CHEBI:18050 - L-glutamine

ChEBI IDCHEBI:18050
ChEBI NameL-glutamine
Stars
ASCII NameL-glutamine
DefinitionAn optically active form of glutamine having L-configuration.
Secondary ChEBI IDsCHEBI:6227, CHEBI:13110, CHEBI:21308, CHEBI:42812, CHEBI:42814, CHEBI:42899, CHEBI:42943
Last Modified19 April 2021
DownloadsMolfile
FormulaC5H10N2O3
Net Charge0
Average Mass146.146
Monoisotopic Mass146.06914
SMILESNC(=O)CC[C@H](N)C(=O)O
InChIInChI=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
InChIKeyZDXPYRJPNDTMRX-VKHMYHEASA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Roles Classification
Chemical Roles:
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).
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:
micronutrient  Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
EC 1.14.13.39 (nitric oxide synthase) inhibitor  An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).
fundamental metabolite  Any metabolite produced by all living cells.
Application:
nutraceutical  A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance.
ChEBI Ontology
Outgoing Relation(s)
L-glutamine (CHEBI:18050) has role Escherichia coli metabolite (CHEBI:76971)
L-glutamine (CHEBI:18050) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-glutamine (CHEBI:18050) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
L-glutamine (CHEBI:18050) has role human metabolite (CHEBI:77746)
L-glutamine (CHEBI:18050) has role micronutrient (CHEBI:27027)
L-glutamine (CHEBI:18050) has role mouse metabolite (CHEBI:75771)
L-glutamine (CHEBI:18050) has role nutraceutical (CHEBI:50733)
L-glutamine (CHEBI:18050) is a L-α-amino acid (CHEBI:15705)
L-glutamine (CHEBI:18050) is a glutamine (CHEBI:28300)
L-glutamine (CHEBI:18050) is a glutamine family amino acid (CHEBI:24318)
L-glutamine (CHEBI:18050) is a proteinogenic amino acid (CHEBI:83813)
L-glutamine (CHEBI:18050) is conjugate acid of L-glutaminate (CHEBI:32665)
L-glutamine (CHEBI:18050) is conjugate base of L-glutaminium (CHEBI:32666)
L-glutamine (CHEBI:18050) is enantiomer of D-glutamine (CHEBI:17061)
L-glutamine (CHEBI:18050) is tautomer of L-glutamine zwitterion (CHEBI:58359)
Incoming Relation(s)
L-glutamine derivative (CHEBI:24317) has functional parent L-glutamine (CHEBI:18050)
2-methyl-L-glutamine (CHEBI:43949) has functional parent L-glutamine (CHEBI:18050)
Ala-Asn-Gln-Ser (CHEBI:73331) has functional parent L-glutamine (CHEBI:18050)
Ala-Gln-Pro (CHEBI:73347) has functional parent L-glutamine (CHEBI:18050)
Ala-Leu-Thr-Gln (CHEBI:73372) has functional parent L-glutamine (CHEBI:18050)
Ala-Met-Gln-Gln (CHEBI:137239) has functional parent L-glutamine (CHEBI:18050)
Arg-Asn-Gln-Arg (CHEBI:73397) has functional parent L-glutamine (CHEBI:18050)
Arg-Asp-Gln-Ser (CHEBI:137242) has functional parent L-glutamine (CHEBI:18050)
Asn-Gln (CHEBI:73421) has functional parent L-glutamine (CHEBI:18050)
Asn-Met-Gln-Pro (CHEBI:138505) has functional parent L-glutamine (CHEBI:18050)
Asp-Gln-Arg (CHEBI:73447) has functional parent L-glutamine (CHEBI:18050)
Asp-Gln-Ser (CHEBI:73448) has functional parent L-glutamine (CHEBI:18050)
Asp-Leu-Asp-Gln (CHEBI:73428) has functional parent L-glutamine (CHEBI:18050)
