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
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Chlamydomonas reinhardtii (ncbitaxon:3055) - PubMed (25515814)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
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.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
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.
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
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
L-GlutamineKEGG COMPOUND
L-2-Aminoglutaramic acidKEGG COMPOUND
L-2-aminoglutaramic acidChEBI
QChEBI
(2S)-2,5-diamino-5-oxopentanoic acidIUPAC
(2S)-2-amino-4-carbamoylbutanoic acidJCBN
Manual XrefsDatabases
C00064KEGG COMPOUND
GLNPDBeChem
D00015KEGG DRUG
DB00130DrugBank
HMDB0000641HMDB
GLNMetaCyc
GlutamineWikipedia
C00001359KNApSAcK
YMDB00002YMDB
ECMDB00641ECMDB
LSM-4741LINCS
1311DrugCentral
Registry NumbersSources
Gmelin:3509Gmelin
Reaxys:1723797Reaxys
CAS:56-85-9KEGG COMPOUND
CAS:56-85-9ChemIDplus
CAS:56-85-9NIST Chemistry WebBook
Citations