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].

Product Specifications

CAS Number

[362-07-2]

Product Name Alternative

2-ME2; NSC-659853

UNSPSC

12352005

Hazard Statement

H301+H311+H331, H311, H315, H319, H335, H351

Target

Apoptosis; Autophagy; Endogenous Metabolite; Microtubule/Tubulin; Reactive Oxygen Species (ROS)

Type

Natural Products

Related Pathways

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

Applications

Cancer-programmed cell death

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/2-Methoxyestradiol.html

Purity

99.82

Solubility

DMSO : 250 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL

Smiles

OC1=CC2=C([C@]3(CC[C@@]4([C@H](CC[C@]4([C@@]3(CC2)[H])[H])O)C)[H])C=C1OC

Molecular Formula

C19H26O3

Molecular Weight

302.41

Precautions

H301+H311+H331, H311, H315, H319, H335, H351

References & Citations

[1]Kamath K, et al. 2-Methoxyestradiol suppresses microtubule dynamics and arrests mitosis without depolymerizing microtubules. Mol Cancer Ther. 2006 Sep;5 (9) :2225-33.|[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]Xu L, et al. 2-Methoxyestradiol Alleviates Experimental Autoimmune Uveitis by Inhibiting Lymphocytes Proliferation and T Cell Differentiation. Biomed Res Int. 2016;2016:7948345.|[4]Kang SH, et al. Antitumor effect of 2-methoxyestradiol in a rat orthotopic brain tumor model. Cancer Res. 2006, 66 (24),11991-11997.|[5]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.|[6]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.

Shipping Conditions

Room Temperature

Storage Conditions

-20°C, 3 years; 4°C, 2 years (Powder)

Scientific Category

Natural Products

Clinical Information

Phase 2

Isoform

Human Endogenous Metabolite

Available Sizes

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