2-Methoxyestradiol CAS: 362-07-2
MF: C19H26O3
MW: 302.4
A disruptor of microtubule function and HIF-1 inhibitor.

2-Methoxyestradiol (CAS 362-07-2)

2-Methoxyestradiol | CAS 362-07-2 is rated 5.0 out of 5 by 1.
  • y_2020, m_7, d_8, h_15
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.10
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201371, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getAggregateRating, 149ms
  • REVIEWS, PRODUCT
5
1
4
0
3
0
2
0
1
0
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 (including water content).

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-1α itself. 2-Methoxyestradiol has been shown to induce apoptosis through activation of the p53 pathway through either activation of p38 and NF-κB 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.


References

1. Fotsis, T., et al. 1994. Nature. 368: 237-239. PMID: 7511798
2. Klauber, N., et al. 1997. Cancer. Res. 57: 81-86. PMID: 8988045
3. Mabjeesh, N.J., et al. 2003. Cancer Cell. 3: 363-375. PMID: 12726862
4. D'Amato, R.J., et al. 1994. Proc. Natl. Acad. Sci. U.S.A. 91: 3964-3968. PMID: 8171020
5. LaVallee, T.M., et al. 2002. Cancer Res. 62: 3691-3697. PMID: 12097276
6. LaVallee, T.M., et al. 2003. Cancer Res. 63: 468-475. PMID: 12543804
7. Shimada, K., et al. 2003. Carcinogenesis. 24: 1067-1075. PMID: 12807754
8. Mooberry, S.L., 2003. Curr Opin Oncol. 15: 425-430. PMID: 14624224
9. Mooberry, S.L., 2003. Drug Resist. Updat. 6: 355-361. PMID: 14744499
10. Zacharia, L.C., et al. 2004. J. Pharmacol. Exp. Ther. 309: 1093-1097. PMID: 14872091
11. Becker, C.M., et al. 2008. Am. J. Pathol. 172: 534-544. PMID: 18202195
12. Kanasaki, K., et al. 2008. Nature. 453: 1117-1121. PMID: 18469803

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (10 mg/mL), ethanol (10 mg/mL), chloroform, ethanol (1 mg/ml), and 1:1DMF:PBS(pH7.2) (0.5 mg/ml). Insoluble in water.
Storage :
Store at room temperature
Melting Point :
189-190° C
Boiling Point :
464.4° C at 760 mmHg (Predicted)
Density :
1.18 g/cm3
Refractive Index :
n20D 1.59
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
KG7537500
PubChem CID :
66414
MDL Number :
MFCD00010489
Beilstein Registry :
3147966

Download SDS (MSDS)

Certificate of Analysis

Adobe Acrobat Reader is required to reliably view,
print and comment on PDF documents

2-Methoxyestradiol (CAS 362-07-2)  Product Citations

See how others have used 2-Methoxyestradiol (CAS 362-07-2). Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 28330870  Son, YO. et al. 2017. J. Biol. Chem. 292: 8315-8330.

PMID: # 25157103  Son, YO. et al. 2014. J. Biol. Chem. 289: 28660-75.

PMID: # 12665525  Chauhan, D. et al. 2003. J. Biol. Chem. 278: 17593-17596.

PMID: # 12196635  Zhang, JC. et al. 2002. Proc. Natl. Acad. Sci. U.S.A. 99: 12224-12229.

PMID: # 11226284  Stellmach, V. et al. 2001. Proc. Natl. Acad. Sci. U.S.A. 98: 2593-2597.

Citations 1 to 5 of 5 total
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getContent, 120ms
  • QUESTIONS, PRODUCT
  • bvseo-msg: The resource to the URL or file is currently unavailable.;
Rated 5 out of 5 by from Chauhan et al Chauhan et al. (PubMed ID 12665525) found 2-Methoxyestradiol induced apoptosis of multiple myeloma (MM) cells by both activating c-Jun NH2-terminal kinase (JNK) and translocating it to the mitochondria. -SCBT Publication Review
Date published: 2015-01-22
  • y_2020, m_7, d_8, h_15
  • bvseo_bulk, prod_bvrr, vn_bulk_3.0.10
  • cp_1, bvpage1
  • co_hasreviews, tv_0, tr_1
  • loc_en_US, sid_201371, prod, sort_[SortEntry(order=SUBMISSION_TIME, direction=DESCENDING)]
  • clientName_scbt
  • bvseo_sdk, java_sdk, bvseo-3.2.0
  • CLOUD, getReviews, 10ms
  • REVIEWS, PRODUCT

Santa Cruz Biotechnology, Inc. is a world leader in the development of products for the biomedical research market. Call us Toll Free at 1-800-457-3801.
Copyright © 2007-2020 Santa Cruz Biotechnology, Inc. All Rights Reserved. "Santa Cruz Biotechnology", and the Santa Cruz Biotechnology, Inc. logo, "Santa Cruz Animal Health", "San Juan Ranch", "Supplement of Champions", the San Juan Ranch logo, "Ultracruz", "Chemcruz", "Immunocruz", "Exactacruz", and "EZ Touch" are registered trademarks of Santa Cruz Biotechnology, Inc.
All trademarks are the property of their respective owners.