CHEBI:16467 - L-arginine

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ChEBI Name L-arginine
ChEBI ID CHEBI:16467
ChEBI ASCII Name L-arginine
Definition An L-α-amino acid that is the L-isomer of arginine.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:6185, CHEBI:13077, CHEBI:42927, CHEBI:21235
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Formula C6H14N4O2
Net Charge 0
Average Mass 174.20100
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)/t4-/m0/s1
InChIKey ODKSFYDXXFIFQN-BYPYZUCNSA-N
SMILES N[C@@H](CCCNC(N)=N)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Escherichia coli (NCBI:562) See: PubMed
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.
micronutrient
Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
fundamental metabolite
Any metabolite produced by all living cells.
(via arginine )
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.
biomarker
A substance used as an indicator of a biological state.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing L-arginine (CHEBI:16467) has role Escherichia coli metabolite (CHEBI:76971)
L-arginine (CHEBI:16467) has role biomarker (CHEBI:59163)
L-arginine (CHEBI:16467) has role micronutrient (CHEBI:27027)
L-arginine (CHEBI:16467) has role mouse metabolite (CHEBI:75771)
L-arginine (CHEBI:16467) has role nutraceutical (CHEBI:50733)
L-arginine (CHEBI:16467) is a L-α-amino acid (CHEBI:15705)
L-arginine (CHEBI:16467) is a arginine (CHEBI:29016)
L-arginine (CHEBI:16467) is a glutamine family amino acid (CHEBI:24318)
L-arginine (CHEBI:16467) is a proteinogenic amino acid (CHEBI:83813)
L-arginine (CHEBI:16467) is conjugate acid of L-argininate (CHEBI:32681)
L-arginine (CHEBI:16467) is conjugate base of L-argininium(1+) (CHEBI:32682)
L-arginine (CHEBI:16467) is enantiomer of D-arginine (CHEBI:15816)
Incoming 5-methyl-L-arginine (CHEBI:20604) has functional parent L-arginine (CHEBI:16467)
N-acyl-L-arginine (CHEBI:21645) has functional parent L-arginine (CHEBI:16467)
L-arginine derivative (CHEBI:83965) has functional parent L-arginine (CHEBI:16467)
L-arginyl-L-amino acid (CHEBI:134262) has functional parent L-arginine (CHEBI:16467)
Ala-Arg (CHEBI:137238) has functional parent L-arginine (CHEBI:16467)
Ala-Met-Ser-Arg (CHEBI:73376) has functional parent L-arginine (CHEBI:16467)
Arg-Asn-Gln-Arg (CHEBI:73397) has functional parent L-arginine (CHEBI:16467)
Arg-Asn-Gly-Ser (CHEBI:73399) has functional parent L-arginine (CHEBI:16467)
Arg-Asp-Gln-Ser (CHEBI:137242) has functional parent L-arginine (CHEBI:16467)
Arg-Lys-Cys-Gly (CHEBI:73401) has functional parent L-arginine (CHEBI:16467)
Arg-Phe-Phe-Cys (CHEBI:73402) has functional parent L-arginine (CHEBI:16467)
Arg-Thr-Cys-Cys (CHEBI:73404) has functional parent L-arginine (CHEBI:16467)
Arg-Thr-Thr-Asp (CHEBI:138503) has functional parent L-arginine (CHEBI:16467)
Arg-Trp-Ser-Tyr (CHEBI:73405) has functional parent L-arginine (CHEBI:16467)
Asp-Arg (CHEBI:73445) has functional parent L-arginine (CHEBI:16467)
Asp-Gln-Arg (CHEBI:73447) has functional parent L-arginine (CHEBI:16467)
Leu-Arg (CHEBI:73528) has functional parent L-arginine (CHEBI:16467)
Phe-Arg (CHEBI:73632) has functional parent L-arginine (CHEBI:16467)
Glu-Trp-Asp-Arg (CHEBI:138509) is a L-arginine (CHEBI:16467)
L-argininium(1+) (CHEBI:32682) is conjugate acid of L-arginine (CHEBI:16467)
L-argininate (CHEBI:32681) is conjugate base of L-arginine (CHEBI:16467)
D-arginine (CHEBI:15816) is enantiomer of L-arginine (CHEBI:16467)
Nω-L-arginino group (CHEBI:32686) is substituent group from L-arginine (CHEBI:16467)
N2-L-arginino group (CHEBI:32685) is substituent group from L-arginine (CHEBI:16467)
L-arginine residue (CHEBI:29952) is substituent group from L-arginine (CHEBI:16467)
L-arginyl group (CHEBI:32684) is substituent group from L-arginine (CHEBI:16467)
IUPAC Name
L-arginine
INN Source
arginine KEGG DRUG
Synonyms Sources
(2S)-2-amino-5-(carbamimidamido)pentanoic acid IUPAC
(2S)-2-amino-5-guanidinopentanoic acid JCBN
(S)-2-amino-5-guanidinopentanoic acid ChEBI
(S)-2-Amino-5-guanidinovaleric acid KEGG COMPOUND
Arg DrugBank
L-(+)-arginine NIST Chemistry WebBook
L-Arg DrugBank
L-Arginin ChEBI
L-Arginine KEGG COMPOUND
R MetaCyc
Database Links Databases
1549 DrugCentral
ARG MetaCyc
ARG PDBeChem
C00001340 KNApSAcK
C00062 KEGG COMPOUND
D02982 KEGG DRUG
DB00125 DrugBank
ECMDB00517 ECMDB
GND PDBeChem
HMDB0000517 HMDB
L-arginine Wikipedia
YMDB00592 YMDB
View more database links
Registry Numbers Types Sources
1725413 Reaxys Registry Number Reaxys
1725413 Beilstein Registry Number ChemIDplus
74-79-3 CAS Registry Number KEGG COMPOUND
74-79-3 CAS Registry Number NIST Chemistry WebBook
74-79-3 CAS Registry Number ChemIDplus
83283 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
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Last Modified
25 September 2017