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Merck

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

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
362-07-2
Molecular Weight:
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

Key Documents

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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

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

Quality Level

100

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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)

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

Storage Class

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

454180-0GM: + 454180-50MG: + 454180-10MG: + 454180-MG: + 454180-1.1ML:

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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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Global Trade Item Number

SKUGTIN
454180-50MGCN04055977204735
454180-10MGCN04055977204728

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