SML1320

NSC687852

≥98% (HPLC)

• Synonym(s): (3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one, 3,5-Bis((4-nitrophenyl)methylidene)-1-prop-2-enoylpiperidin-4-one, b-AP15
• Empirical Formula (Hill Notation): C₂₂H₁₇N₃O₆
• CAS Number: 330450-45-8
• Molecular Weight: 419.39
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825783
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• storage condition: protect from light
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear (warmed)
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: O=C(C(CN(C(C=C)=O)C1)=CC2=CC=C([N+]([O-])=O)C=C2)C1=CC3=CC=C([N+]([O-])=O)C=C3
• InChI: 1S/C22H17N3O6/c1-2-21(26)23-13-17(11-15-3-7-19(8-4-15)24(28)29)22(27)18(14-23)12-16-5-9-20(10-6-16)25(30)31/h2-12H,1,13-14H2
• InChI key: GFARQYQBWJLZMW-UHFFFAOYSA-N

Description

Biochem/physiol Actions

NSC687852 is a cell-permeable, potent, reversible and selective inhibitor of 19S regulatory-particle-associated deubiquitinases (DUBs) UCHL5 and USP14, with no effect on UCH-L1, UCH-L3, USP2, USP7, USP8 and BAP1 and on the proteasomal proteolytic activities. NSC687852 induces cell-cycle arrest and apoptosis in several colon cancers and in CNS cells, and suppresses tumor growth in various mouse models.

Other Notes

Light and air sensitive.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302,H317
• Precautionary Statements: P280 - P301 + P312 + P330 - P333 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Skin Sens. 1
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable