Details of Metabolite

General Information of MET (ID: META00072)
Name Methionine sulfoximine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2-Amino-4-(S-methylsulfonimidoyl)-butanoic acid; 2-Amino-4-(S-methylsulfonimidoyl)butanoic acid; 2-Amino-4-(S-methylsulfonimidoyl)butyrate; 2-Amino-4-(S-methylsulfonimidoyl)butyric acid; 2-Amino-4-(S-methylsulphonimidoyl)butyrate; 2-Amino-4-(S-methylsulphonimidoyl)butyric acid; Butanoic acid, 2-amino-4-(S-methylsulfonimidoyl)- (9ci); DL-(3-Amino-3-carboxypropyl) methyl sulfoximine; DL-Methionine DL-sulfoximine; DL-Methionine sulfoximine; DL-Methionine-DL-sulfoximine; L -S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine; L-Methionine sulfoximine; L-Methionine-RS-sulfoximine; Methionine analog; Methionine sulphoximine; S-(3-Amino-3-carboxypropyl)-S-methyl-DL-sulfoximine; S-(3-Amino-3-carboxypropyl)-S-methylsulfoximine, 9ci
Source Aliphatic acyclic compounds
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
16118
HMDB ID
HMDB0029430
Formula
C5H12N2O3S
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
C03510
ChEBI ID
47833
FooDB ID
FDB000532
ChemSpider ID
15302
Physicochemical Properties Molecular Weight 180.23 Topological Polar Surface Area 113
XlogP -1.8 Complexity 244
Heavy Atom Count 11 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 5
Function
Methionine sulfoximine is found in flours treated with NCl3 as a produced of NCl3 action on wheat protein
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      Translation initiation factor (TIF)
            Eukaryotic translation initiation factor 2 alpha (EIF2A) 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 Methionine sulfoximine addition (6 hours)
                      Induced Change EIF2S1 protein phosphorylation levels: increase (FC = p-eiF2)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Inflammatory bowel disease [ICD-11: DD72]
                      Details It is reported that methionine sulfoximine addition causes the increase of EIF2S1 protein phosphorylation compared with control group.
References
1 Effects of essential amino acids or glutamine deprivation on intestinal permeability and protein synthesis in HCT-8 cells: involvement of GCN2 and mTOR pathways. Amino Acids. 2012 Jan;42(1):375-83.

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