Asp-Leu-Leu-Gln (CHEBI:73429) has functional parent L-glutamine (CHEBI:18050)
Asp-Phe-Asp-Gln (CHEBI:73437) has functional parent L-glutamine (CHEBI:18050)
chrysopine (CHEBI:83079) has functional parent L-glutamine (CHEBI:18050)
Cys-Gln-Gln (CHEBI:156079) has functional parent L-glutamine (CHEBI:18050)
Cys-Met-Gln (CHEBI:144427) has functional parent L-glutamine (CHEBI:18050)
Gln-Asn (CHEBI:141428) has functional parent L-glutamine (CHEBI:18050)
Gln-Cys-Cys (CHEBI:144458) has functional parent L-glutamine (CHEBI:18050)
Gln-Gln (CHEBI:73846) has functional parent L-glutamine (CHEBI:18050)
Gln-Leu (CHEBI:141429) has functional parent L-glutamine (CHEBI:18050)
Gln-Leu-Leu-Pro (CHEBI:73463) has functional parent L-glutamine (CHEBI:18050)
Gln-Phe (CHEBI:141430) has functional parent L-glutamine (CHEBI:18050)
Gln-Phe-Trp-Tyr (CHEBI:73464) has functional parent L-glutamine (CHEBI:18050)
Gln-Phe-Tyr (CHEBI:156250) has functional parent L-glutamine (CHEBI:18050)
Gln-Ser (CHEBI:157840) has functional parent L-glutamine (CHEBI:18050)
Gln-Trp (CHEBI:141431) has functional parent L-glutamine (CHEBI:18050)
Gln-Tyr (CHEBI:141432) has functional parent L-glutamine (CHEBI:18050)
Gln-Val (CHEBI:141433) has functional parent L-glutamine (CHEBI:18050)
Glu-Asp-Gln-Gln (CHEBI:73465) has functional parent L-glutamine (CHEBI:18050)
Glu-Gln (CHEBI:141435) has functional parent L-glutamine (CHEBI:18050)
Glu-Glu-Gln (CHEBI:144559) has functional parent L-glutamine (CHEBI:18050)
Glu-Phe-Gln-Gln (CHEBI:73488) has functional parent L-glutamine (CHEBI:18050)
indigoidine (CHEBI:79296) has functional parent L-glutamine (CHEBI:18050)
Leu-Asp-Gln (CHEBI:73561) has functional parent L-glutamine (CHEBI:18050)
Leu-Thr-Gln (CHEBI:73574) has functional parent L-glutamine (CHEBI:18050)
Lys-Gln (CHEBI:73600) has functional parent L-glutamine (CHEBI:18050)
γ-Glu-Gln (CHEBI:73707) has functional parent L-glutamine (CHEBI:18050)
γ-glutamyl-β-cyanoalanine (CHEBI:10565) has functional parent L-glutamine (CHEBI:18050)
L-glutaminium (CHEBI:32666) is conjugate acid of L-glutamine (CHEBI:18050)
L-glutaminate (CHEBI:32665) is conjugate base of L-glutamine (CHEBI:18050)
D-glutamine (CHEBI:17061) is enantiomer of L-glutamine (CHEBI:18050)
N2-L-glutamino group (CHEBI:32668) is substituent group from L-glutamine (CHEBI:18050)
N5-L-glutamino group (CHEBI:32669) is substituent group from L-glutamine (CHEBI:18050)
L-glutamine residue (CHEBI:30011) is substituent group from L-glutamine (CHEBI:18050)
L-glutaminyl group (CHEBI:32667) is substituent group from L-glutamine (CHEBI:18050)
L-glutamine zwitterion (CHEBI:58359) is tautomer of L-glutamine (CHEBI:18050)
IUPAC Name 
L-glutamine
Synonyms  Source
(2S)-2,5-diamino-5-oxopentanoic acidIUPAC
(2S)-2-amino-4-carbamoylbutanoic acidJCBN
Glutamic acid 5-amideHMDB
Glutamic acid amideHMDB
GLUTAMINEPDBeChem
(S)-2,5-diamino-5-oxopentanoic acidChEBI
Manual XrefsDatabases
1311DrugCentral
C00001359KNApSAcK
C00064KEGG COMPOUND
D00015KEGG DRUG
DB00130DrugBank
ECMDB00641ECMDB
GLNPDBeChem
GLNMetaCyc
GlutamineWikipedia
HMDB0000641HMDB
LSM-4741LINCS
YMDB00002YMDB
Registry NumbersSources
Reaxys:1723797Reaxys
Gmelin:3509Gmelin
CAS:56-85-9KEGG COMPOUND
CAS:56-85-9NIST Chemistry WebBook
CAS:56-85-9ChemIDplus
Citations