General Information of MET (ID: META00336)
Name N-Acetyl-L-tyrosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
(2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoate; (2S)-2-Acetylamino-3-(4-hydroxyphenyl)propanoic acid; Acetyl-L-tyrosine; L-N-Acetyl-tyrosine; L-N-Acetyltyrosine; N-Acetyl-4-hydroxyphenylalanine; N-Acetyl-tyrosine; N-Acetyltyrosine; N-Acetyltyrosine, (D)-isomer; N-Acetyltyrosine, (DL)-isomer
Source Endogenous;Food;Cosmetic
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
68310
HMDB ID
HMDB0000866
Formula
C11H13NO4
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
C01657
DrugBank ID
DB11102
ChEBI ID
21563
FooDB ID
FDB022288
ChemSpider ID
61606
Physicochemical Properties Molecular Weight 223.22 Topological Polar Surface Area 86.6
XlogP -0.2 Complexity 259
Heavy Atom Count 16 Rotatable Bond Count 4
Hydrogen Bond Donor Count 3 Hydrogen Bond Acceptor Count 4
Function
Acetyltyrosine is a side chain reaction of tyrosine. It converts to tyrosine and then can be used in neurotransmitter treatment as a precursor of cathecholamine (http://www.neuroassist.com/). N-acetyl-L-tyrosine is found to be associated with aromatic L-amino acid decarboxylase deficiency and tyrosinemia I, which are inborn errors of metabolism.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Alpha-N-acetylglucosaminidase (NAGLU) 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 Naglu
                      Induced Change N-Acetyl-L-tyrosine concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Lysosomal storage diseases [ICD-11: 5C56]
                      Details It is reported that knockout of Naglu leads to the decrease of N-acetyl-L-tyrosine levels compared with control group.
      Transcription factor (TF)
            R2R3-MYB (AN2) 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 Overexpression of AN2
                      Induced Change N-Acetyl-L-tyrosine concentration: decrease (FC = 0.22)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the decrease of N-acetyl-L-tyrosine levels compared with control group.
References
1 Near-Complete Correction of Profound Metabolomic Impairments Corresponding to Functional Benefit in MPS IIIB Mice after IV rAAV9-hNAGLU Gene Delivery. Mol Ther. 2017 Mar 1;25(3):792-802.
2 Comprehensive Influences of Overexpression of a MYB Transcriptor Regulating Anthocyanin Biosynthesis on Transcriptome and Metabolome of Tobacco Leaves. Int J Mol Sci. 2019 Oct 16;20(20):5123.

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