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CHEBI:25682 - Nω,N'ω-dimethyl-L-arginine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name Nω,N'ω-dimethyl-L-arginine
ChEBI ID CHEBI:25682
ChEBI ASCII Name N(omega),N'(omega)-dimethyl-L-arginine
Definition A L-arginine derivative having two methyl groups at the Nω- and N'ω-positions
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:39780
Supplier Information
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Formula C8H18N4O2
Net Charge 0
Average Mass 202.25410
Monoisotopic Mass 202.143
InChI InChI=1S/C8H18N4O2/c1-10-8(11-2)12-5-3-4-6(9)7(13)14/h6H,3-5,9H2,1-2H3,(H,13,14)(H2,10,11,12)/t6-/m0/s1
InChIKey HVPFXCBJHIIJGS-LURJTMIESA-N
SMILES CN\C(NCCC[C@H](N)C(O)=O)=N\C
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,N'ω-dimethyl-L-arginine (CHEBI:25682) has role EC 1.14.13.39 (nitric oxide synthase) inhibitor (CHEBI:61908)
Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) is a L-arginine derivative (CHEBI:83965)
Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) is a dimethylarginine (CHEBI:86468)
Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) is a guanidines (CHEBI:24436)
Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) is a non-proteinogenic L-α-amino acid (CHEBI:83822)
Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) is tautomer of Nω,N'ω-dimethyl-L-arginine zwitterion (CHEBI:61914)
Incoming Nω,N'ω-dimethyl-L-argininyl residue (CHEBI:61916) is substituent group from Nω,N'ω-dimethyl-L-arginine (CHEBI:25682)
Nω,N'ω-dimethyl-L-arginine zwitterion (CHEBI:61914) is tautomer of Nω,N'ω-dimethyl-L-arginine (CHEBI:25682)
IUPAC Name
N5-(N,N'-dimethylcarbamimidoyl)-L-ornithine
Synonyms Sources
(2S)-2-amino-5-(N',N''-dimethylcarbamimidamido)pentanoic acid IUPAC
(S)-2-amino-5-(N',N''-dimethylguanidino)pentanoic acid ChEBI
Guanidino-N(1),N(2)-dimethylarginine ChemIDplus
N(G1),N(G2)-Dimethylarginine ChemIDplus
N,N'-Dimethylarginine ChemIDplus
N3,N4-dimethyl-L-arginine ChEBI
N3,N4-dimethylarginine ChEBI
N5-((methylamino)(methylimino)methyl)-L-ornithine ChemIDplus
N5-(N,N'-dimethylamidino)-L-ornithine ChEBI
N5-(N,N'-dimethylcarbamimidoyl)-L-ornithine ChEBI
N5-[bis(methylamino)methylene]-L-ornithine ChEBI
NG,N'G-dimethyl-L-arginine ChEBI
NG,N'G-dimethylarginine ChEBI
SDMA HMDB
symmetric dimethylarginine ChEBI
Database Links Databases
2MR PDBeChem
DB02302 DrugBank
View more database links
Registry Numbers Types Sources
30344-00-4 CAS Registry Number ChemIDplus
7973080 Reaxys Registry Number Reaxys
7973080 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
13 November 2015