General Information of MET (ID: META00823)
Name 3-Nitrotyrosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoate; (2S)-2-Amino-3-(4-hydroxy-3-nitrophenyl)propanoic acid; 3-Mononitrotyrosine; 3-Nitrotyrosine; 3-Nitrotyrosine, (DL)-isomer; 3-Nitrotyrosine, (L)-isomer; 5-Nitrotyrosine; L-3-Nitrotyrosine; META-nitro-tyrosine; Nitro-tyrosine; Nitrotyrosine; m-Nitrotyrosine
Source Endogenous;Food;Drug
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
65124
HMDB ID
HMDB0001904
Formula
C9H10N2O5
Structure
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=65124"></iframe>
3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
DrugBank ID
DB03867
ChEBI ID
44454
FooDB ID
FDB022731
ChemSpider ID
58633
METLIN ID
6383
Physicochemical Properties Molecular Weight 226.19 Topological Polar Surface Area 129
XlogP -2 Complexity 278
Heavy Atom Count 16 Rotatable Bond Count 3
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 6
Function
3-Nitrotyrosine (NTyr) is formed in vivo in tissue or blood proteins after exposure to nitrosating and/or nitrating agents such as tetranitromethane. Reactive nitrogen species such as peroxynitrite can nitrate specific amino acids, whether free or protein bound, and 3-nitrotyrosine is believed to be one marker of this reaction.
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 3-Nitrotyrosine concentration: increase (Log2 FC=1.02)
                      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 3-nitrotyrosine 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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