CHEBI:16010 - 5-oxoproline

ChEBI IDCHEBI:16010
ChEBI Name5-oxoproline
Stars
DefinitionAn oxoproline having the oxo group placed at the 5-position. It is an intermediate metabolite in the glutathione cycle.
Secondary ChEBI IDsCHEBI:2116, CHEBI:12157, CHEBI:20624, CHEBI:44943
Last Modified22 September 2014
DownloadsMolfile
FormulaC5H7NO3
Net Charge0
Average Mass129.115
Monoisotopic Mass129.04259
SMILESO=C1CCC(C(=O)O)N1
InChIInChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
InChIKeyODHCTXKNWHHXJC-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (21886157)
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
5-oxoproline (CHEBI:16010) has role human metabolite (CHEBI:77746)
5-oxoproline (CHEBI:16010) is a oxoproline (CHEBI:25801)
5-oxoproline (CHEBI:16010) is a pyrrolidin-2-ones (CHEBI:74223)
5-oxoproline (CHEBI:16010) is a pyrrolidinemonocarboxylic acid (CHEBI:46701)
5-oxoproline (CHEBI:16010) is conjugate acid of 5-oxoprolinate (CHEBI:57606)
Incoming Relation(s)
5-oxo-D-proline (CHEBI:16924) is a 5-oxoproline (CHEBI:16010)
5-oxo-L-proline (CHEBI:18183) is a 5-oxoproline (CHEBI:16010)
5-oxoprolinate (CHEBI:57606) is conjugate base of 5-oxoproline (CHEBI:16010)
IUPAC Names 
5-oxopyrrolidine-2-carboxylic acid
5-oxoproline
Synonyms  Source
5-OxoprolineKEGG COMPOUND
Pyroglutamic acidKEGG COMPOUND
5-Pyrrolidone-2-carboxylic acidKEGG COMPOUND
PyroglutamateKEGG COMPOUND
2-pyrrolidone-5-carboxylic acidChEBI
GlpIUPAC
Manual XrefsDatabases
Pyroglutamic_acidWikipedia
Registry NumbersSources
Reaxys:82131Reaxys
CAS:149-87-1ChemIDplus
CAS:149-87-1NIST Chemistry WebBook
Citations