Structure via PubChem · Public domain (PubChem)
methylarginine
Sign in to saveAlso known as N-methyl-DL-arginine
'''N-Methylarginine''' is an inhibitor of nitric oxide synthase. Chemically, it is a methyl derivative of the amino acid arginine. It is used as a biochemical tool in the study of physiological role of nitric oxide.
Chemical data
- Formula
- C7H16N4O2
- Molecular weight
- 188.23 g/mol
- IUPAC name
- 2-amino-5-[(N'-methylcarbamimidoyl)amino]pentanoic acid
- SMILES
- CN=C(N)NCCCC(C(=O)O)N
- InChIKey
- NTNWOCRCBQPEKQ-UHFFFAOYSA-N
- XLogP
- -4.1
- Polar surface area
- 114 Ų
- H-bond donors
- 4
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- amino acid
- Mass
- 188.127326
Show 4 more facts
- chemical formula
- C₇H₁₆N₄O₂
- isomeric SMILES
- C/N=C(\N)/NCCCC(C(=O)O)N
- canonical SMILES
- CN=C(N)NCCCC(C(=O)O)N
- found in taxon
- broad bean
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
'''N-Methylarginine' is an inhibitor of nitric oxide synthase. Chemically, it is a methyl derivative of the amino acid arginine. It is used as a biochemical tool in the study of physiological role of nitric oxide.
The inhibiting effect of N-methylarginine on vasodilation is lower in hypertensive patients than in normal subjects, indicating endothelial dysfunction. The inhibiting effect of N''-methylarginine on vasodilation declines progressively with age, but has been restored with vitamin C in the oldest subjects.
Excerpted from Wikipedia’s “methylarginine” article, available under the CC BY-SA 4.0 licence.