b-AP15 (CHEBI:229606)

ChEBI > Main

Main

ChEBI Ontology

Automatic Xrefs

Reactions

Pathways

Models

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

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.

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

Last Modified

01 March 2024