CHEBI:16010 - 5-oxoproline

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ChEBI Name 5-oxoproline
ChEBI ID CHEBI:16010
Definition An oxoproline having the oxo group placed at the 5-position. It is an intermediate metabolite in the glutathione cycle.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44943, CHEBI:2116, CHEBI:12157, CHEBI:20624
Supplier Information ChemicalBook:CB2709505, eMolecules:495412
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Formula C5H7NO3
Net Charge 0
Average Mass 129.11400
Monoisotopic Mass 129.04259
InChI InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)
InChIKey ODHCTXKNWHHXJC-UHFFFAOYSA-N
SMILES OC(=O)C1CCC(=O)N1
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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ChEBI Ontology
Outgoing 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 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-oxoproline
5-oxopyrrolidine-2-carboxylic acid
Synonyms Sources
2-pyrrolidone-5-carboxylic acid ChEBI
5-oxo-DL-proline ChEBI
5-Oxoproline KEGG COMPOUND
5-OXOPROLINE PDBeChem
5-Pyrrolidone-2-carboxylic acid KEGG COMPOUND
Glp IUPAC
Pyroglutamate KEGG COMPOUND
Pyroglutamic acid KEGG COMPOUND
Manual Xref Database
Pyroglutamic_acid Wikipedia
View more database links
Registry Numbers Types Sources
149-87-1 CAS Registry Number ChemIDplus
149-87-1 CAS Registry Number NIST Chemistry WebBook
82131 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
17439666 PubMed citation Europe PMC
22770225 PubMed citation Europe PMC
23217740 PubMed citation Europe PMC
Last Modified
22 September 2014