Details of Metabolite

General Information of MET (ID: META00430)
Name Agmatine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(4-Aminobutyl) guanidine; (4-Aminobutyl)-guanidine; (4-Aminobutyl)guanidine; 1 Amino 4 guanidinobutane; 1-(4-Aminobutyl)guanidine; 1-Amino-4-guanidinobutane; 1-Amino-4-guanidobutane; 4-(Aminobutyl)guanidine; 4-Guanidino-1-butanamine; Agmatinium; Argmatine; N-(4-Aminobutyl)guanidine; N-(Aminoiminomethyl)-1,4-butanediamine
Source Endogenous;Escherichia Coli Metabolite;Food;Drug;TCM Ingredients;Microbial
Structure Type   Guanidines  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic nitrogen compounds
Organonitrogen compounds
Guanidines
PubChem CID
199
HMDB ID
HMDB0001432
Formula
C5H14N4
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=199"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C00179
DrugBank ID
DB08838
ChEBI ID
17431
FooDB ID
FDB008310
ChemSpider ID
194
METLIN ID
3523
Physicochemical Properties Molecular Weight 130.19 Topological Polar Surface Area 90.4
XlogP -1.5 Complexity 85
Heavy Atom Count 9 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 2
Function
Agmatine ((4-aminobutyl)guanidine, NH2-CH2-CH2-CH2-CH2-NH-C(-NH2)(=NH)) is the decarboxylation product of the amino acid arginine and is an intermediate in polyamine biosynthesis. It is a putative neurotransmitter. It is synthesized in the brain, stored in synaptic vesicles, accumulated by uptake, released by membrane depolarization, and inactivated by agmatinase. Agmatine binds to 2-adrenergic receptor and imidazoline binding sites, and blocks NMDA receptors and other cation ligand-gated channels. Agmatine inhibits nitric oxide synthase (NOS), and induces the release of some peptide hormones. Treatment with exogenous agmatine exerts neuroprotective effects in animal models of neurotrauma. -- Wikipedia.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) Click to Show/Hide the Full List of Regulating Pair(s):   1 Pair(s)
               Detailed Information Protein   Info click to show the details of this protein
               Regulating Pair Experim Info click to show the details of experiment for validating this pair [1]
                      Introduced Variation Knockdown (shRNA) of SULF1
                      Induced Change Agmatine concentration: decrease (FC = 0.06 / 0.06)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the decrease of agmatine levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.