X4753

XCT790

≥98% (HPLC), solid

• Synonym(e): 3-[4-(2,4-Bis-trifluoromethylbenzyloxy)-3-methoxyphenyl]-2-cyano-N-(5-trifluoromethyl-1,3,4-thiadiazol-2-yl)acrylamide
• Empirische Formel (Hill-System): C₂₃H₁₃F₉N₄O₃S
• CAS-Nummer: 725247-18-7
• Molekulargewicht: 596.42
• MDL-Nummer: MFCD08277031
• UNSPSC-Code: 12352202
• PubChem Substanz-ID: 24724669
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: solid
• Farbe: yellow
• Löslichkeit: DMSO: ≥10 mg/mL
• Lagertemp.: 2-8°C
• SMILES String: COc1cc(ccc1OCc2ccc(cc2C(F)(F)F)C(F)(F)F)\C=C(/C#N)C(=O)Nc3nnc(s3)C(F)(F)F
• InChI: 1S/C23H13F9N4O3S/c1-38-17-7-11(6-13(9-33)18(37)34-20-36-35-19(40-20)23(30,31)32)2-5-16(17)39-10-12-3-4-14(21(24,25)26)8-15(12)22(27,28)29/h2-8H,10H2,1H3,(H,34,36,37)/b13-6+
• InChIKey: HQFNFOOGGLSBBT-AWNIVKPZSA-N

Beschreibung

Anwendung

XCT790 has been used:

• as an estrogen-related receptor (ERR)α inverse agonist in C2C12 myotubes
• as an estrogen-related receptor (ERR)α inverse agonist to elucidate decidualization functionality of ERRα in endometrial embryonic stem cells
• as an autophagy inducer in human neuroblastoma SH-SY5Y and HeLa cell lines.

Biochem./physiol. Wirkung

XCT 790 is a 5′adenosine monophosphate-activated protein kinase (AMPK) activator. It also acts as a proton ionophore and an uncoupler of oxidative phosphorylation in mitochondria. XCT790 impairs vascular endothelial growth factor (VEGF) and angiopoietin 2 (Ang-2) expression and exhibits suppression of endometrial tumor via estrogen-related receptor (ERRα) inhibition. XCT790 mediates cell cycle arrest and favors apoptosis in triple-negative breast cancer (TNBC).

XCT790 is a potent and specific inverse agonist of ERRα. XCT790 is selective; showing no significant antagonist activity on related nuclear receptors, such as ERRγ or ERα at concentrations below 10 μM. XCT790 inhibits the constitutive activity of ERRα in both biochemical and cell-based assays. The IC₅₀ value is 300-500 nM in transient transfection assays using GAL4-ERR LBD or full-length ERR with the mSHP promoter.

Sicherheitshinweise

• H-Sätze: H413
• P-Sätze: P273 - P501
• Gefahreneinstufungen: Aquatic Chronic 4
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)