2-METHOXYESTRADIOL Chemical Properties

Melting point:

188-190°C

Boiling point:

464.4±45.0 °C(Predicted)

Density 

1.178±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

DMSO: 10 mg/mL

form 

crystalline

pka

10.29±0.60(Predicted)

color 

light yellow

λmax

286nm(EtOH)(lit.)

InChIKey

CQOQDQWUFQDJMK-SSTWWWIQSA-N

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

HS Code 

2937.23.5050

MSDS

• Language:English Provider:SigmaAldrich

2-METHOXYESTRADIOL Usage And Synthesis

Chemical Properties

Off-White Solid

Uses

A natural metabolite of 17?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 a

Uses

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

Uses

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

Uses

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

Uses

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.

Definition

ChEBI: A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.

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.

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