CHEBI:28229 - Nω-methyl-L-arginine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Nω-methyl-L-arginine
ChEBI ID CHEBI:28229
ChEBI ASCII Name N(omega)-methyl-L-arginine
Definition A L-arginine derivative with a Nω-methyl substituent.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:7547, CHEBI:25685, CHEBI:21921
Supplier Information
Download Molfile XML SDF
Formula C7H16N4O2
Net Charge 0
Average Mass 188.22770
Monoisotopic Mass 188.127
InChI InChI=1S/C7H16N4O2/c1-10-7(9)11-4-2-3-5(8)6(12)13/h5H,2-4,8H2,1H3,(H,12,13)(H3,9,10,11)/t5-/m0/s1
InChIKey NTNWOCRCBQPEKQ-YFKPBYRVSA-N
SMILES CNC(=N)NCCC[C@H](N)C(O)=O
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): mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via L-alpha-amino acid )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Nω-methyl-L-arginine (CHEBI:28229) is a L-arginine derivative (CHEBI:83965)
Nω-methyl-L-arginine (CHEBI:28229) is a guanidines (CHEBI:24436)
Nω-methyl-L-arginine (CHEBI:28229) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Nω-methyl-L-arginine (CHEBI:28229) is conjugate acid of Nω-methyl-L-argininate (CHEBI:67015)
Nω-methyl-L-arginine (CHEBI:28229) is tautomer of Nω-methyl-L-arginine zwitterion (CHEBI:60257)
Incoming Nω-methyl-L-argininate (CHEBI:67015) is conjugate base of Nω-methyl-L-arginine (CHEBI:28229)
Nω-methyl-L-arginine zwitterion (CHEBI:60257) is tautomer of Nω-methyl-L-arginine (CHEBI:28229)
IUPAC Names
(2S)-2-amino-5-(N'-methylcarbamimidamido)pentanoic acid
(2S)-2-amino-5-{[imino(methylamino)methyl]amino}pentanoic acid
N5-(N-methylcarbamimidoyl)-L-ornithine
N5-[imino(methylamino)methyl]-L-ornithine
INNs Sources
tilarginina ChEBI
tilarginine ChemIDplus
tilargininum ChEBI
Synonyms Sources
acide (2S)-2-amino-5-(3-méthylguanidino)pentanoïque ChEBI
L-monomethylarginine ChemIDplus
L-NMMA ChemIDplus
N-monomethyl-L-arginine ChemIDplus
N5-(methylamidino)-L-ornithine ChemIDplus
N5-(metilamidino)-L-ornitina ChEBI
NG-monomethyl-L-arginine ChemIDplus
Ngamma-Monomethyl-L-arginine KEGG COMPOUND
ω-N-methylarginine ChemIDplus
ω-N-monomethylarginine ChemIDplus
targinina ChEBI
targinine ChemIDplus
targininum ChEBI
Database Links Databases
C03884 KEGG COMPOUND
NMM PDBeChem
View more database links
Registry Numbers Types Sources
17035-90-4 CAS Registry Number ChemIDplus
2262067 Beilstein Registry Number Beilstein
Last Modified
08 January 2015