DA2

NG,NG-DIMETHYL-L-ARGININE


Toggle HydrogenToggle Labels

Chemical Component Summary

NameNG,NG-DIMETHYL-L-ARGININE
SynonymsADMA
Identifiers(2S)-2-azanyl-5-[(N,N-dimethylcarbamimidoyl)amino]pentanoic acid
FormulaC8 H18 N4 O2
Molecular Weight202.254
TypeL-PEPTIDE LINKING
Isomeric SMILES[H]/N=C(/NCCC[C@@H](C(=O)O)N)\N(C)C
InChIInChI=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
InChIKeyYDGMGEXADBMOMJ-LURJTMIESA-N

Chemical Details

Formal Charge0
Atom Count32
Chiral Atom Count1
Bond Count31
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB01686 
NameN,N-dimethylarginine
Groups experimental
DescriptionAsymmetric dimethylarginine (ADMA) is a naturally occurring chemical found in blood plasma. It is a metabolic by-product of continual protein modification processes in the cytoplasm of all human cells which is closely related to L-arginine, a conditionally-essential amino acid. ADMA interferes with L-arginine in the production of nitric oxide, a key chemical to endothelial and hence cardiovascular health.
Synonyms
  • L-NG,NG-dimethylarginine
  • NG,NG-Dimethyl-L-arginine
  • dimethyl-L-arginine
  • ADMA
  • N(G)-Dimethylarginine
Categories
  • Amino Acids
  • Amino Acids, Basic
  • Amino Acids, Diamino
  • Amino Acids, Peptides, and Proteins
  • Enzyme Inhibitors
CAS number30315-93-6

Drug Targets

NameTarget SequencePharmacological ActionActions
Nitric oxide synthase, inducibleMACPWKFLFKTKFHQYAMNGEKDINNNVEKAPCATSSPVTQDDLQYHNLS...unknown
Nitric oxide synthase, endothelialMGNLKSVAQEPGPPCGLGLGLGLGLCGKQGPATPAPEPSRAPASLLPPAP...unknown
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 123831
ChEMBL CHEMBL457530
ChEBI CHEBI:17929