CHEBI:18183 - 5-oxo-L-proline

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ChEBI Name 5-oxo-L-proline
ChEBI ID CHEBI:18183
ChEBI ASCII Name 5-oxo-L-proline
Definition An optically active form of 5-oxoproline having L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44704, CHEBI:2113, CHEBI:12153, CHEBI:20619
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Formula C5H7NO3
Net Charge 0
Average Mass 129.11400
InChI InChI=1S/C5H7NO3/c7-4-2-1-3(6-4)5(8)9/h3H,1-2H2,(H,6,7)(H,8,9)/t3-/m0/s1
InChIKey ODHCTXKNWHHXJC-VKHMYHEASA-N
SMILES OC(=O)[C@@H]1CCC(=O)N1
Metabolite of Species Details
Chlamydomonas reinhardtii (NCBI:3055) 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): algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via 5-oxoproline )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 5-oxo-L-proline (CHEBI:18183) has role algal metabolite (CHEBI:84735)
5-oxo-L-proline (CHEBI:18183) is a 5-oxoproline (CHEBI:16010)
5-oxo-L-proline (CHEBI:18183) is a L-proline derivative (CHEBI:84186)
5-oxo-L-proline (CHEBI:18183) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
5-oxo-L-proline (CHEBI:18183) is conjugate acid of 5-oxo-L-prolinate (CHEBI:58402)
5-oxo-L-proline (CHEBI:18183) is enantiomer of 5-oxo-D-proline (CHEBI:16924)
Incoming pyroglutamylglycine (CHEBI:83067) has functional parent 5-oxo-L-proline (CHEBI:18183)
5-oxo-L-prolinate (CHEBI:58402) is conjugate base of 5-oxo-L-proline (CHEBI:18183)
5-oxo-D-proline (CHEBI:16924) is enantiomer of 5-oxo-L-proline (CHEBI:18183)
5-oxo-L-proline residue (CHEBI:30652) is substituent group from 5-oxo-L-proline (CHEBI:18183)
N-terminal 5-oxo-L-proline residue (CHEBI:87215) is substituent group from 5-oxo-L-proline (CHEBI:18183)
IUPAC Names
(2S)-5-oxopyrrolidine-2-carboxylic acid
5-oxo-L-proline
Synonyms Sources
(−)-2-pyrrolidone-5-carboxylic acid ChemIDplus
(S)-(−)-2-pyrrolidone-5-carboxylic acid NIST Chemistry WebBook
(S)-pyroglutamic acid ChemIDplus
5-Oxo-L-proline KEGG COMPOUND
5-Oxo-L-proline KEGG COMPOUND
5-Pyrrolidone-2-carboxylic acid KEGG COMPOUND
L-5-Pyrrolidone-2-carboxylic acid KEGG COMPOUND
L-Pyroglutamic acid KEGG COMPOUND
pidolic acid ChemIDplus
Pyroglutamate KEGG COMPOUND
Pyroglutamic acid KEGG COMPOUND
PYROGLUTAMIC ACID PDBeChem
Database Links Databases
5-OXOPROLINE MetaCyc
C00007403 KNApSAcK
C01879 KEGG COMPOUND
DB03088 DrugBank
HMDB00267 HMDB
PCA PDBeChem
Pyroglutamic_acid Wikipedia
YMDB00107 YMDB
View more database links
Registry Numbers Types Sources
1125330 Gmelin Registry Number Gmelin
5251861 Beilstein Registry Number Beilstein
82132 Reaxys Registry Number Reaxys
82132 Beilstein Registry Number Beilstein
98-79-3 CAS Registry Number ChemIDplus
98-79-3 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
17439666 PubMed citation CiteXplore
22560249 PubMed citation CiteXplore
22619187 PubMed citation CiteXplore
Last Modified
10 June 2015