Details of Metabolite

General Information of MET (ID: META00521)
Name 4-Guanidinobutanoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
4-(Carbamimidamido)butanoate; 4-(Carbamimidamido)butanoic acid; 4-Guanidinobutanoate; 4-Guanidinobutanoic acid; 4-Guanidinobutyrate; 4-Guanidinobutyric acid; 4-[(Aminoiminomethyl)amino]butanoate; 4-[(Aminoiminomethyl)amino]butanoic acid; N-(4-Butanoate)guanidine; N-(4-Butanoic acid)guanidine; g-Guanidinobutyrate; gamma-Guanidinebutyrate; gamma-Guanidinobutyrate; gamma-Guanidinobutyrate, monosodium salt; gamma-Guanidinobutyric acid
Source Endogenous;Yeast Metabolite;Food;Microbial
Structure Type   Amino acids, peptides, and analogues  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic acids and derivatives
Carboxylic acids and derivatives
Amino acids, peptides, and analogues
PubChem CID
500
HMDB ID
HMDB0003464
Formula
C5H11N3O2
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C01035
ChEBI ID
15728
FooDB ID
FDB005408
ChemSpider ID
486
METLIN ID
6938
Physicochemical Properties Molecular Weight 145.16 Topological Polar Surface Area 102
XlogP -1.5 Complexity 140
Heavy Atom Count 10 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 3
Function
4-Guanidinobutanoate is a normal metabolite present in low concentrations. Patients with hyperargininemia have an arginase deficiency which leads to blockade of the urea cycle in the last step with several clinical symptoms. Owing to the arginase deficiency this patients accumulate arginine which leads eventually to epileptogenic guanidino compounds. 4-Guanidinobutanoic acid has been identified in the human placenta.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Pore-forming PNC peptide (PNC)
            Cellular tumor antigen p53 (TP53) 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 Knockout of TP53
                      Induced Change 4-Guanidinobutanoic acid concentration: increase (Log2 FC=1.51)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the increase of 4-guanidinobutanoic acid levels compared with control group.
      Transcription factor (TF)
            Forkhead box protein O1 (FOXO1) 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 [2]
                      Introduced Variation Overexpression of Foxo1
                      Induced Change 4-Guanidinobutanoic acid concentration: decrease (FC = 0.50)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of Foxo1 leads to the decrease of 4-guanidinobutanoic acid levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
2 Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.

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