(3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one

Base Information

• Chemical Name: (3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one
• CAS No.: 1009817-63-3
• Molecular Formula: C22H17N3O6
• Molecular Weight: 419.38688
• NSC Number: 687852
• DSSTox Substance ID: DTXSID30417703
• Nikkaji Number: J1.497.971I,J3.133.049A
• Wikidata: Q72446604
• ChEMBL ID: CHEMBL158037
• Mol file: 1009817-63-3.mol

Synonyms:b-AP15;1009817-63-3;(3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one;NSC687852;NSC 687852;(3E,5E)-3,5-bis[(4-nitrophenyl)methylidene]-1-prop-2-enoylpiperidin-4-one;NSC-687852;(3E,5E)-3,5-bis[(4-nitrophenyl)methylidene]-1-(prop-2-enoyl)piperidin-4-one;4-Piperidinone, 3,5-bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propen-1-yl)-, (3E,5E)-;1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one;(3E,5E)-1-acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one.;NSC 687852 (b-AP15);330450-45-8;b-AP-15;CHEMBL158037;SCHEMBL14798452;DTXSID30417703;EX-A697;GFARQYQBWJLZMW-JYFOCSDGSA-N;MFCD26142662;s4920;AKOS024458227;b-AP15: NSC-687852;CCG-268877;NCGC00384206-05;AC-32697;AS-74010;BP-25402;HY-13989;F50135;EN300-1716869;J-690005;Z2568751225;1-Acryloyl-3,5-bis[(E)-4-nitrobenzylidene]piperidine-4-one;(3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)-4-piperidinone;3,5-Bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propene-1-yl)-4-piperidone;4-Piperidinone,5-bis[(4-nitrophenyl)methylene]- 1-(1-oxo-2-propenyl)-;N-[3-[[2,3-Dihydro-2-oxo-3-(1H-pyrrol-2-ylmethylene)-1H-indol-6-yl]amino]-4-methylphenyl]-N'-[2-fluoro-5-(trifluoromethyl)phenyl]ure a

Chemical Property of (3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one

Chemical Property:

• Boiling Point: 670.4±55.0 °C(Predicted)
• PKA: -1.58±0.20(Predicted)
• PSA: 129.02000
• Density: 1.416±0.06 g/cm3(Predicted)
• LogP: 4.55160
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 35 mg/ml).
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 419.11173527
• Heavy Atom Count: 31
• Complexity: 750

Purity/Quality:

99% ^*data from raw suppliers

(3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC(=O)N1CC(=CC2=CC=C(C=C2)[N+](=O)[O-])C(=O)C(=CC3=CC=C(C=C3)[N+](=O)[O-])C1
• Isomeric SMILES: C=CC(=O)N1C/C(=C\C2=CC=C(C=C2)[N+](=O)[O-])/C(=O)/C(=C/C3=CC=C(C=C3)[N+](=O)[O-])/C1
• Description: b-AP15 (1009817-63-3) abrogates the deubiquitinating activity of the 19S regulatory particle by inhibiting ubiquitin C-terminal hydrolase 5 (UCHL5) and ubiquitin-specific peptidase 14 (USP14) resulting in accumulation of polyubiquitin in cells. b-AP15 induces tumor cell apoptosis and tumor progression in four different solid tumor models in vivo.
• Uses: (3E,5E)-1-Acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one is a candidate cytotoxic agent for malignant cells.