AG2

AGMATINE

Created: 2002-10-04
Last modified:  2024-09-27

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Chemical Details

Formal Charge0
Atom Count23
Chiral Atom Count0
Bond Count22
Aromatic Bond Count0
2D diagram of AG2

Chemical Component Summary

NameAGMATINE
Synonyms(4-AMINOBUTYL)GUANIDINE
Systematic Name (OpenEye OEToolkits)1-(4-aminobutyl)guanidine
FormulaC5 H14 N4
Molecular Weight130.191
TypeNON-POLYMER

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04[N@H]=C(N)NCCCCN
SMILESCACTVS3.341NCCCCNC(N)=N
SMILESOpenEye OEToolkits1.5.0C(CCNC(=N)N)CN
Canonical SMILESCACTVS3.341 NCCCCNC(N)=N
Canonical SMILESOpenEye OEToolkits1.5.0 C(CCNC(=N)N)CN
InChIInChI1.03 InChI=1S/C5H14N4/c6-3-1-2-4-9-5(7)8/h1-4,6H2,(H4,7,8,9)
InChIKeyInChI1.03 QYPPJABKJHAVHS-UHFFFAOYSA-N

Drug Info: DrugBank

DrugBank IDDB08838 
NameAgmatine
Groups experimental
DescriptionAgmantine is a natural metabolite of the amino acid arginine. It is formed when arginine is decarboxylated by the enzyme arginine decarboxylase and is found naturally in ragweed pollen, ergot fungi, octopus muscle, herring sperm, sponges, and the mammalian brain. Agmatine is both an experimental and investigational drug. As an investigational drug, it is being studied in a non-blinded prospective case study in the United States looking at patients who have been diagnosed with small fiber peripheral neuropathy between the ages of 18 to 75 years. Up to now (July 2013), the results of this study have not yet been published. As an experimental drug, agmatine is being studied for several indications such as cardioprotection, diabetes, decreased kidney function, neuroprotection (stroke, severe CNS injuries, epilepsy, glaucoma, and neuropathic pain), and psychiatric conditions (depression, anxiety, schizophrenia, and cognition). The exact mechanism of action is still being investigated for all of the potential indications of agmatine.
Synonyms
  • N-(4-aminobutyl)guanidine
  • (4-aminobutyl) guanidine
  • 1-amino-4-guanidobutane
  • (4-aminobutyl)guanidine
  • Agmatine
IndicationAgmatine is being studied experimentally for several indications such as cardioprotection, diabetes, decreased kidney function, neuroprotection (stroke, severe CNS injuries, epilepsy, glaucoma, and neuropathic pain), and psychiatric conditions (depression, anxiety, schizophrenia, and cognition). As an investigational drug, agamatine is being studied in a non-blinded prospective case study in the United States looking at patients who have been diagnosed with small fiber peripheral neuropathy.
Categories
  • Agents causing hyperkalemia
  • Amidines
  • Antiarrhythmic agents
  • Anticholinergic Agents
  • Bradycardia-Causing Agents
CAS number306-60-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Alpha-2C adrenergic receptorMASPALAAALAVAAAAGPNASGAGERGSGGVANASGASWGPPRGQYSAGA...unknownagonist
NischarinMATARTFGPEREAEPAKEARVVGSELVDTYTVYIIQVTDGSHEWTVKHRY...unknownagonist
Acetylcholine receptor subunit alphaMEPWPLLLLFSLCSAGLVLGSEHETRLVAKLFKDYSSVVRPVEDHRQVVE...unknownantagonist
Glutamate receptor ionotropic, NMDA 1MSTMRLLTLALLFSCSVARAACDPKIVNIGAVLSTRKHEQMFREAVNQAN...unknownantagonist
ATP-sensitive inward rectifier potassium channel 1MNASSRNVFDTLIRVLTESMFKHLRKWVVTRFFGHSRQRARLVSKDGRCN...unknownantagonist
View More
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 199
ChEMBL CHEMBL58343
ChEBI CHEBI:17431
CCDC/CSD BINWUQ