General Information of MET (ID: META00525)
Name 4-Acetamidobutanoic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
4-(Acetylamino)butanoate; 4-(Acetylamino)butanoic acid; 4-Acetamidobutanoate; 4-Acetamidobutanoic acid; 4-Acetamidobutyrate; 4-Acetamidobutyric acid; N-Acetyl-4-aminobutanoate; N-Acetyl-4-aminobutanoic acid; N-Acetyl-4-aminobutyrate; N-Acetyl-4-aminobutyric acid; N-Acetyl-gaba; N-Acetyl-gamma-amino-N-butyric acid; N-Acetyl-gamma-aminobutyrate; N4-Acetylaminobutanoate; N4-Acetylaminobutanoic acid
Source Endogenous;Yeast Metabolite;Food
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
18189
HMDB ID
HMDB0003681
Formula
C6H11NO3
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
C02946
ChEBI ID
17645
FooDB ID
FDB023214
ChemSpider ID
17180
Physicochemical Properties Molecular Weight 145.16 Topological Polar Surface Area 66.4
XlogP -0.6 Complexity 133
Heavy Atom Count 10 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 3
Function
4-Acetamidobutanoic acid, also known as 4-acetamidobutanoate or N-acetyl-4-aminobutyric acid, is a member of the class of compounds known as gamma amino acids and derivatives. These compounds are amino acids having an -NH2 group attached to the gamma carbon atom. 4-Acetamidobutanoic acid is soluble (in water) and a weakly acidic compound (based on its pKa). 4-Acetamidobutanoic acid can be found in a number of food items such as Rubus species (blackberry, raspberry), cassava, pepper (C. frutescens), and napa cabbage, which makes 4-acetamidobutanoic acid a potential biomarker for the consumption of these food products. 4-Acetamidobutanoic acid can be found in blood, feces, and urine, as well as in human prostate tissue. 4-Acetamidobutanoic acid exists in all eukaryotes, ranging from yeast to humans. 4-Acetamidobutanoic acid is a GABA derivative, a product of the urea cycle and the metabolism of amino groups, and the product of NAD-linked aldehyde dehydrogenase (EC 1.2.1.3) (KEGG).
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 4-Acetamidobutanoic acid concentration: decrease (FC = 0.30 / 0.48)
                      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 4-acetamidobutanoic acid 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.

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