Details of Metabolite

General Information of MET (ID: META00469)
Name 2-Pyrrolidinone
Synonyms   Click to Show/Hide Synonyms of This Metabolite
1-Azacyclopentan-2-one; 1-Methyl-2-pyrrolidinone; 2-Ketopyrrolidine; 2-Oxopyrrolidine; 2-Pyrol4-aminobutyric acid lactam; 2-Pyrrolidinone; 2-Pyrrolidone; 2-Pyrrolidone for synthesis; 2-Pyrrolidone, (18)O-labeled; 2-Pyrrolidone, 5-(14)C-labeled; 2-Pyrrolidone, aluminum salt; 2-Pyrrolidone, cerium salt; 2-Pyrrolidone, hydrobromide; 2-Pyrrolidone, hydrochloride; 2-Pyrrolidone, hydrotribromide; 2-Pyrrolidone, lithium salt; 2-Pyrrolidone, potassium salt; 2-Pyrrolidone, rubidium salt; 2-Pyrrolidone, sodium salt; 2-Pyrrolidone-butyrolactam; 4-Aminobutyrate lactam; 4-Aminobutyric acid lactam; Aminobutyric acid lactam; Aminobutyric lactam; Aminobutyrolactam; Butyrolactam; N-Methyl-2-pyrrolidinone; Pyrrolidin-2-one; Pyrrolidinone; Pyrrolidon; Pyrrolidone; Pyrrolidone-2; Tetrahydropyrrolone; alpha-Pyrrolidinone; alpha-Pyrrolidone; g-Aminobutyrate lactam; g-Aminobutyric acid lactam; gamma-Aminobutyric acid lactam; gamma-Aminobutyric lactam; gamma-Butyrolactam
Source Endogenous;Food;TCM Ingredients;Pharmaceutical additive
Structure Type   Pyrrolidones  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Pyrrolidines
Pyrrolidones
PubChem CID
12025
HMDB ID
HMDB0002039
Formula
C4H7NO
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
C11118
ChEBI ID
36592
FooDB ID
FDB000741
ChemSpider ID
11530
METLIN ID
6452
Physicochemical Properties Molecular Weight 85.1 Topological Polar Surface Area 29.1
XlogP -0.8 Complexity 69.9
Heavy Atom Count 6 Rotatable Bond Count N.A.
Hydrogen Bond Donor Count 1 Hydrogen Bond Acceptor Count 1
Function
2-Pyrrolidinone is a lactam cyclization product of gamma-aminobutyric acid (GABA). Vigabatrin (VGB, an antiepileptic drug) increases human brain gamma-aminobutyric acid (GABA) and the related metabolites, including 2-pyrrolidinone. Patients taking VGB are expected to have an increase of these metabolites. 2-Pyrrolidone is an organic compound consisting of a five-membered lactam. It is a colorless liquid which is used in industrial settings as a high-boiling non-corrosive polar solvent for a wide variety of applications. It is miscible with a wide variety of other solvents including water, ethanol, diethyl ether, chloroform, benzene, ethyl acetate and carbon disulfide. -- Wikipedia.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Transferases (EC 2)
            Deacetylase sirtuin-5 (SIRT5) 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 Sirt5
                      Induced Change 2-Pyrrolidinone concentration: increase (FC = 1.25)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Sirt5 leads to the increase of 2-pyrrolidinone levels compared with control group.
References
1 Metabolomics Based Identification of SIRT5 and Protein Kinase C Epsilon Regulated Pathways in Brain. Front Neurosci. 2018 Jan 30;12:32.

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