CHEBI:17929 - Nω,Nω-dimethyl-L-arginine

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ChEBI Name Nω,Nω-dimethyl-L-arginine
ChEBI ID CHEBI:17929
ChEBI ASCII Name N(omega),N(omega)-dimethyl-L-arginine
Definition A L-arginine derivative having two methyl groups both attached to the primary amino moiety of the guanidino group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41833, CHEBI:7432, CHEBI:12680, CHEBI:21908, CHEBI:25683
Supplier Information
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Formula C8H18N4O2
Net Charge 0
Average Mass 202.25428
Monoisotopic Mass 202.143
InChI InChI=1S/C8H18N4O2/c1-12(2)8(10)11-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H2,10,11)(H,13,14)/t6-/m0/s1
InChIKey YDGMGEXADBMOMJ-LURJTMIESA-N
SMILES CN(C)C(=N)NCCC[C@H](N)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): 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).
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,Nω-dimethyl-L-arginine (CHEBI:17929) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
Nω,Nω-dimethyl-L-arginine (CHEBI:17929) is a L-arginine derivative (CHEBI:83965)
Nω,Nω-dimethyl-L-arginine (CHEBI:17929) is a dimethylarginine (CHEBI:86468)
Nω,Nω-dimethyl-L-arginine (CHEBI:17929) is a guanidines (CHEBI:24436)
Nω,Nω-dimethyl-L-arginine (CHEBI:17929) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Nω,Nω-dimethyl-L-arginine (CHEBI:17929) is conjugate base of Nω,Nω-dimethyl-L-argininium(1+) (CHEBI:58326)
Incoming Nω,Nω-dimethyl-L-argininium(1+) (CHEBI:58326) is conjugate acid of Nω,Nω-dimethyl-L-arginine (CHEBI:17929)
Nω,Nω-dimethyl-L-arginine residue (CHEBI:61896) is substituent group from Nω,Nω-dimethyl-L-arginine (CHEBI:17929)
IUPAC Names
(2S)-2-amino-5-(N',N'-dimethylcarbamimidamido)pentanoic acid
(2S)-2-amino-5-{[(dimethylamino)(imino)methyl]amino}pentanoic acid
N5-(N,N-dimethylcarbamimidoyl)-L-ornithine
N5-[(dimethylamino)(imino)methyl]-L-ornithine
Synonyms Sources
ADMA HMDB
asymmetric dimethylarginine ChEBI
guanidino-N,N-dimethylarginine ChemIDplus
N,N-dimethylarginine ChemIDplus
N5-((dimethylamino)iminomethyl)-L-ornithine ChemIDplus
NG,NG-Dimethyl-L-arginine KEGG COMPOUND
NG,NG-DIMETHYL-L-ARGININE PDBeChem
NG,NG-Dimethyl-L-arginine KEGG COMPOUND
NG,NG-dimethylarginine ChemIDplus
NG-dimethylarginine ChemIDplus
NG1,NG1-dimethylarginine ChemIDplus
Database Links Databases
C03626 KEGG COMPOUND
DA2 PDBeChem
DB01686 DrugBank
View more database links
Registry Numbers Types Sources
2261521 Beilstein Registry Number Beilstein
30315-93-6 CAS Registry Number ChemIDplus
Last Modified
30 October 2015