2-Methoxyestradiol-d5

2-Methoxyestradiol-d5 is the deuterium labeled 2-Methoxyestradiol. 2-Methoxyestradiol (2-ME2), an orally active endogenous metabolite of 17β-estradiol (E2), is an apoptosis inducer and an angiogenesis inhibitor with potent antineoplastic activity. 2-Methoxyestradiol also destablize microtubules. 2-Methoxyestradio, also a potent superoxide dismutase (SOD) inhibitor and a ROS-generating agent, induces autophagy in the transformed cell line HEK293 and the cancer cell lines U87 and HeLa[1][2][3][4][5][6][7].

Product Specifications

CAS Number

[358731-34-7]

Product Name Alternative

2-ME2-d5; NSC-659853-d5

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Autophagy; Endogenous Metabolite; Isotope-Labeled Compounds; Microtubule/Tubulin; Reactive Oxygen Species (ROS)

Type

Isotope-Labeled Compounds

Related Pathways

Apoptosis; Autophagy; Cell Cycle/DNA Damage; Cytoskeleton; Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others

Applications

Metabolism-sugar/lipid metabolism

Field of Research

Cancer

Purity

98.67

Solubility

10 mM in DMSO

Smiles

C[C@@]12[C@](CC([2H])([2H])[C@]2([2H])O)([H])[C@@]3([H])[C@@](CC1)([H])C4=C([2H])C(OC)=C(O)C([2H])=C4CC3

Molecular Formula

C19H21D5O3

Molecular Weight

307.44

Precautions

H302, H315, H319, H335

References & Citations

[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216.|[2]Aquino-Gálvez A, et al. Effects of 2-methoxyestradiol on apoptosis and HIF-1α and HIF-2α expression in lung cancer cells under normoxia and hypoxia. Oncol Rep. 2016 Jan;35 (1) :577-83.|[3]Chen Y, et al. Oxidative stress induces autophagic cell death independent of apoptosis in transformed and cancer cells. Cell Death Differ. 2008;15 (1) :171-182.|[4]Kamath K, et al. 2-Methoxyestradiol suppresses microtubule dynamics and arrests mitosis without depolymerizing microtubules. Mol Cancer Ther. 2006 Sep;5 (9) :2225-33.|[5]Kang SH, et al. Antitumor effect of 2-methoxyestradiol in a rat orthotopic brain tumor model. Cancer Res. 2006, 66 (24),11991-11997.|[6]LaVallee TM, et al. 2-Methoxyestradiol inhibits proliferation and induces apoptosis independently of estrogen receptorsalpha and beta. Cancer Res. 2002 Jul 1;62 (13) :3691-7.|[7]Xu L, et al. 2-Methoxyestradiol Alleviates Experimental Autoimmune Uveitis by Inhibiting Lymphocytes Proliferation and T Cell Differentiation. Biomed Res Int. 2016;2016:7948345.