2-METHOXYESTRADIOL

2-METHOXYESTRADIOL Basic information
Product Name:2-METHOXYESTRADIOL
Synonyms:2-METHOXYESTRADIOL \ INHIBITOR OF CELL P ROLIFERATION AND ANGIOGENESIS;2-METHOXY-OESTRADIOL-(17BETA),(13S,17S)-2-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHRENE-3,17-DIOL;2-Hydroxyestradiol 2-Methyl Ether;2-Methoxy-17b-estradiol;2-Methoxyestra-1,3,5(10)-triene-3,17b-diol;NSC 659853;Panzem;2-methoxy-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
CAS:362-07-2
MF:C19H26O3
MW:302.41
EINECS:
Product Categories:Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Steroids;Inhibitor;Inhibitors;2-ME2;Isolabel;APIs
Mol File:362-07-2.mol
2-METHOXYESTRADIOL Structure
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
pka10.29±0.60(Predicted)
form crystalline
color light yellow
λmax286nm(EtOH)(lit.)
InChIKeyCQOQDQWUFQDJMK-SSTWWWIQSA-N
CAS DataBase Reference362-07-2(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 Information
ProviderLanguage
SigmaAldrich English
2-METHOXYESTRADIOL Usage And Synthesis
Chemical PropertiesOff-White Solid
UsesA 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
UsesA 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
Uses2-Methoxyestradiol is a tubulin polymerization inhibitor and also decreases HIF-1 activity.
Uses2-Methoxyestradiol depolymerizes microtubules and blocks HIF-1α nuclear accumulation and HIF-transcriptional activity. Phase 2.
Uses2-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.
DefinitionChEBI: A 17beta-hydroxy steroid, being 17beta-estradiol methoxylated at C-2.
Biological ActivityApoptotic, 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.
2-METHOXYESTRADIOL Preparation Products And Raw materials
Preparation Products2-HYDROXYESTRADIOL
(9H-FLUOREN-9-YLMETHOXYCARBONYLAMINO)-ACETIC ACID (13S,17S)-3-HYDROXY-2-METHOXY-13-METHYL-7,8,9,11,12,13,14,15,16,17-DECAHYDRO-6H-CYCLOPENTA[A]PHENANTHREN-17-YL ESTER 1,3,5(10)-ESTRATRIEN-2,3,15-ALPHA, 16-ALPHA, 17-BETA-PENTOL 2-METHYL ETHER 1,3,5(10)-ESTRATRIEN-2,3-DIOL-17-ONE 2-METHYL ETHER 3-ACETATE 17-ETHYLENEKETAL 3-Methoxyestradiol 1,3,5(10)-ESTRATRIEN-17-ALPHA-ETHYNYL-2,3,17-BETA-TRIOL 2-METHYL ETHER 2-METHOXY-17BETA-ESTRADIOL-1,4,16,16,17-D5 1,3,5(10)-ESTRATRIEN-2, 3, 4, 17BETA-TETROL-2, 4-DIMETHYL ETHER 16-iodo-11-methoxyestradiol 2-METHOXYESTRADIOL 2-METHOXYESTRADIOL 3-METHYL ETHER 16-methoxyestradiol 17 alpha-iodovinyl-11 beta-methoxyestradiol 1,3,5(10)-ESTRATRIEN-2,3,16ALPHA,17BETA-TETROL 2-METHYL ETHER 1,3,5(10)-ESTRATRIEN-2,3,15-BETA, 16-BETA, 17-BETA-PENTOL 2-METHYL ETHER 2-METHOXYESTRADIOL 3-METHYL ETHER* 1,3,5(10)-ESTRATRIEN-2,3,17-BETA-TRIOL 2-ETHYL ETHER 17-iodovinyl-11-methoxyestradiol-3-methyl ether 2-METHOXYESTRADIOL [6,7-3H]

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