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The Chemical Entities of Biological Interest (ChEBI) ontology is downloaded weekly from EMBL-EBI at The data is made available under the Creative Commons License (CC BY 3.0, For more information see: Degtyarenko et al. (2008) ChEBI: a database and ontology for chemical entities of biological interest. Nucleic Acids Res. 36, D344–D350.

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Accession:CHEBI:16010 term browser browse the term
Definition:An oxoproline having the oxo group placed at the 5-position. It is an intermediate metabolite in the glutathione cycle.
Synonyms:exact_synonym: 5-oxopyrrolidine-2-carboxylic acid
 related_synonym: 5-Pyrrolidone-2-carboxylic acid;   5-oxo-DL-proline;   Formula=C5H7NO3;   Glp;   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;   Pyroglutamate;   Pyroglutamic acid;   SMILES=OC(=O)C1CCC(=O)N1
 alt_id: CHEBI:12157;   CHEBI:20624;   CHEBI:2116;   CHEBI:44943
 xref: Beilstein:82131;   CAS:149-87-1;   PMID:17439666;   PMID:22770225;   PMID:23217740;   Reaxys:82131;   Wikipedia:Pyroglutamic_acid
 cyclic_relationship: is_conjugate_acid_of CHEBI:57606

show annotations for term's descendants           Sort by:
5-oxo-L-proline term browser
Symbol Object Name Qualifiers Evidence Notes Source PubMed Reference(s) RGD Reference(s) Position
G Dek DEK proto-oncogene multiple interactions ISO DEK protein results in decreased chemical synthesis of and results in increased uptake of Pyrrolidonecarboxylic Acid CTD PMID:28558019 NCBI chr17:17,580,804...17,602,825
Ensembl chr17:17,580,843...17,602,808
JBrowse link
G Ins2 insulin 2 multiple interactions ISO [1-Methyl-3-isobutylxanthine co-treated with butylbenzyl phthalate co-treated with INS protein] results in increased abundance of Pyrrolidonecarboxylic Acid analog CTD PMID:26820058 NCBI chr 1:197,843,277...197,992,522
Ensembl chr 1:197,843,281...197,864,775
JBrowse link

Term paths to the root
Path 1
Term Annotations click to browse term
  CHEBI ontology 19808
    role 19757
      biological role 19757
        biochemical role 19377
          metabolite 19352
            eukaryotic metabolite 19040
              animal metabolite 18883
                mammalian metabolite 18882
                  human metabolite 18344
                    5-oxoproline 2
                      5-oxo-D-proline 0
                      5-oxo-L-proline + 2
Path 2
Term Annotations click to browse term
  CHEBI ontology 19808
    subatomic particle 19807
      composite particle 19807
        hadron 19807
          baryon 19807
            nucleon 19807
              atomic nucleus 19807
                atom 19807
                  main group element atom 19704
                    p-block element atom 19704
                      carbon group element atom 19626
                        carbon atom 19616
                          organic molecular entity 19616
                            organic group 18725
                              organic divalent group 18716
                                organodiyl group 18716
                                  carbonyl group 18664
                                    carbonyl compound 18664
                                      carboxylic acid 18361
                                        carboacyl group 17481
                                          univalent carboacyl group 17481
                                            carbamoyl group 17297
                                              carboxamide 17297
                                                lactam 8304
                                                  gamma-lactam 6586
                                                    pyrrolidin-2-ones 140
                                                      5-oxoproline 2
                                                        5-oxo-D-proline 0
                                                        5-oxo-L-proline + 2
paths to the root