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M6383

2-Methoxyestradiol

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

Synonym(s):

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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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
362-07-2
Molecular Weight:
302.41
UNSPSC Code:
51111800
PubChem Substance ID:
24278561
NACRES:
NA.77
MDL number:
MFCD00010489
Assay:
≥98% (HPLC), ≥98% (TLC)
Form:
powder
Quality level:
200
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Product Name

2-Methoxyestradiol, powder

sterility

non-sterile

Quality Level

200

assay

≥98% (HPLC), ≥98% (TLC)

form

powder

color

white to faint yellow

mp

189-190  °C

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)

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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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

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

涉药品监管产品

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Certificates of Analysis (COA)

Lot/Batch Number
0000191371
0000196723
0000259049
0000105457
0000140556

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N Klauber et al.
Cancer research, 57(1), 81-86 (1997-01-01)
2-Methoxyestradiol (2-ME), an endogenous estrogen metabolite which disrupts microtubule function, has been shown to inhibit proliferating cells in vitro and suppress certain murine tumors in vivo. In vitro screening has determined that breast cancer cell lines are most sensitive to
Hypoxia Induces autophagic cell death through hypoxia-inducible factor 1alpha in microglia
Yang Z, et al.
Testing, 9(5), e96509-e96509 (2014)
The effect of steroid hormones on ovarian follicle development
Vitamins and Hormones, 107, 155-175 (2018)
View All Related Papers

Global Trade Item Number

SKUGTIN
M6383-10MG04061832867434
M6383-5MG04061832867458
M6383-50MG04061834060833