Details of Metabolite

General Information of MET (ID: META00787)
Name Gamma-Butyrolactone
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1,2-Butanolide; 1,4 Butanolide; 1,4-Butanolide; 1,4-Lactone; 1-Oxacyclopentan-2-one; 2,3,4,5-Tetrahydro-2-furanone; 2-Oxolanone; 2-Oxotetrahydrofuran; 4 Butyrolactone; 4 Hydroxybutyric acid lactone; 4,5-Dihydro-2(3H)-furanone; 4-Butanolide; 4-Butyrolactone; 4-Deoxytetronate; 4-Deoxytetronic acid; 4-Hydroxy-butanoate; 4-Hydroxy-butanoic acid; 4-Hydroxy-butanoic acid g-lactone; 4-Hydroxybutanoate; 4-Hydroxybutanoic acid; 4-Hydroxybutanoic acid lactone; 4-Hydroxybutyrate lactone; 4-Hydroxybutyric acid lactone; Butyric acid lactone; Butyrolactone; Dihydro-2(3H)-furanone; Furanone, tetrahydro 2; GBL; Lactone, 4-hydroxybutyric acid; Paint clean g; Tetrahydro-2-furanone; Tetrahydrofuran-2-one; g-Butalactone; g-Butyryllactone; g-Hydroxybutyrate lactone; g-Hydroxybutyric acid lactone; gamma Butyrolactone; gamma-Butalactone; gamma-Butanolactone; gamma-Butyrolactone; gamma-Butyryllactone; gamma-Hydroxybutyric acid lactone; gamma-Hydroxybutyrolactone
Source Endogenous;Yeast Metabolite;Fatty acyls;Food;Carcinogenic Potency;Drug;Toxins/Pollutant;Cosmetic;Food additives;TCM Ingredients;Microbial
Structure Type   Gamma butyrolactones  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Lactones
Gamma butyrolactones
PubChem CID
7302
HMDB ID
HMDB0000549
Formula
C4H6O2
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
C01770
DrugBank ID
DB04699
ChEBI ID
42639
FooDB ID
FDB003392
ChemSpider ID
7029
METLIN ID
5533
Physicochemical Properties Molecular Weight 86.09 Topological Polar Surface Area 26.3
XlogP -0.6 Complexity 67.9
Heavy Atom Count 6 Rotatable Bond Count N.A.
Hydrogen Bond Donor Count N.A. Hydrogen Bond Acceptor Count 2
Function
gamma-Butyrolactone is a furan with a carbonyl group thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.
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 Gamma-Butyrolactone concentration: increase (Log2 FC=1.3)
                      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 gamma-Butyrolactone levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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