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Submit Review2-Methoxyestradiol
Description: Apoptotic and antiangiogenic agent
Chemical Name: (17β)-2-Methoxyestra-1,3,5(10)-triene-3,17-diol
Purity: ≥99% (HPLC)
Biological Activity for 2-Methoxyestradiol
2-Methoxyestradiol is an apoptotic, antiproliferative and antiangiogenic agent, in vitro and in vivo; acts via an estrogen receptor-independent mechanism. Induces p53-induced apoptosis via two pathways: activation of p38 and NF-κB; and activation of JNK and AP-1 leading to Bcl-2 phosphorylation. Also upregulates death receptor 5 and binds to tubulin, inhibiting its assembly.
Technical Data for 2-Methoxyestradiol
| M. Wt | 302.41 |
| Formula | C19H26O3 |
| Storage | Store at RT |
| Purity | ≥99% (HPLC) |
| CAS Number | 362-07-2 |
| PubChem ID | 66414 |
| InChI Key | CQOQDQWUFQDJMK-SSTWWWIQSA-N |
| Smiles | OC1=C(OC)C=C2C(CC[C@]3([H])[C@@]([H])2CC[C@@]4(C)[C@]([H])3CC[C@@H]4O)=C1 |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for 2-Methoxyestradiol
References for 2-Methoxyestradiol
References are publications that support the biological activity of the product.
D'Amato et al (1994) 2-MethoxyOE, an endogenous mammalian metabolite, inhibits tubulin polymerization by interacting at the colch. site. Proc.Natl.Acad.Sci.U.S.A. 91 3964 PMID: 8171020
LaVallee et al (2002) 2-MethoxyOE inhibits proliferation and induces apoptosis independently of estrogen receptors α and β. Cancer Res. 62 3691 PMID: 12097276
LaVallee et al (2003) 2-MethoxyOE up-regulates death receptor 5 and induces apoptosis through activation of the extrinsic pathway. Cancer Res. 63 468 PMID: 12543804
Shimada et al (2003) Roles of p38 and c-jun NH2-terminal kinase-mediated pathways in 2-methoxyOE-induced p53 induction and apoptosis. Carcinogenesis 24 1067 PMID: 12807754
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Keywords: 2-Methoxyestradiol, 2-Methoxyestradiol supplier, Apoptotic, agent, Apoptosis, Inducer, Antiangiogenics, Inducers, 1807, Tocris Bioscience
1 Citation for 2-Methoxyestradiol
Citations are publications that use Tocris products. Selected citations for 2-Methoxyestradiol include:
Valencia-Cervantes et al (2019) Hypoxia increases chemoresistance in human medulloblastoma DAOY cells via hypoxia-inducible factor 1α-mediated downregulation of the CYP2B6, CYP3A4 and CYP3A5 enzymes and inhibition of cell proliferation. Oncol Rep 41 178 PMID: 30320358
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Programmed Cell Death Poster
There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for 2-Methoxyestradiol
