5-oxo-L-proline (CHEBI:18183)

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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

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)/t3-/m0/s1

InChIKey

ODHCTXKNWHHXJC-VKHMYHEASA-N

SMILES

OC(=O)[C@@H]1CCC(=O)N1

Metabolite of Species	Details
Chlamydomonas reinhardtii (NCBI:txid3055)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) 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. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). (via 5-oxoproline )

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) 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	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

Last Modified

11 August 2016