CHEBI:18183 - 5-oxo-L-proline

ChEBI IDCHEBI:18183
ChEBI Name5-oxo-L-proline
Stars
ASCII Name5-oxo-L-proline
DefinitionAn optically active form of 5-oxoproline having L-configuration.
Secondary ChEBI IDsCHEBI:2113, CHEBI:12153, CHEBI:20619, CHEBI:44704
Last Modified11 August 2016
DownloadsMolfile
FormulaC5H7NO3
Net Charge0
Average Mass129.115
Monoisotopic Mass129.04259
SMILESO=C1CC[C@@H](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)/t3-/m0/s1
InChIKeyODHCTXKNWHHXJC-VKHMYHEASA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Roles Classification
Chemical Roles:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
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.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
5-oxo-L-proline (CHEBI:18183) has role algal metabolite (CHEBI:84735)
5-oxo-L-proline (CHEBI:18183) is a L-proline derivative (CHEBI:84186)
5-oxo-L-proline (CHEBI:18183) is a 5-oxoproline (CHEBI:16010)
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 Relation(s)
pyroglutamylglycine (CHEBI:83067) has functional parent 5-oxo-L-proline (CHEBI:18183)
pyroglutamylvaline (CHEBI:132991) 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  Source
(−)-2-pyrrolidone-5-carboxylic acidChemIDplus
5-Oxo-L-prolineKEGG COMPOUND
5-Oxo-L-prolineKEGG COMPOUND
5-Pyrrolidone-2-carboxylic acidKEGG COMPOUND
(S)-(−)-2-pyrrolidone-5-carboxylic acidNIST Chemistry WebBook
(S)-pyroglutamic acidChemIDplus
Manual XrefsDatabases
5-OXOPROLINEMetaCyc
C00007403KNApSAcK
C01879KEGG COMPOUND
DB03088DrugBank
HMDB0000267HMDB
PCAPDBeChem
Pyroglutamic_acidWikipedia
YMDB00107YMDB
Registry NumbersSources
Gmelin:1125330Gmelin
Beilstein:5251861Beilstein
Reaxys:82132Reaxys
CAS:98-79-3ChemIDplus
CAS:98-79-3NIST Chemistry WebBook
CAS:98-79-3KEGG COMPOUND
Citations