Molecular structure of 2-Methoxyestradiol, CAS Number: 362-07-2
2-Methoxyestradiol (CAS 362-07-2)
See product citations (6)
Alternate Names:
Panzem; 2-ME
Application:
2-Methoxyestradiol is a disruptor of microtubule function and HIF-1 inhibitor
CAS Number:
362-07-2
Purity:
≥95%
Molecular Weight:
302.4
Molecular Formula:
C19H26O3
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
2-Methoxyestradiol is an endogenous estrogen metabolite with low affinity for the estrogen receptor but which disrupts microtubule function. 2-Methoxyestradiol is formed by CYP450-mediated hydroxylation followed by catechol-O-methyltransferase (COMT) methylation of estradiol. 2-Methoxyestradiol is a derivative of an oestrogenic steroidal hormone and has demonstrated: potent inhibition of endothelial cell proliferation and migration and inhibition of bFGF and VEGF-induced corneal neovascularization in mice. In MDA-MB-231 cells, 2-Methoxyestradiol inhibits HIF mediated transcriptional activation of target genes without affecting the transcription of HIF-1alpha itself. 2-Methoxyestradiol induces apoptosis through activation of the p53 pathway through either activation of p38 and NF-kappaB or JNK and AP-1 both leading to Bcl-2 phsophorylation. In addition the compound has also been observed to upregulate death receptor 5 and bind to tubulins.
2-Methoxyestradiol (CAS 362-07-2) References
- 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptors alpha and beta. | LaVallee, TM., et al. 2002. Cancer Res. 62: 3691-7. PMID: 12097276
- 2-methoxyestradiol up-regulates death receptor 5 and induces apoptosis through activation of the extrinsic pathway. | LaVallee, TM., et al. 2003. Cancer Res. 63: 468-75. PMID: 12543804
- 2ME2 inhibits tumor growth and angiogenesis by disrupting microtubules and dysregulating HIF. | Mabjeesh, NJ., et al. 2003. Cancer Cell. 3: 363-75. PMID: 12726862
- Roles of p38- and c-jun NH2-terminal kinase-mediated pathways in 2-methoxyestradiol-induced p53 induction and apoptosis. | Shimada, K., et al. 2003. Carcinogenesis. 24: 1067-75. PMID: 12807754
- New insights into 2-methoxyestradiol, a promising antiangiogenic and antitumor agent. | Mooberry, SL. 2003. Curr Opin Oncol. 15: 425-30. PMID: 14624224
- Mechanism of action of 2-methoxyestradiol: new developments. | Mooberry, SL. 2003. Drug Resist Updat. 6: 355-61. PMID: 14744499
- 2-hydroxyestradiol is a prodrug of 2-methoxyestradiol. | Zacharia, LC., et al. 2004. J Pharmacol Exp Ther. 309: 1093-7. PMID: 14872091
- 2-methoxyestradiol inhibits hypoxia-inducible factor-1{alpha} and suppresses growth of lesions in a mouse model of endometriosis. | Becker, CM., et al. 2008. Am J Pathol. 172: 534-44. PMID: 18202195
- Deficiency in catechol-O-methyltransferase and 2-methoxyoestradiol is associated with pre-eclampsia. | Kanasaki, K., et al. 2008. Nature. 453: 1117-21. PMID: 18469803
- New Insight into 2-Methoxyestradiol- a Possible Physiological Link between Neurodegeneration and Cancer Cell Death. | Gorska, M., et al. 2016. Curr Med Chem. 23: 1513-27. PMID: 26980569
- The endogenous oestrogen metabolite 2-methoxyoestradiol inhibits angiogenesis and suppresses tumour growth. | Fotsis, T., et al. 1994. Nature. 368: 237-9. PMID: 7511798
- 2-Methoxyestradiol, an endogenous mammalian metabolite, inhibits tubulin polymerization by interacting at the colchicine site. | D'Amato, RJ., et al. 1994. Proc Natl Acad Sci U S A. 91: 3964-8. PMID: 8171020
- Inhibition of angiogenesis and breast cancer in mice by the microtubule inhibitors 2-methoxyestradiol and taxol. | Klauber, N., et al. 1997. Cancer Res. 57: 81-6. PMID: 8988045
Inhibitor of:
γ1 Tubulin, γ2 Tubulin, 17β-HSD, 4930404N11Rik, 4930427A07Rik, 9830001H06Rik, A230065H16Rik, Angiogenesis, ANKT, C14orf138, C17orf65, C1orf146, C1orf215, C5orf27, C9orf47, C9orf50, CAMSAP3, Catalase, CCDC137, CENP-P, CENPQ, CEP170, CHL1, ChM-I, COL15A1, COL22A1, COL23A1, COL28A1, COL5A2, COL5A3, COL6A, Collagen α2 Type VI, Collagen Type XV, connexin 31.1, connexin 40, CRIF1, cryptdin 5, CtBP2, CUG2, Cylicin-1, CYP11B1, Cytokeratin 6, DSC1B, ECEL1, Echinococcus granulosus, EG667929, EG668419, EML6, ENDOG, Exportin (XPO), Exportin 5, FADD, Fascin, fibrillin-3, FIGLA, fumarate hydratase, GAGE12B, GAGE2C, GAGE5, GCS-α-3, Gm1305, Gm595, GPR91, H1T2, hCG_1988300, HIF, HIF-1 alpha, HIF-3α, HNF-1α, HSH2, HtrA3, HYDIN, IFT81, Inhibin β-B, Integrin α7, Isthmin, ITBA1, KNAT2, LAPSER1, LOC100040130, LOC100041058, LOC100041451, LOC388210, LOC388279, LOC645282, LOC645966, LOC647104, LOC727986, LOC728054, LOC728222, LOC728375, LOC728414, LOC728685, LOC729155, LOC729594, LOC729718, LOC729791, LOC729829, LOC729878, LOXL4, MAP7D3, MITD1, Multimerin-2, Neuron navigator 3, NNT-1/BSF-3, NOSTRIN, Odf2L, OPA3, PAPP-A2, PASD1, PC-PLD1A, PCDH8, PCM1, PIGF, PKD1, PLC-XD1, PlGF, PlGF2, Prdx6-rs2, prefoldin 4, Proliferin-1, Proliferin-4, PRR19, rat endothelium, Reptin 52, ROS-GC2, Sar1a, SEMA3A, Shc1, SOD-3, SPANX-A, SPANX-C, SPANX-E, SPATA7, Stra13, syncytin-B, TBCB, TBCC, Tcam1, TCP-1 η, Tctex1D2, TDG, TEX12, TSG-6, TTLL4, TTLL6, TTLL7, VE-cadherin-2, VHL, Vmn2r58, VWA8, WAVE4, and ZFP169.Activator of:
β8 Tubulin, δ-tubulin, γ Enolase, 4930415F15Rik, 4930427A07Rik, 4933403G14Rik, c-Myb, C330019G07Rik, CERCAM, CKAP2L, Clusterin, COMT, cytoglobin, EGFL6, EML1, Fbxw21, FLIPL, Gm1305, HID, HIF-3α, HIGD1B, KIF25, KIF2C, KIF4, LOC100039799, LRIG3, MBP, MTUS1, NEDD1, PLC-XD1, plexin-B2, RCC1, RGPD3, SCCRO, SEMA4G, SIRT7, SPMIP2, SUG1, TAFA1, TAZ, and TTLL8.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
2-Methoxyestradiol, 10 mg | sc-201371 | 10 mg | $70.00 | |||
2-Methoxyestradiol, 50 mg | sc-201371A | 50 mg | $282.00 |