N(omega)-methyl-L-arginine (CHEBI:28229)

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ChEBI Name	N^ω-methyl-L-arginine

ChEBI ID	CHEBI:28229

ChEBI ASCII Name	N(omega)-methyl-L-arginine

Definition	A L-arginine derivative with a N^ω-methyl substituent.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:7547, CHEBI:25685, CHEBI:21921

Supplier Information

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Formula

C7H16N4O2

Net Charge

Average Mass

188.231

Monoisotopic Mass

188.12733

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

C(NC(=N)NC)CC[C@@H](C(=O)O)N

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 )

ChEBI Ontology
Outgoing	N^ω-methyl-L-arginine (CHEBI:28229) is a L-arginine derivative (CHEBI:83965) N^ω-methyl-L-arginine (CHEBI:28229) is a guanidines (CHEBI:24436) N^ω-methyl-L-arginine (CHEBI:28229) is a non-proteinogenic L-α-amino acid (CHEBI:83822) N^ω-methyl-L-arginine (CHEBI:28229) is conjugate acid of N^ω-methyl-L-argininate (CHEBI:67015) N^ω-methyl-L-arginine (CHEBI:28229) is tautomer of N^ω-methyl-L-arginine zwitterion (CHEBI:60257)

Incoming	N^ω-methyl-L-argininate (CHEBI:67015) is conjugate base of N^ω-methyl-L-arginine (CHEBI:28229) N^ω-methyl-L-arginine zwitterion (CHEBI:60257) is tautomer of N^ω-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

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
N^G-monomethyl-L-arginine	ChemIDplus
Ngamma-Monomethyl-L-arginine	KEGG COMPOUND
ω-N-methylarginine	ChemIDplus
ω-N-monomethylarginine	ChemIDplus
targinina	ChEBI
targinine	ChemIDplus
targininum	ChEBI

Last Modified

21 November 2019