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M6383

2-Methoxyestradiol

Name: 2-Methoxyestradiol
Brand: SIGMA

≥98% (HPLC), endothelial cell proliferation inhibitor, powder

Sinónimos:

1,3,5(10)-Estratriene-2,3,17-triol 2-methyl ether, 2,3,17β-Trihydroxy-1,3,5(10)-estratriene 2-methyl ether, 2-Hydroxyestradiol 2-methyl ether, 3,17β-Dihydroxy-2-methoxy-1,3,5(10)-estratriene

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Fórmula empírica (notación de Hill):

C₁₉H₂₆O₃

Número CAS:

362-07-2

Peso molecular:

302.41

UNSPSC Code:

51111800

PubChem Substance ID:

24278561

NACRES:

NA.77

MDL number:

MFCD00010489

Assay:

≥98% (HPLC)

Form:

powder

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Propiedades

Quality Segment

200

sterility

non-sterile

assay

≥98% (HPLC)

form

powder

color

white to faint yellow

solubility

DMSO: 10 mg/mL, ethanol: 10 mg/mL, H₂O: insoluble

shipped in

ambient

storage temp.

room temp

SMILES string

OC1=C(C=C(C2=C1)[C@]3([H])[C@](CC2)([H])[C@]4([H])CC[C@H](O)[C@](C)4CC3)OC

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

Gene Information

human ... ESR1(2099), ESR2(2100)

Descripción

General description

2-Methoxyestradiol (2-ME) is a metabolite, derived from estradiol. It is usually seen at high levels in the normal follicle.

Application

2-Methoxyestradiol has been used:

as hypoxia-inducible factor 1-alpha (HIF-1α) inhibitor to treat microglia to test whether hypoxia leads to cell death
to determine the anticancer potential in L-lactate-activated osteosarcoma cells
as a reference chemical and angiogenesis inhibitor to assess the performance of in vitro angiogenesis assay

Biochem/physiol Actions

2-Methoxyestradiol (2-ME) is a potent inhibitor of endothelial cell proliferation and angiogenesis.It has little affinity for classical estrogen receptors.

2-Methoxyestradiol plays a key role in the apoptosis of tumor cells. It also participates in microtubule stabilization. It exhibits cardioprotective activity and acts as an anticancer agent.

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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

Clase de almacenamiento

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