CHEBI:29016 - arginine

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ChEBI Name arginine
ChEBI ID CHEBI:29016
Definition An α-amino acid that is glycine in which the α-is substituted by a 3-guanidinopropyl group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:2643, CHEBI:22616
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Formula C6H14N4O2
Net Charge 0
Average Mass 174.20112
Monoisotopic Mass 174.112
InChI InChI=1S/C6H14N4O2/c7-4(5(11)12)2-1-3-10-6(8)9/h4H,1-3,7H2,(H,11,12)(H4,8,9,10)
InChIKey ODKSFYDXXFIFQN-UHFFFAOYSA-N
SMILES NC(CCCNC(N)=N)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): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing arginine (CHEBI:29016) has part 3-carbamimidamidopropyl group (CHEBI:50340)
arginine (CHEBI:29016) has role fundamental metabolite (CHEBI:78675)
arginine (CHEBI:29016) is a α-amino acid (CHEBI:33704)
arginine (CHEBI:29016) is a guanidines (CHEBI:24436)
arginine (CHEBI:29016) is conjugate acid of argininate (CHEBI:32695)
arginine (CHEBI:29016) is conjugate base of argininium(1+) (CHEBI:32696)
Incoming arginine derivative (CHEBI:22617) has functional parent arginine (CHEBI:29016)
D-arginine (CHEBI:15816) is a arginine (CHEBI:29016)
L-arginine (CHEBI:16467) is a arginine (CHEBI:29016)
argininium(1+) (CHEBI:32696) is conjugate acid of arginine (CHEBI:29016)
argininate (CHEBI:32695) is conjugate base of arginine (CHEBI:29016)
Nω-arginino group (CHEBI:22618) is substituent group from arginine (CHEBI:29016)
N2-arginino group (CHEBI:32698) is substituent group from arginine (CHEBI:29016)
arginine residue (CHEBI:32700) is substituent group from arginine (CHEBI:29016)
arginyl group (CHEBI:22619) is substituent group from arginine (CHEBI:29016)
IUPAC Name
arginine
Synonyms Sources
2-amino-5-(carbamimidamido)pentanoic acid IUPAC
2-amino-5-guanidinopentanoic acid JCBN
2-Amino-5-guanidinovaleric acid KEGG COMPOUND
Arginin ChEBI
Arginine KEGG COMPOUND
Harg IUPAC
Database Links Databases
C02385 KEGG COMPOUND
L-Arginine Wikipedia
View more database links
Registry Numbers Types Sources
1725411 Reaxys Registry Number Reaxys
1725411 Beilstein Registry Number Beilstein
7200-25-1 CAS Registry Number ChemIDplus
Citation Waiting for Citations Type Source
10848923 PubMed citation Europe PMC
Last Modified
29 September 2016