General Information of MET (ID: META00345)
Name Deoxyadenosine monophosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2'-dAMP, 2'-Deoxy-5'-adenosine monophosphate, 2'-Deoxy-AMP, 2'-Deoxyadenosine 5'-(dihydrogen phosphate), 2'-Deoxyadenosine 5'-phosphate, 2'-Deoxyadenosine monophosphate, 2'-DEOXYADENOSINE-5'-monophosphATE, 2'-Deoxyadenylic acid, 'dAMP', Deoxy-5'-adenylic acid, 'Deoxy-AMP', Deoxyadenosine 5'-monophosphate, Deoxyadenosine 5'-phosphate, 'Deoxyadenylic acid', 2'-Deoxyadenosine 5'-monophosphate, 2'-Deoxy-5'-adenosine monophosphoric acid, 2'-Deoxyadenosine 5'-(dihydrogen phosphoric acid), 2'-Deoxyadenosine 5'-phosphoric acid, 2'-Deoxyadenosine monophosphoric acid, 2'-DEOXYADENOSINE-5'-monophosphoric acid, 2'-Deoxyadenylate, Deoxy-5'-adenylate, Deoxyadenosine 5'-monophosphoric acid, Deoxyadenosine 5'-phosphoric acid, 'Deoxyadenylate', 2'-Deoxyadenosine 5'-monophosphoric acid, 'Deoxyadenosine monophosphoric acid', 2'-Deoxy-5'-adenylate, 2'-Deoxy-5'-adenylic acid, 2'-Deoxy-adenosine 5'-phosphorate, 2'-Deoxy-adenosine 5'-phosphoric acid, 2'-Deoxyadenosine-5'-phosphate, 'Deoxyadenosine-phosphate; PdA', 2'-Deoxy-5'-adenosine monophosphate, ammonium salt, 2'-Deoxy-5'-adenosine monophosphate, disodium salt, 2'Deoxy-5'-AMP, 'dAMP CPD
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;Microbial
Structure Type   Purine deoxyribonucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Purine nucleotides
Purine deoxyribonucleotides
PubChem CID
12599
HMDB ID
HMDB0000905
Formula
C10H14N5O6P
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
C00360
ChEBI ID
17713
FooDB ID
FDB022311
ChemSpider ID
12079
METLIN ID
3461
Physicochemical Properties Molecular Weight 331.22 Topological Polar Surface Area 166
XlogP -2.2 Complexity 452
Heavy Atom Count 22 Rotatable Bond Count 4
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 10
Function
Adenosine is a nucleoside comprised of adenine attached to a ribose (ribofuranose) moiety via a -N9-glycosidic bond. Deoxyadenosine monophosphate is a derivative of the common nucleic acid ATP, or adenosine triphosphate, in which the -OH (hydroxyl) group on the 2' carbon on the nucleotide's pentose has been removed (hence the deoxy- part of the name). Additionally, the monophosphate of the name indicates that two of the phosphoryl groups of GTP have been removed, most likely by hydrolysis. Deoxyadenosine monophosphate is abbreviated dAMP.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Nitrogen permease regulator (NPR)
            Natriuretic peptide receptor B (NPR2) 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 Deletion of NPR2
                      Induced Change Deoxyadenosine monophosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that deletion of NPR2 leads to the decrease of deoxyadenosine monophosphate levels compared with control group.
      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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change Deoxyadenosine monophosphate concentration: increase (Log2 FC=1.28)
                      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 deoxyadenosine monophosphate 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 [3]
                      Introduced Variation Overexpression of AN2
                      Induced Change Deoxyadenosine monophosphate concentration: increase (FC = 2.66)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of AN2 leads to the increase of deoxyadenosine monophosphate levels compared with control group.
References
1 Npr2 inhibits TORC1 to prevent inappropriate utilization of glutamine for biosynthesis of nitrogen-containing metabolites. Sci Signal. 2014 Dec 16;7(356):ra120.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
3 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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