CHEBI:17196 - L-asparagine

ChEBI IDCHEBI:17196
ChEBI NameL-asparagine
Stars
ASCII NameL-asparagine
DefinitionAn optically active form of asparagine having L-configuration.
Secondary ChEBI IDsCHEBI:6191, CHEBI:13083, CHEBI:21242, CHEBI:40902
Last Modified19 April 2021
DownloadsMolfile
FormulaC4H8N2O3
Net Charge0
Average Mass132.119
Monoisotopic Mass132.05349
SMILESNC(=O)C[C@H](N)C(=O)O
InChIInChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
InChIKeyDCXYFEDJOCDNAF-REOHCLBHSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
- MetaboLights (MTBLS226) From MetaboLights
- MetaboLights (MTBLS425) From MetaboLights
- MetaboLights (MTBLS140) From MetaboLights
- MetaboLights (MTBLS337) From MetaboLights
- MetaboLights (MTBLS290) From MetaboLights
- MetaboLights (MTBLS152) From MetaboLights
- MetaboLights (MTBLS20) From MetaboLights
- MetaboLights (MTBLS177) From MetaboLights
- MetaboLights (MTBLS280) From MetaboLights
Escherichia coli (ncbitaxon:562)
- PubMed (6102982)
- PubMed (21988831)
Arabidopsis thaliana (ncbitaxon:3702) - PubMed (21800258)
Saccharomyces cerevisiae (ncbitaxon:4932) - PubMed (24678285) Source: yeast.sf.net
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.
Saccharomyces cerevisiae metabolite  Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
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).
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.
Daphnia magna metabolite  A Daphnia metabolite produced by the species Daphnia magna.
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-asparagine (CHEBI:17196) has role Escherichia coli metabolite (CHEBI:76971)
L-asparagine (CHEBI:17196) has role Saccharomyces cerevisiae metabolite (CHEBI:75772)
L-asparagine (CHEBI:17196) has role human metabolite (CHEBI:77746)
L-asparagine (CHEBI:17196) has role micronutrient (CHEBI:27027)
L-asparagine (CHEBI:17196) has role mouse metabolite (CHEBI:75771)
L-asparagine (CHEBI:17196) has role nutraceutical (CHEBI:50733)
L-asparagine (CHEBI:17196) has role plant metabolite (CHEBI:76924)
L-asparagine (CHEBI:17196) is a L-α-amino acid (CHEBI:15705)
L-asparagine (CHEBI:17196) is a asparagine (CHEBI:22653)
L-asparagine (CHEBI:17196) is a aspartate family amino acid (CHEBI:22658)
L-asparagine (CHEBI:17196) is a proteinogenic amino acid (CHEBI:83813)
L-asparagine (CHEBI:17196) is conjugate acid of L-asparaginate (CHEBI:32650)
L-asparagine (CHEBI:17196) is conjugate base of L-asparaginium (CHEBI:32651)
L-asparagine (CHEBI:17196) is enantiomer of D-asparagine (CHEBI:28159)
L-asparagine (CHEBI:17196) is tautomer of L-asparagine zwitterion (CHEBI:58048)
Incoming Relation(s)
L-asparagine derivative (CHEBI:52987) has functional parent L-asparagine (CHEBI:17196)
Ala-Asn (CHEBI:73330) has functional parent L-asparagine (CHEBI:17196)
Ala-Asn-Asn-Pro (CHEBI:73326) has functional parent L-asparagine (CHEBI:17196)
Ala-Asn-Asp-Pro (CHEBI:73329) has functional parent L-asparagine (CHEBI:17196)
Ala-Asn-Gln-Ser (CHEBI:73331) has functional parent L-asparagine (CHEBI:17196)
Ala-Phe-Trp-Asn (CHEBI:73379) has functional parent L-asparagine (CHEBI:17196)
Ala-Trp-Asn-Asp (CHEBI:73382) has functional parent L-asparagine (CHEBI:17196)
Arg-Asn-Gln-Arg (CHEBI:73397) has functional parent L-asparagine (CHEBI:17196)
Arg-Asn-Gly-Ser (CHEBI:73399) has functional parent L-asparagine (CHEBI:17196)
Asn-Arg (CHEBI:145751) has functional parent L-asparagine (CHEBI:17196)
Asn-Asn (CHEBI:73406) has functional parent L-asparagine (CHEBI:17196)
Asn-Asn-Pro-Ser (CHEBI:73407) has functional parent L-asparagine (CHEBI:17196)
Asn-Asp (CHEBI:73419) has functional parent L-asparagine (CHEBI:17196)
Asn-Gln (CHEBI:73421) has functional parent L-asparagine (CHEBI:17196)
