CHEBI:58359 - L-glutamine zwitterion

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-glutamine zwitterion
ChEBI ID CHEBI:58359
ChEBI ASCII Name L-glutamine zwitterion
Definition An amino acid zwitterion arising from transfer of a proton from the carboxy to the amino group of L-glutamine; major species at pH 7.3.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C5H10N2O3
Net Charge 0
Average Mass 146.14450
Monoisotopic Mass 146.069
InChI InChI=1S/C5H10N2O3/c6-3(5(9)10)1-2-4(7)8/h3H,1-2,6H2,(H2,7,8)(H,9,10)/t3-/m0/s1
InChIKey ZDXPYRJPNDTMRX-VKHMYHEASA-N
SMILES NC(=O)CC[C@H]([NH3+])C([O-])=O
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): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-glutamine zwitterion (CHEBI:58359) has role metabolite (CHEBI:25212)
L-glutamine zwitterion (CHEBI:58359) is a amino acid zwitterion (CHEBI:35238)
L-glutamine zwitterion (CHEBI:58359) is a polar amino acid zwitterion (CHEBI:62031)
L-glutamine zwitterion (CHEBI:58359) is tautomer of L-glutamine (CHEBI:18050)
Incoming L-glutamine (CHEBI:18050) is tautomer of L-glutamine zwitterion (CHEBI:58359)
IUPAC Name
(2S)-5-amino-2-azaniumyl-5-oxopentanoate
Synonyms Sources
(2S)-5-amino-2-ammonio-5-oxopentanoate IUPAC
L-glutamine UniProt
Database Link Database
GLN MetaCyc
View more database links
Citation Waiting for Citations Type Source
17190852 PubMed citation Europe PMC
Last Modified
06 May 2014