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454180

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
362-07-2
Molecular Weight:
302.41
MDL number:
MFCD00010489
UNSPSC Code:
51111800
NACRES:
NA.77

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

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.
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

signalword

Danger

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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