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

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CHEBI:28229 - N^ω-methyl-L-arginine

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ChEBI ID	CHEBI:28229
ChEBI Name	N^ω-methyl-L-arginine
Stars
ASCII Name	N(omega)-methyl-L-arginine
Definition	A L-arginine derivative with a N^ω-methyl substituent.
Secondary ChEBI IDs	CHEBI:7547, CHEBI:21921, CHEBI:25685
Last Modified	21 November 2019
Downloads	Molfile

Formula	C7H16N4O2
Net Charge	0
Average Mass	188.231
Monoisotopic Mass	188.12733
SMILES	CNC(=N)NCCC[C@H](N)C(=O)O
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

Roles Classification

Chemical Roles:	Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:	anti-HIV agent An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
Applications:	cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. antihypertensive agent Any drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism. hepatoprotective agent Any compound that is able to prevent damage to the liver. anticholesteremic drug A substance used to lower plasma cholesterol levels.

ChEBI Ontology

Outgoing Relation(s)
	N^ω-methyl-L-arginine (CHEBI:28229) has role anti-anaemic agent (CHEBI:75835)
	N^ω-methyl-L-arginine (CHEBI:28229) has role anti-HIV agent (CHEBI:64946)
	N^ω-methyl-L-arginine (CHEBI:28229) has role anticholesteremic drug (CHEBI:35821)
	N^ω-methyl-L-arginine (CHEBI:28229) has role antihypertensive agent (CHEBI:35674)
	N^ω-methyl-L-arginine (CHEBI:28229) has role antineoplastic agent (CHEBI:35610)
	N^ω-methyl-L-arginine (CHEBI:28229) has role cardiovascular drug (CHEBI:35554)
	N^ω-methyl-L-arginine (CHEBI:28229) has role hepatoprotective agent (CHEBI:62868)
	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 Relation(s)
	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

INNs	Source
tilarginina	ChEBI
tilarginine	ChemIDplus
tilargininum	ChEBI

Synonyms	Source
acide (2S)-2-amino-5-(3-méthylguanidino)pentanoïque	ChEBI
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

Manual Xrefs	Databases
C03884	KEGG COMPOUND
NMM	PDBeChem

Registry Numbers	Sources
Beilstein:2262067	Beilstein
CAS:17035-90-4	ChemIDplus

Citations