454180

2-Methoxyestradiol

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

• Synonym(s): 2-Methoxyestradiol, 2-Methoxy-3,17β-dihydroxyestra-1,3,5(10)-triene
• Empirical Formula (Hill Notation): C₁₉H₂₆O₃
• CAS Number: 362-07-2
• Molecular Weight: 302.41
• MDL number: MFCD00010489
• UNSPSC Code: 51111800
• NACRES: NA.77

Properties

• 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
• 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

Description

General description

A natural metabolite of 17β-estradiol that is devoid of estrogenic activity. Inhibits cell proliferation and angiogenesis. Markedly inhibits 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.

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

Warning

Toxicity: Toxic (F)

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.

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Legal Information

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

Safety Information

• 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
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable