2-METHOXYESTRADIOL
Synonym(s):1,3,5(10)-Estratriene-2,3,17-triol 2-methyl ether;2,3,17β-Trihydroxy-1,3,5(10)-estratriene 2-methyl ether;2-Hydroxyestradiol 2-methyl ether;2-Methoxy-3,17β-dihydroxyestra-1,3,5(10)-triene;3,17β-Dihydroxy-2-methoxy-1,3,5(10)-estratriene
- CAS NO.:362-07-2
- Empirical Formula: C19H26O3
- Molecular Weight: 302.41
- MDL number: MFCD00010489
- EINECS: 263-807-9
- SAFETY DATA SHEET (SDS)
- Update Date: 2024-03-27 16:59:26
What is 2-METHOXYESTRADIOL?
Chemical properties
Off-White Solid
The Uses of 2-METHOXYESTRADIOL
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
The Uses of 2-METHOXYESTRADIOL
2-Methoxyestradiol is a tubulin polymerization inhibitor and also decreases HIF-1 activity.
The Uses of 2-METHOXYESTRADIOL
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
The Uses of 2-METHOXYESTRADIOL
2-Methoxyestradiol depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. Phase 2.
The Uses of 2-METHOXYESTRADIOL
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.
What are the applications of Application
2-Methoxyestradiol is a disruptor of microtubule function and HIF-1 inhibitor
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.
Properties of 2-METHOXYESTRADIOL
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.) |
CAS DataBase Reference | 362-07-2(CAS DataBase Reference) |
Safety information for 2-METHOXYESTRADIOL
Signal word | Danger |
Pictogram(s) |
Skull and Crossbones Acute Toxicity GHS06 Health Hazard GHS08 Environment GHS09 |
GHS Hazard Statements |
H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation H350:Carcinogenicity H360:Reproductive toxicity H372:Specific target organ toxicity, repeated exposure H410:Hazardous to the aquatic environment, long-term hazard |
Precautionary Statement Codes |
P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for 2-METHOXYESTRADIOL
InChIKey | CQOQDQWUFQDJMK-SSTWWWIQSA-N |
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