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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:16467 -
L
-arginine
Main
ChEBI Ontology
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Pathways
Models
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
Supplier Information
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Wikipedia
License
Read full article at Wikipedia
Formula
C6H14N4O2
Net Charge
0
Average Mass
174.20100
Monoisotopic Mass
174.11168
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:txid10090)
Source: BioModels - MODEL1507180067 See:
PubMed
Escherichia coli
(NCBI:txid562)
See:
PubMed
Escherichia coli
(NCBI:txid562)
See:
PubMed
Roles Classification
Chemical Role
(s):
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Br
o
nsted acid).
(via
organic amino compound
)
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Br
o
nsted 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
).
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-Asp (
CHEBI:156342
)
has functional parent
L
-arginine (
CHEBI:16467
)
Arg-Asp-Gln-Ser (
CHEBI:137242
)
has functional parent
L
-arginine (
CHEBI:16467
)
Arg-Gly (
CHEBI:157792
)
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-Pro (
CHEBI:141419
)
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-Pro (
CHEBI:156080
)
has functional parent
L
-arginine (
CHEBI:16467
)
Arg-Trp-Ser-Tyr (
CHEBI:73405
)
has functional parent
L
-arginine (
CHEBI:16467
)
Asn-Arg (
CHEBI:145751
)
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
)
Cys-Arg (
CHEBI:157802
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Arg (
CHEBI:157844
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Arg-Gly (
CHEBI:162704
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Arg-Gly-Met (
CHEBI:191942
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Arg-Gly-Met-Thr (
CHEBI:191943
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Asp-Arg (
CHEBI:156374
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Glu-Arg (
CHEBI:144557
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Gly-Arg-chloromethylketone (
CHEBI:157651
)
has functional parent
L
-arginine (
CHEBI:16467
)
Glu-Trp-Asp-Arg (
CHEBI:138509
)
has functional parent
L
-arginine (
CHEBI:16467
)
Gly-Arg-Pro (
CHEBI:144473
)
has functional parent
L
-arginine (
CHEBI:16467
)
Leu-Arg (
CHEBI:73528
)
has functional parent
L
-arginine (
CHEBI:16467
)
MI-1148 (
CHEBI:167663
)
has functional parent
L
-arginine (
CHEBI:16467
)
Phe-Arg (
CHEBI:73632
)
has functional parent
L
-arginine (
CHEBI:16467
)
Phe-Arg-Thr (
CHEBI:144556
)
has functional parent
L
-arginine (
CHEBI:16467
)
poly(glycyl-
L
-arginine) (
CHEBI:142891
)
has functional parent
L
-arginine (
CHEBI:16467
)
Pro-Arg (
CHEBI:73645
)
has functional parent
L
-arginine (
CHEBI:16467
)
Pro-Arg-Pro (
CHEBI:144903
)
has functional parent
L
-arginine (
CHEBI:16467
)
Val-Arg (
CHEBI:73711
)
has functional parent
L
-arginine (
CHEBI:16467
)
L-arginine-d7 (
CHEBI:192075
)
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
)
N
ω
-
L
-arginino group (
CHEBI:32686
)
is substituent group from
L
-arginine (
CHEBI:16467
)
N
2
-
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
(2
S
)-2-amino-5-(carbamimidamido)pentanoic acid
IUPAC
(2
S
)-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
Manual Xrefs
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
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
Types
Sources
10848923
PubMed citation
Europe PMC
11139824
PubMed citation
Europe PMC
11300497
PubMed citation
Europe PMC
11898853
PubMed citation
Europe PMC
12812828
PubMed citation
Europe PMC
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PubMed citation
Europe PMC
15465805
PubMed citation
Europe PMC
16056256
PubMed citation
Europe PMC
16416365
PubMed citation
Europe PMC
17168727
PubMed citation
Europe PMC
17439666
PubMed citation
Europe PMC
19030957
PubMed citation
Europe PMC
21600268
PubMed citation
Europe PMC
21814794
PubMed citation
Europe PMC
22179117
PubMed citation
Europe PMC
22243793
PubMed citation
Europe PMC
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PubMed citation
Europe PMC
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PubMed citation
Europe PMC
22425811
PubMed citation
Europe PMC
22428068
PubMed citation
Europe PMC
22439203
PubMed citation
Europe PMC
22553931
PubMed citation
Europe PMC
22619480
PubMed citation
Europe PMC
22626826
PubMed citation
Europe PMC
22652429
PubMed citation
Europe PMC
22667467
PubMed citation
Europe PMC
22709481
PubMed citation
Europe PMC
8070089
PubMed citation
Europe PMC
Last Modified
24 December 2024