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2-METHOXYESTRADIOL Basic information

Product Name: 2-METHOXYESTRADIOL

Synonyms: 2,3,17BETA-TRIHYDROXY-1,3,5[10]-ESTRATRIENE 2-METHYL ETHER;3,17BETA-DIHYDROXY-2-METHOXY-1,3,5[10]-ESTRATRIENE;2-METHOXY-3,17BETA-DIHYDROXYESTRA-1,3,5(10)-TRIENE;2-METHOXY-ESTRA-1,3,5(10)-TRIENE-3,17BETA-DIOL;2-METHOXYESTRADIOL;1,3,5(10)-ESTRATRIENE-2,3,17BETA-TRIOL 2-METHYL ETHER;1,3,5[10]-ESTRATRIENE-2,3,17-TRIOL 2-METHYL ETHER;1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-METHYL ETHER

CAS: 362-07-2

MF: C19H26O3

MW: 302.41

EINECS:

Product Categories: Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;Inhibitor;2-ME2;Isolabel;Inhibitors

Mol File: 362-07-2.mol

2-METHOXYESTRADIOL Structure

2-METHOXYESTRADIOL Chemical Properties

Melting point 188-190°C

storage temp. −20°C

solubility DMSO: 10 mg/mL

form crystalline

color light yellow

CAS DataBase Reference 362-07-2(CAS DataBase Reference)

Safety Information

Hazard Codes T,Xi,N

Risk Statements 23/24/25-36/37/38-48-61-60-46-45-51/53

Safety Statements 22-26-36/37/39-45-53-36-61

RIDADR UN 3077 9/PG 3

WGK Germany 3

RTECS KG7537500

MSDS Information

Provider Language

SigmaAldrich English

2-METHOXYESTRADIOL Usage And Synthesis

Chemical Properties Off-White Solid

Usage A natural metabolite of 17Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule a

Usage A natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly

Usage 2-Methoxyestradiol is a tubulin polymerization inhibitor and also decreases HIF-1 activity.

Usage 2-Methoxyestradiol depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. Phase 2.

Usage 2-Methoxy 17β-Estradiol is a natural metabolite of 17β-Estradiol which is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. 2-Methoxy 17β-Estradiol binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly and function.

Biological Activity Apoptotic, antiproliferative and antiangiogenic agent, in vitro and in vivo ; acts via an estrogen receptor-independent mechanism. Induces p53-induced apoptosis via two pathways: activation of p38 and NF- κ B; and activation of JNK and AP-1 leading to Bcl-2 phosphorylation. Also upregulates death receptor 5 and binds to tubulin, inhibiting its assembly.