Details of Metabolite

General Information of MET (ID: META00464)
Name Methionine sulfoxide
Synonyms   Click to Show/Hide Synonyms of This Metabolite
DL-Methionine sulfoxide; L-Methionine S-oxide; L-Methionine sulfoxide; L-Methionine sulphoxide; Methionine S-oxide; Methionine sulfoxide; Methionine sulfoxide, (+-)-isomer; Methionine sulfoxide, (2R)-isomer; Methionine sulfoxide, (2S)-isomer; Methionine sulfoxide, (R-(r*,s*))-isomer; Methionine sulfoxide, (S-(r*,s*))-isomer; Methionine sulfoxide, 35S-labeled, (+-)-isomer; Methionine sulphoxide
Source Endogenous;Escherichia Coli Metabolite;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
158980
HMDB ID
HMDB0002005
Formula
C5H11NO3S
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=158980"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
KEGG ID
C02989
ChEBI ID
17016
FooDB ID
FDB022789
ChemSpider ID
139840
METLIN ID
6428
Physicochemical Properties Molecular Weight 165.21 Topological Polar Surface Area 99.6
XlogP -4.1 Complexity 148
Heavy Atom Count 10 Rotatable Bond Count 4
Hydrogen Bond Donor Count 2 Hydrogen Bond Acceptor Count 5
Function
Methionine sulfoxide (CAS: 62697-73-8) is an oxidation product of methionine with reactive oxygen species via a 2-electron-dependent mechanism. Such oxidants can be generated from activated neutrophils; therefore, methionine sulfoxide can be regarded as a biomarker of oxidative stress in vivo. Methionine sulfoxide has been identified in the human placenta.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Apolipoprotein (Apo)
            Apolipoprotein A-II (APOA2) 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 Mutation (-265T >C(rs5082)) of APOA2
                      Induced Change Methionine sulfoxide concentration: decrease (FC = 0.74)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Obesity [ICD-11: 5B81]
                      Details It is reported that mutation (-265T >C(rs5082)) of APOA2 leads to the decrease of methionine sulfoxide levels compared with control group.
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) 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 Knockdown (siRNA) of GGT1
                      Induced Change Methionine sulfoxide concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of methionine sulfoxide 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 [3]
                      Introduced Variation Overexpression of Foxo1
                      Induced Change Methionine sulfoxide concentration: decrease (FC = 0.60)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of Foxo1 leads to the decrease of methionine sulfoxide levels compared with control group.
References
1 Epigenomics and metabolomics reveal the mechanism of the APOA2-saturated fat intake interaction affecting obesity. Am J Clin Nutr. 2018 Jul 1;108(1):188-200.
2 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.
3 Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.

If you find any error in data or bug in web service, please kindly report it to Dr. Zhang and Dr. Mou.