454180

2-Methoxyestradiol

A natural metabolite of 17β-estradiol that is devoid of estrogenic activity.

• Synonym(e): 2-Methoxyestradiol, 2-Methoxy-3,17β-dihydroxyestra-1,3,5(10)-triene
• Empirische Formel (Hill-System): C₁₉H₂₆O₃
• CAS-Nummer: 362-07-2
• Molekulargewicht: 302.41
• UNSPSC Code: 51111800
• NACRES: NA.77
• MDL number: MFCD00010489
• Assay: ≥90% (HPLC)
• Form: crystalline solid
• Quality level: 100
• Storage condition: OK to freeze

Eigenschaften

• Quality Level: 100
• assay: ≥90% (HPLC)
• form: crystalline solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze
• color: white
• solubility: DMSO: soluble, ethanol: soluble
• shipped in: ambient
• storage temp.: 10-30°C
• SMILES string: O[C@@H]1[C@@]2([C@H]([C@H]3[C@H](CC2)c4c(cc(c(c4)OC)O)CC3)CC1)C
• InChI: 1S/C19H26O3/c1-19-8-7-12-13(15(19)5-6-18(19)21)4-3-11-9-16(20)17(22-2)10-14(11)12/h9-10,12-13,15,18,20-21H,3-8H2,1-2H3/t12-,13+,15-,18-,19-/m0/s1
• InChI key: CQOQDQWUFQDJMK-SSTWWWIQSA-N

Beschreibung

General description

A natural metabolite of 17β-estradiol that is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Markedly inhibits the neovascularization of solid tumors and suppresses tumor growth in mice. Binds to the colchicine binding site of tubulin, and has been suggested to function as a natural regulator of microtubule assembly and function.

Biochem/physiol Actions

Cell permeable: no

Primary Target
Inhibits cell proliferation and angiogenesis

Product does not compete with ATP.

Reversible: no

Other Notes

Aizu-Yokata, E., et al. 1995. Cancer Res.55, 1863.
Cushman, M., et al. 1995. J. Med. Chem. 38, 2041.
D’Amato, R.J., et al. 1994. Proc. Natl. Acad. Sci. USA 91, 3964.
Forsis, T., et al. 1994. Nature368, 237.

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Toxic (F)

Sicherheitshinweise

• pictograms: GHS06,GHS08,GHS09
• signalword: Danger
• hcodes: H301 + H311 + H331,H315,H319,H335,H350,H360,H372,H410
• pcodes: P273 - P280 - P301 + P310 - P302 + P352 + P312 - P304 + P340 + P311 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Carc. 1B - Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT RE 1 - STOT SE 3
• target_organs: Respiratory system
• Lagerklasse: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable