CHEBI:22653 - asparagine

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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
Monoisotopic Mass 132.05349
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
Chlamydomonas reinhardtii (NCBI:txid3055) See: PubMed
Daphnia magna (NCBI:txid35525) 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 base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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.
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) has role algal metabolite (CHEBI:84735)
asparagine (CHEBI:22653) is a α-amino acid (CHEBI:33704)
asparagine (CHEBI:22653) is a dicarboxylic acid monoamide (CHEBI:35735)
asparagine (CHEBI:22653) is a polar amino acid (CHEBI:26167)
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
Manual Xrefs Databases
Asparagine Wikipedia
C16438 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
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 Europe PMC
22770225 PubMed citation Europe PMC
Last Modified
29 July 2019