2-Methoxyestradiol

For research use only. Not for therapeutic Use.

  • CAT Number: I003330
  • CAS Number: 362-07-2
  • Molecular Formula: C₁₉H₂₆O₃
  • Molecular Weight: 302.41
  • Purity: ≥95%
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2-Methoxyestradiol(Cat No.:I003330)is a naturally occurring metabolite of estradiol, recognized for its potential anticancer properties. It acts by inhibiting angiogenesis, which is the formation of new blood vessels that tumors need for growth and metastasis. Additionally, 2-methoxyestradiol induces apoptosis in cancer cells and disrupts microtubule dynamics, further contributing to its antitumor effects. This compound has shown promise in preclinical studies for various cancers, including breast and prostate cancer. Ongoing research aims to explore its therapeutic potential, optimize its use, and understand its mechanisms of action in cancer treatment.


Catalog Number I003330
CAS Number 362-07-2
Synonyms

(8R,9S,13S,14S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol

Molecular Formula C₁₉H₂₆O₃
Purity ≥95%
Target Cell Cycle/DNA Damage
Solubility DMSO: ≥ 36 mg/mL
Storage 3 years -20C powder
IC50 0.71 uM
IUPAC Name (8R,9S,13S,14S,17S)-2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
InChI InChI=1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
InChIKey CQOQDQWUFQDJMK-SSTWWWIQSA-N
SMILES C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=C(C=C34)OC)O
Reference

</br>1:A Comparison of 2-Methoxyestradiol Value in Women with Severe Preeclampsia Versus Normotensive Pregnancy. Wantania J, Attamimi A, Siswishanto R.J Clin Diagn Res. 2017 Mar;11(3):QC35-QC38. doi: 10.7860/JCDR/2017/21516.9603. Epub 2017 Mar 1. PMID: 28511459 Free PMC Article</br>2:2-Methoxyestradiol: A 17β-Estradiol Metabolite With Gender-Independent Therapeutic Potential. Dubey RK.Hypertension. 2017 Jun;69(6):1014-1016. doi: 10.1161/HYPERTENSIONAHA.117.09265. Epub 2017 Apr 17. No abstract available. PMID: 28416586 </br>3:2-Methoxyestradiol Reduces Angiotensin II-Induced Hypertension and Renal Dysfunction in Ovariectomized Female and Intact Male Mice. Pingili AK, Davidge KN, Thirunavukkarasu S, Khan NS, Katsurada A, Majid DSA, Gonzalez FJ, Navar LG, Malik KU.Hypertension. 2017 Jun;69(6):1104-1112. doi: 10.1161/HYPERTENSIONAHA.117.09175. Epub 2017 Apr 17. PMID: 28416584 </br>4:High oral bioavailability of 2-methoxyestradiol in PEG-PLGA micelles-microspheres for cancer therapy. Guo X, Chen C, Liu X, Hou P, Guo X, Ding F, Wang Z, Hu Y, Li Z, Zhang Z.Eur J Pharm Biopharm. 2017 Apr 7. pii: S0939-6411(17)30439-3. doi: 10.1016/j.ejpb.2017.04.003. [Epub ahead of print] PMID: 28396280 </br>5:Efficacy of Intravitreal injection of 2-Methoxyestradiol in regression of neovascularization of a retinopathy of prematurity rat model. Said AM, Zaki RG, Salah Eldin RA, Nasr M, Azab SS, Elzankalony YA.BMC Ophthalmol. 2017 Apr 4;17(1):38. doi: 10.1186/s12886-017-0433-3. PMID: 28376733 Free PMC Article</br>6:2-Methoxyestradiol enhances radiosensitivity in radioresistant melanoma MDA-MB-435R cells by regulating glycolysis via HIF-1α/PDK1 axis. Zhao H, Jiang H, Li Z, Zhuang Y, Liu Y, Zhou S, Xiao Y, Xie C, Zhou F, Zhou Y.Int J Oncol. 2017 May;50(5):1531-1540. doi: 10.3892/ijo.2017.3924. Epub 2017 Mar 22. PMID: 28339028 Free PMC Article</br>7:2-Methoxyestradiol Impacts on Amino Acids-mediated Metabolic Reprogramming in Osteosarcoma Cells by Interaction with NMDA Receptor. Gorska-Ponikowska M, Perricone U, Kuban-Jankowska A, Lo Bosco G, Barone G.J Cell Physiol. 2017 Mar 6. doi: 10.1002/jcp.25888. [Epub ahead of print] PMID: 28262924 </br>8:2-Methoxyestradiol protects against IgG immune complex-induced acute lung injury by blocking NF-κB and CCAAT/enhancer-binding protein β activities. Yan C, Shen Y, Sun Q, Yuan D, Tang H, Gao H.Mol Immunol. 2017 May;85:89-99. doi: 10.1016/j.molimm.2017.02.007. Epub 2017 Feb 20. PMID: 28214650 </br>9:2-Methoxyestradiol protects against ischemia/reperfusion injury in alcoholic fatty liver by enhancing sirtuin 1-mediated autophagy. Cho HI, Seo MJ, Lee SM.Biochem Pharmacol. 2017 May 1;131:40-51. doi: 10.1016/j.bcp.2017.02.008. Epub 2017 Feb 16. PMID: 28213273 </br>10:Inhibition of proliferation and invasion in 2D and 3D models by 2-methoxyestradiol in human melanoma cells. Massaro RR, Faião-Flores F, Rebecca VW, Sandri S, Alves-Fernandes DK, Pennacchi PC, Smalley KSM, Maria-Engler SS.Pharmacol Res. 2017 May;119:242-250. doi: 10.1016/j.phrs.2017.02.013. Epub 2017 Feb 14. PMID: 28212889

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