CHEBI:16535 - piperazine-2,5-dione

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ChEBI Name piperazine-2,5-dione
ChEBI ID CHEBI:16535
Definition A cyclic peptide that is piperazine in which the hydrogens at positions 2 and 5 are replaced by oxo groups.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:939, CHEBI:11455, CHEBI:19386
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Formula C4H6N2O2
Net Charge 0
Average Mass 114.10272
Monoisotopic Mass 114.04293
InChI InChI=1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7)
InChIKey BXRNXXXXHLBUKK-UHFFFAOYSA-N
SMILES O=C1CNC(=O)CN1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing piperazine-2,5-dione (CHEBI:16535) is a 2,5-diketopiperazines (CHEBI:65061)
piperazine-2,5-dione (CHEBI:16535) is a cyclic peptide (CHEBI:23449)
IUPAC Name
piperazine-2,5-dione
Synonyms Sources
2,5-Diazacyclohexane-1,4-dione KEGG COMPOUND
2,5-Dioxopiperazine KEGG COMPOUND
2,5-dioxopiperazine UniProt
2,5-Piperazinedione KEGG COMPOUND
cyclo-(Gly-Gly) ChEBI
Diketopiperazine KEGG COMPOUND
Glycine anhydride KEGG COMPOUND
Manual Xrefs Databases
C00014894 KNApSAcK
C02777 KEGG COMPOUND
Diketopiperazine Wikipedia
View more database links
Registry Numbers Types Sources
106-57-0 CAS Registry Number KEGG COMPOUND
106-57-0 CAS Registry Number ChemIDplus
106-57-0 CAS Registry Number NIST Chemistry WebBook
112112 Beilstein Registry Number Beilstein
112112 Reaxys Registry Number Reaxys
217756 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
12587880 PubMed citation Europe PMC
24618890 PubMed citation Europe PMC
24917118 PubMed citation Europe PMC
Last Modified
13 November 2017