SML1206

RA-9

≥98% (HPLC)

• Synonym(s): (3E,5E)-3,5-Bis[(4-Nitrophenyl)methylene]-4-piperidinone
• Empirical Formula (Hill Notation): C₁₉H₁₅N₃O₅
• CAS Number: 919091-63-7
• Molecular Weight: 365.34
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825718
• NACRES: NA.77

Properties

• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear (warmed)
• storage temp.: 2-8°C
• SMILES string: O=C(/C(CNC/1)=C/C2=CC=C([N+]([O-])=O)C=C2)C1=C\C3=CC=C([N+]([O-])=O)C=C3
• InChI: 1S/C19H15N3O5/c23-19-15(9-13-1-5-17(6-2-13)21(24)25)11-20-12-16(19)10-14-3-7-18(8-4-14)22(26)27/h1-10,20H,11-12H2/b15-9+,16-10+
• InChI key: YUYPWAMLWZVHAE-KAVGSWPWSA-N

Description

Biochem/physiol Actions

RA-9 is a cell permeable and potent inhibitor of the ubiquitin-proteasome system (UPS) that targets deubiquitinating enzymes (DUB) without affecting 20S proteasome catalytic-core activity. RA-9 directly inhibits activity of following DUB UCH-L1, UCH-L3, USP2, USP5 and USP8 deubiquitinating enzymes, which results in rapid accumulation of poly-ubiquitinated proteins leading to cell cycle checkpoint arrest and tumor cell apoptosis.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable