M6383

2-Methoxyestradiol

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
• Empirical Formula (Hill Notation): C₁₉H₂₆O₃
• CAS Number: 362-07-2
• Molecular Weight: 302.41
• MDL number: MFCD00010489
• UNSPSC Code: 51111800
• PubChem Substance ID: 24278561
• NACRES: NA.77

Properties

• 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)

Description

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.

Safety Information

• 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
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges