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Merck
CN

M6383

Sigma-Aldrich

2-甲氧基雌二醇

powder

别名:

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

经验公式(希尔记法):
C19H26O3
CAS号:
分子量:
302.41
MDL编号:
UNSPSC代码:
51111800
PubChem化学物质编号:
NACRES:
NA.77

无菌性

non-sterile

质量水平

方案

≥98% (HPLC)
≥98% (TLC)

表单

powder

颜色

white to faint yellow

mp

189-190  °C

溶解性

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

运输

ambient

储存温度

room temp

SMILES字符串

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

基因信息

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一般描述

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

应用

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

生化/生理作用

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.

警示用语:

Danger

危险分类

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

靶器官

Respiratory system

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

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

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

Hypoxia Induces autophagic cell death through hypoxia-inducible factor 1alpha in microglia
Yang Z, et al.
Testing, 9(5), e96509-e96509 (2014)
Efrat Elis et al.
PLoS pathogens, 8(12), e1003103-e1003103 (2013-01-10)
The p12 protein of the murine leukemia virus (MLV) is a constituent of the pre-integration complex (PIC) but its function in this complex remains unknown. We developed an imaging system to monitor MLV PIC trafficking in live cells. This allowed
Intra-Laboratory Pre-Validation of a Human Cell Based in vitro Angiogenesis Assay for Testing Angiogenesis Modulators
Sarkanen JR, et al.
Frontiers in Pharmacology, 1 (2011)
2-Methoxyestradiol reverses the pro-carcinogenic effect of L-lactate in osteosarcoma 143B cells
Gorska-PM, et al.
Cancer, Genomics, and Proteomics, 14(6), 483-493 (2017)
The effect of steroid hormones on ovarian follicle development
Vitamins and Hormones, 107, 155-175 (2018)

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