Asn-Gly (CHEBI:73422) has functional parent L-asparagine (CHEBI:17196)
Asn-Gly-Pro-His (CHEBI:176851) has functional parent L-asparagine (CHEBI:17196)
Asn-His (CHEBI:73424) has functional parent L-asparagine (CHEBI:17196)
Asn-Ile (CHEBI:141421) has functional parent L-asparagine (CHEBI:17196)
Asn-Leu (CHEBI:141422) has functional parent L-asparagine (CHEBI:17196)
Asn-Leu-Asp-Asp (CHEBI:73408) has functional parent L-asparagine (CHEBI:17196)
Asn-Leu-Leu-Ser (CHEBI:73409) has functional parent L-asparagine (CHEBI:17196)
Asn-Leu-Phe-Asp (CHEBI:73411) has functional parent L-asparagine (CHEBI:17196)
Asn-Lys-His-His (CHEBI:176852) has functional parent L-asparagine (CHEBI:17196)
Asn-Met (CHEBI:141423) has functional parent L-asparagine (CHEBI:17196)
Asn-Met-Gln-Pro (CHEBI:138505) has functional parent L-asparagine (CHEBI:17196)
Asn-Met-Thr-Thr (CHEBI:138506) has functional parent L-asparagine (CHEBI:17196)
Asn-Met-Trp-Asn (CHEBI:73412) has functional parent L-asparagine (CHEBI:17196)
Asn-Phe (CHEBI:141424) has functional parent L-asparagine (CHEBI:17196)
Asn-Pro (CHEBI:73425) has functional parent L-asparagine (CHEBI:17196)
Asn-Ser (CHEBI:73426) has functional parent L-asparagine (CHEBI:17196)
Asn-Trp (CHEBI:141425) has functional parent L-asparagine (CHEBI:17196)
Asn-Trp-Asp-Ser (CHEBI:73414) has functional parent L-asparagine (CHEBI:17196)
Asn-Trp-Cys-His (CHEBI:73415) has functional parent L-asparagine (CHEBI:17196)
Asn-Tyr (CHEBI:73427) has functional parent L-asparagine (CHEBI:17196)
Gln-Asn (CHEBI:141428) has functional parent L-asparagine (CHEBI:17196)
Leu-Asn (CHEBI:73529) has functional parent L-asparagine (CHEBI:17196)
Leu-Asn-His (CHEBI:73530) has functional parent L-asparagine (CHEBI:17196)
Leu-Leu-Asn (CHEBI:73566) has functional parent L-asparagine (CHEBI:17196)
Leu-Phe-Asn (CHEBI:73570) has functional parent L-asparagine (CHEBI:17196)
Met-Asn (CHEBI:141442) has functional parent L-asparagine (CHEBI:17196)
Phe-Asn (CHEBI:73633) has functional parent L-asparagine (CHEBI:17196)
Thr-Asn (CHEBI:157889) has functional parent L-asparagine (CHEBI:17196)
Trp-Asn (CHEBI:141447) has functional parent L-asparagine (CHEBI:17196)
Tyr-Asn (CHEBI:141452) has functional parent L-asparagine (CHEBI:17196)
Val-Asn (CHEBI:73698) has functional parent L-asparagine (CHEBI:17196)
Val-Asn-Pro (CHEBI:73697) has functional parent L-asparagine (CHEBI:17196)
L-asparaginium (CHEBI:32651) is conjugate acid of L-asparagine (CHEBI:17196)
L-asparaginate (CHEBI:32650) is conjugate base of L-asparagine (CHEBI:17196)
D-asparagine (CHEBI:28159) is enantiomer of L-asparagine (CHEBI:17196)
N2-L-asparagino group (CHEBI:32654) is substituent group from L-asparagine (CHEBI:17196)
N4-L-asparagino group (CHEBI:32655) is substituent group from L-asparagine (CHEBI:17196)
L-asparagine residue (CHEBI:50347) is substituent group from L-asparagine (CHEBI:17196)
L-asparaginyl group (CHEBI:50348) is substituent group from L-asparagine (CHEBI:17196)
L-asparagine zwitterion (CHEBI:58048) is tautomer of L-asparagine (CHEBI:17196)
IUPAC Name 
L-asparagine
Synonyms  Source
L-AsparagineKEGG COMPOUND
2-Aminosuccinamic acidKEGG COMPOUND
(2S)-2,4-diamino-4-oxobutanoic acidIUPAC
(2S)-2-amino-3-carbamoylpropanoic acidJCBN
(S)-2-amino-3-carbamoylpropanoic acidChEBI
L-aspartic acid β-amideChEBI
Manual XrefsDatabases
C00152KEGG COMPOUND
ASNPDBeChem
DB00174DrugBank
HMDB0000168HMDB
ASNMetaCyc
AsparagineWikipedia
C00001341KNApSAcK
YMDB00226YMDB
ECMDB00168ECMDB
4126DrugCentral
FDB000787FooDB
Registry NumbersSources
Gmelin:3334Gmelin
Reaxys:1723527Reaxys
CAS:70-47-3KEGG COMPOUND
CAS:70-47-3ChemIDplus
CAS:70-47-3NIST Chemistry WebBook
Citations