User Survey : Help improve ChEBI - please click here to take part in our quick User Survey.

CHEBI:17196 - L-asparagine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name L-asparagine
ChEBI ID CHEBI:17196
ChEBI ASCII Name L-asparagine
Definition An optically active form of asparagine having L-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40902, CHEBI:6191, CHEBI:13083, CHEBI:21242
Supplier Information
Save molfile Download Molfile
Wikipedia License
Waiting for wikipedia content
Read full article at Wikipedia
Formula C4H8N2O3
Net Charge 0
Average Mass 132.11800
Monoisotopic Mass 132.053
InChI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)/t2-/m0/s1
InChIKey DCXYFEDJOCDNAF-REOHCLBHSA-N
SMILES N[C@@H](CC(N)=O)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Arabidopsis thaliana (NCBI:3702) See: PubMed
Saccharomyces cerevisiae (NCBI:4932) Source: yeast.sf.net See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Homo sapiens (NCBI:9606) See: DOI
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
Saccharomyces cerevisiae metabolite
Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ).
micronutrient

human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
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.
(via asparagine )
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
(via asparagine )
Application(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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) 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 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-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-His (CHEBI:73424) 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-Met-Trp-Asn (CHEBI:73412) 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-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)
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)
Phe-Asn (CHEBI:73633) has functional parent L-asparagine (CHEBI:17196)
Pro-Arg (CHEBI:73645) has functional parent L-asparagine (CHEBI:17196)
Val-Arg (CHEBI:73711) 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 Sources
(2S)-2,4-diamino-4-oxobutanoic acid IUPAC
(2S)-2-amino-3-carbamoylpropanoic acid JCBN
(S)-2-amino-3-carbamoylpropanoic acid ChEBI
(S)-Asparagine DrugBank
2-Aminosuccinamic acid KEGG COMPOUND
α-aminosuccinamic acid ChemIDplus
Asn NIST Chemistry WebBook
ASPARAGINE PDBeChem
Aspartamic acid DrugBank
L-2-aminosuccinamic acid ChemIDplus
L-Asparagin ChEBI
L-Asparagine KEGG COMPOUND
L-aspartic acid β-amide ChEBI
N NIST Chemistry WebBook
Database Links Databases
ASN PDBeChem
ASN MetaCyc
Asparagine Wikipedia
C00001341 KNApSAcK
C00152 KEGG COMPOUND
DB00174 DrugBank
ECMDB00168 ECMDB
HMDB00168 HMDB
YMDB00226 YMDB
View more database links
Registry Numbers Types Sources
1723527 Reaxys Registry Number Reaxys
1723527 Beilstein Registry Number Beilstein
3334 Gmelin Registry Number Gmelin
70-47-3 CAS Registry Number KEGG COMPOUND
70-47-3 CAS Registry Number NIST Chemistry WebBook
70-47-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
12142634 PubMed citation Europe PMC
15907185 PubMed citation Europe PMC
16190636 PubMed citation Europe PMC
16368161 PubMed citation Europe PMC
16668324 PubMed citation Europe PMC
17497286 PubMed citation Europe PMC
21800258 PubMed citation Europe PMC
21854356 PubMed citation Europe PMC
22513289 PubMed citation Europe PMC
Last Modified
27 January 2016