(+)-YK-4-279

• CAT Number: M030970
• CAS Number: 1261038-93-0
• Molecular Formula: C17H13Cl2NO4
• Molecular Weight: 366.194
• Purity: ≥95%
• Synonyms: 4,7-dichloro-1,3-dihydro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-(3R)-2H-indol-2-one
• Storage: -20°C
• IUPAC Name: (3R)-4,7-dichloro-3-hydroxy-3-[2-(4-methoxyphenyl)-2-oxoethyl]-1H-indol-2-one
• InChI: InChI=1S/C17H13Cl2NO4/c1-24-10-4-2-9(3-5-10)13(21)8-17(23)14-11(18)6-7-12(19)15(14)20-16(17)22/h2-7,23H,8H2,1H3,(H,20,22)/t17-/m1/s1
• InChIKey: HLXSCTYHLQHQDJ-QGZVFWFLSA-N
• SMILES: COC1=CC=C(C=C1)C(=O)CC2(C3=C(C=CC(=C3NC2=O)Cl)Cl)O

Ewing’s sarcoma is characterized by the formation of an oncogenic fusion protein, EWS-<wbr></wbr>FLI1, which binds to RNA helicase central to disease. YK-<wbr></wbr>4-<wbr></wbr>279 binds to EWS-<wbr></wbr>FLI1 (Kd = 9.48 μM), blocking the interaction of EWS-<wbr></wbr>FLI1 and RNA helicase and driving apoptosis in Ewing’s sarcoma family tumors. Through these effects, YK-<wbr></wbr>4-<wbr></wbr>279 reduces the growth of Ewing’s sarcoma orthotopic xenografts. Importantly, it is effective in Ewing’s sarcoma cells, both in vitro and in vivo, that are chemotherapy-<wbr></wbr>resistant. YK-<wbr></wbr>4-<wbr></wbr>279 also binds the ETS transcription factors ERG and ETV1 (Kd = 11.7 and 17.4, respectively), which form fusion proteins that contribute to some types of prostate cancer. (+)-<wbr></wbr>YK-<wbr></wbr>4-<wbr></wbr>279 is a highly purified enantiomer of YK-<wbr></wbr>4-<wbr></wbr>279. Its properties have not been characterized.