment concentration. The data are averaged and plotted as percent microtubule loss versus drug concentration and the EC50s for microtubule depolymerization calculated from the log dose–response curves.
Cell Assay:

[1]
  • Cell lines

    MDA-MB-435 and SK-OV-3

  • Concentrations

    0-20 μM

  • Incubation Time

    48 hours

  • Method

    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.
Animal Study:

[5]
  • Animal Models

    9L-V6R cells are injected into the brains of Fischer 344 rats

  • Dosages

    ≤600 mg/kg

  • Administration

    Administered via i.p.

Customer Product Validation

Data from [Data independently produced by , , Oncotarget, 2015, 6(4): 2250-62]

Data from [Data independently produced by , , Nucleic Acids Res, 2015, 43(10): 5081-98 ]

Data from [Data independently produced by , , Mol Cell Endocrinol, 2018, doi:10.1016/j.mce.2018.05.002]

Selleck's 2-Methoxyestradiol (2-MeOE2) has been cited by 85 publications

HIF-1 inhibition reverses opacity in a rat model of galactose-induced cataract [ PLoS One, 2024, 19(2):e0299145] PubMed: 38416732
MiR-122-5p regulates the mevalonate pathway by targeting p53 in non-small cell lung cancer [ Cell Death Dis, 2023, 14(4):234] PubMed: 37005437
Signaling metabolite succinylacetone activates HIF-1α and promotes angiogenesis in GSTZ1-deficient hepatocellular carcinoma [ JCI Insight, 2023, 8(23)e164968] PubMed: 37906252
Ginkgo biloba extract attenuates cisplatin-induced renal interstitial fibrosis by inhibiting the activation of renal fibroblasts through down-regulating the HIF-1α/STAT3/IL-6 pathway in renal tubular epithelial cells [ Phytomedicine, 2023, 115:154809] PubMed: 37087791
HIF-1α mediates osteoclast-induced disuse osteoporosis via cytoophidia in the femur of mice [ Bone, 2023, 168:116648] PubMed: 36563716
MDM2 promotes cancer cell survival through regulating the expression of HIF-1α and pVHL in retinoblastoma [ Pathol Oncol Res, 2023, 29:1610801] PubMed: 36741966
Blood-nerve barrier enhances chronic postsurgical pain via the HIF-1α/ aquaporin-1 signaling axis [ BMC Anesthesiol, 2023, 23(1):381] PubMed: 37990154
IL‑4 alleviates CIRI by suppressing autophagy via the HIF‑1α/Bcl‑2/BNIP3 pathway in rats [ Acta Neurobiol Exp (Wars), 2023, 10.55782/ane-2023-2429] PubMed: 37874193
An E3 ligase TRIM1 promotes colorectal cancer progression via K63-linked ubiquitination and activation of HIF1α [ Research Square, 2023, 10.21203/rs.3.rs-3493586/v1] PubMed: none
Gut microbiota-derived succinate aggravates acute lung injury after intestinal ischemia/reperfusion in mice [ Eur Respir J, 2022, 2200840] PubMed: 36229053

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SHIPPING AND STORAGE
Selleck products are transported at room temperature. If you receive the product at room temperature, please rest assured, the Selleck Quality Inspection Department has conducted experiments to verify that the normal temperature placement of one month will not affect the biological activity of powder products. After collecting, please store the product according to the requirements described in the datasheet. Most Selleck products are stable under the recommended conditions.

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