CHEBI:22653 - asparagine

Main ChEBI Ontology Automatic Xrefs
ChEBI Name asparagine
ChEBI ID CHEBI:22653
Definition An α-amino acid in which one of the hydrogens attached to the α-carbon of glycine is substituted by a 2-amino-2-oxoethyl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C4H8N2O3
Net Charge 0
Average Mass 132.11800
InChI InChI=1S/C4H8N2O3/c5-2(4(8)9)1-3(6)7/h2H,1,5H2,(H2,6,7)(H,8,9)
InChIKey DCXYFEDJOCDNAF-UHFFFAOYSA-N
SMILES NC(CC(N)=O)C(O)=O
Metabolite of Species Details
Daphnia magna (NCBI:35525) See: Mixtures of similarly acting compounds in Daphnia magna: From gene to metabolite and beyondTine Vandenbrouck, Oliver A.H. Jones, Nathalie Dom, Julian L. Griffin, Wim De CoenEnvironment International 36 (2010) 254-268
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): Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing asparagine (CHEBI:22653) has part 2-amino-2-oxoethyl group (CHEBI:50330)
asparagine (CHEBI:22653) has role Daphnia magna metabolite (CHEBI:83056)
asparagine (CHEBI:22653) is a α-amino acid (CHEBI:33704)
asparagine (CHEBI:22653) is a dicarboxylic acid monoamide (CHEBI:35735)
asparagine (CHEBI:22653) is conjugate acid of asparaginate (CHEBI:32660)
asparagine (CHEBI:22653) is conjugate base of asparaginium (CHEBI:32661)
Incoming N-ethylasparagine (CHEBI:64308) has functional parent asparagine (CHEBI:22653)
asparagine derivative (CHEBI:22654) has functional parent asparagine (CHEBI:22653)
D-asparagine (CHEBI:28159) is a asparagine (CHEBI:22653)
L-asparagine (CHEBI:17196) is a asparagine (CHEBI:22653)
asparaginium (CHEBI:32661) is conjugate acid of asparagine (CHEBI:22653)
asparaginate (CHEBI:32660) is conjugate base of asparagine (CHEBI:22653)
N2-asparagino group (CHEBI:32662) is substituent group from asparagine (CHEBI:22653)
N4-asparagino group (CHEBI:22655) is substituent group from asparagine (CHEBI:22653)
asparagine residue (CHEBI:32664) is substituent group from asparagine (CHEBI:22653)
asparaginyl group (CHEBI:22656) is substituent group from asparagine (CHEBI:22653)
IUPAC Name
asparagine
Synonyms Sources
2,4-diamino-4-oxobutanoic acid IUPAC
2-amino-3-carbamoylpropanoic acid JCBN
Asn ChEBI
ASN ChEBI
Asparagin ChEBI
asparagina ChEBI
DL-Asparagine KEGG COMPOUND
Hasp IUPAC
N ChEBI
Database Links Databases
Asparagine Wikipedia
C16438 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
1723525 Beilstein Registry Number Beilstein
1723525 Reaxys Registry Number Reaxys
279043 Gmelin Registry Number Gmelin
3130-87-8 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22264337 PubMed citation CiteXplore
22770225 PubMed citation CiteXplore
Last Modified
02 December 2014