CHEBI:229606 - b-AP15

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ChEBI Name b-AP15
ChEBI ID CHEBI:229606
Definition A 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).
Stars This entity has been manually annotated by the ChEBI Team.
Submitter sbalu
Supplier Information
Download Molfile XML SDF
Formula C22H17N3O6
Net Charge 0
Average Mass 419.393
Monoisotopic Mass 419.11174
InChI 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/b17-11+,18-12+
InChIKey GFARQYQBWJLZMW-JYFOCSDGSA-N
SMILES [O-][N+](=O)C1=CC=C(\C=C2/CN(C\C(=C/C3=CC=C(C=C3)[N+]([O-])=O)C2=O)C(=O)C=C)C=C1
Roles Classification
Biological Role(s): apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
proteasome inhibitor
A drug that blocks the action of proteasomes, cellular complexes that break down proteins.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(3E,5E)-1-acryloyl-3,5-bis(4-nitrobenzylidene)piperidin-4-one ChEBI
3E,5E-bis[(4-nitrophenyl)methylene]-1-(1-oxo-2-propen-1-yl)-4-piperidinone ChEBI
NSC 687852 ChEBI
NSC-687852 ChEBI
NSC687852 SUBMITTER
Registry Number Type Source
1009817-63-3 CAS Registry Number ChEBI
Citations Waiting for Citations Types Sources
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Last Modified
01 March 2024