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 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
Download Molfile XML SDF
more structures >>
Formula C8H18N4O2
Net Charge 0
Average Mass 202.25410
Monoisotopic Mass 202.14298
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
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): EC (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
View more via ChEBI Ontology
ChEBI Ontology
Outgoing Nω,N'ω-dimethyl-L-arginine (CHEBI:25682) has role EC (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)
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
symmetric dimethylarginine ChEBI
Manual Xrefs Databases
2MR PDBeChem
DB02302 DrugBank
HMDB0003334 HMDB
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
11437716 PubMed citation Europe PMC
11950212 PubMed citation Europe PMC
12466365 PubMed citation Europe PMC
12782025 PubMed citation Europe PMC
15494416 PubMed citation Europe PMC
15827267 PubMed citation Europe PMC
16182327 PubMed citation Europe PMC
16380646 PubMed citation Europe PMC
17709427 PubMed citation Europe PMC
18515076 PubMed citation Europe PMC
18815077 PubMed citation Europe PMC
19668105 PubMed citation Europe PMC
19803415 PubMed citation Europe PMC
20936901 PubMed citation Europe PMC
21278301 PubMed citation Europe PMC
21303648 PubMed citation Europe PMC
Last Modified
25 November 2019