N(gamma)-nitro-L-arginine methyl ester (CHEBI:7549)

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CHEBI:7549 - N^γ-nitro-L-arginine methyl ester

ChEBI ID	CHEBI:7549
ChEBI Name	N^γ-nitro-L-arginine methyl ester
Stars
ASCII Name	N(gamma)-nitro-L-arginine methyl ester
Definition	An α-amino acid ester that is the methyl ester of N^γ-nitro-L-arginine.
Last Modified	26 February 2016
Downloads	Molfile

Formula	C7H15N5O4
Net Charge	0
Average Mass	233.228
Monoisotopic Mass	233.11240
SMILES	COC(=O)[C@@H](N)CCCNC(=N)N[N+](=O)[O-]
InChI	InChI=1S/C7H15N5O4/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15/h5H,2-4,8H2,1H3,(H3,9,10,11)/t5-/m0/s1
InChIKey	KCWZGJVSDFYRIX-YFKPBYRVSA-N

Roles Classification

Biological Role:

EC 1.14.13.39 (nitric oxide synthase) inhibitor An EC 1.14.13.* (oxidoreductase acting on paired donors, incorporating 1 atom of oxygen, with NADH or NADPH as one donor) inhibitor that interferes with the action of nitric oxide synthase (EC 1.14.13.39).

ChEBI Ontology

Outgoing Relation(s)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) is a N-nitro compound (CHEBI:38780)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) is a L-arginine derivative (CHEBI:83965)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) is a methyl ester (CHEBI:25248)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) is a α-amino acid ester (CHEBI:46874)
	N^γ-nitro-L-arginine methyl ester (CHEBI:7549) is conjugate base of N^γ-nitro-L-arginine methyl ester(1+) (CHEBI:131183)
Incoming Relation(s)
Incoming Relation(s)	N^γ-nitro-L-arginine methyl ester(1+) (CHEBI:131183) is conjugate acid of N^γ-nitro-L-arginine methyl ester (CHEBI:7549)

IUPAC Name
methyl N⁵-(N-nitrocarbamimidoyl)-L-ornithinate

Synonyms	Source
Ngamma-Nitro-L-arginine methyl ester	KEGG COMPOUND
L-NAME	ChemIDplus
NG-Nitroarginine methyl ester	ChemIDplus
N(G)-Nitro-L-arginine methyl ester	ChemIDplus
N(5)-(Imino(nitroamino)methyl)-L-ornithine methyl ester	ChemIDplus
N(G)-Nitroarginine methyl ester	ChemIDplus

Manual Xrefs	Databases
C04337	KEGG COMPOUND

Registry Numbers	Sources
Reaxys:1714622	Reaxys
CAS:50903-99-6	ChemIDplus

Citations

CHEBI:7549 - Nγ-nitro-L-arginine methyl ester

CHEBI:7549 - N^γ-nitro-L-arginine methyl ester