Details of Metabolite

General Information of MET (ID: META01188)
Name 2-Methylguanosine
Synonyms   Click to Show/Hide Synonyms of This Metabolite
N2-Methylguanosine; 2-Methylguanosine; N(2)-Methylguanosine; 2140-77-4; N-methylguanosine; Guanosine, N-methyl-; UNII-45T7B5IAN4; 45T7B5IAN4; CHEBI:19702; 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-2-(methylamino)-1H-purin-6(9H)-one; m2g; n-methyl-Guanosine; N-Methyl guanosine; 9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-2-(methylamino)-3H-purin-6-one; N2-Methylguanine riboside; SCHEMBL41509; CHEMBL3351027
Source Aromatic heteropolycyclic compounds
Structure Type   Purine nucleosides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Purine nucleosides
PubChem CID
3035422
HMDB ID
HMDB0005862
Formula
C11H15N5O5
Structure
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3D MOL 2D MOL
  Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
ChEBI ID
19702
FooDB ID
FDB023782
ChemSpider ID
2299669
Physicochemical Properties Molecular Weight 297.27 Topological Polar Surface Area 141
XlogP -1.5 Complexity 460
Heavy Atom Count 21 Rotatable Bond Count 3
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 7
Function
2-Methylguanosine is an endogenous methylated nucleoside found in human fluids; methylated purine bases are present in higher amounts in tumor-bearing patients compared to healthy controls.DNA hypermethylation is a common finding in malignant cells and has been explored as a therapeutic target for hypomethylating agents. When chemical bonds to DNA, the DNA becomes damaged and proper and complete replication cannot occur to make the normal intended cell. A DNA adduct is an abnormal piece of DNA covalently-bonded to a cancer-causing chemical. This has shown to be the start of a cancerous cell, or carcinogenesis. DNA adducts in scientific experiments are used as bio-markers and as such are themselves measured to reflect quantitatively, for comparison, the amount of cancer in the subject.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      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 [1]
                      Introduced Variation Overexpression of AN2
                      Induced Change 2-Methylguanosine concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the increase of 2-methylguanosine levels compared with control group.
References
1 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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