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CHEBI:229606 - b-AP15

ChEBI IDCHEBI:229606
ChEBI Nameb-AP15
Stars
DefinitionA member of the class of piperidones that is piperidin-4-one substituted by a 3-oxoprop-1-en-3-yl group at position 1 and 4-nitrobenzylidene groups at positions 3 and 5. It is an inhibitor of ubiquitin-specific-processing protease 14 (USP14) and ubiquitin carboxyl-terminal hydrolase isozyme L5 (UCHL5).
Last Modified1 March 2024
Submittersbalu
DownloadsMolfile
FormulaC22H17N3O6
Net Charge0
Average Mass419.393
Monoisotopic Mass419.11174
SMILESC=CC(=O)N1C/C(=C\c2ccc([N+](=O)[O-])cc2)C(=O)/C(=C/c2ccc([N+](=O)[O-])cc2)C1
InChIInChI=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/b17-11+,18-12+
InChIKeyGFARQYQBWJLZMW-JYFOCSDGSA-N
Roles Classification
Biological Role:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Applications:
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
proteasome inhibitor  A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
ChEBI Ontology
Outgoing Relation(s)
b-AP15 (CHEBI:229606) has role anti-inflammatory agent (CHEBI:67079)
b-AP15 (CHEBI:229606) has role antineoplastic agent (CHEBI:35610)
b-AP15 (CHEBI:229606) has role apoptosis inducer (CHEBI:68495)
b-AP15 (CHEBI:229606) has role proteasome inhibitor (CHEBI:52726)
b-AP15 (CHEBI:229606) is a acrylamides (CHEBI:22216)
b-AP15 (CHEBI:229606) is a nitrophenol (CHEBI:25562)
b-AP15 (CHEBI:229606) is a piperidones (CHEBI:48589)
IUPAC Name 
(3E,5E)-3,5-bis(4-nitrobenzylidene)-1-(prop-2-enoyl)piperidin-4-one
Synonyms  Source
NSC687852SUBMITTER
NSC-687852ChEBI
NSC 687852ChEBI
(3E,5E)-1-acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-oneChEBI
3E,5E-bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propen-1-yl)-4-piperidinoneChEBI
Registry NumbersSources
CAS:1009817-63-3ChEBI
Citations