General Information of MET (ID: META00137)
Name Adenosine monophosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
5'-Adenosine monophosphate, 5'-Adenylic acid, 5'-AMP, 5'-O-Phosphonoadenosine, Adenosine 5'-(dihydrogen phosphate), Adenosine 5'-phosphate, 'Adenosine phosphate', Adenosine-5'-monophosphoric acid, Adenosine-5'p, 'Adenosini phosphas; Adenosine-5-monophosphoric acid; Adenosine-monophosphate; Adenosine-phosphate; Adenovite; Adenylate; Adenylic acid', Ado5'p, 'AMP; Cardiomone; Dipotassium, adenosine phosphate', 2' Adenylic acid, 5' Adenylic acid, Acid, 5'-adenylic, Adenosine 3'-phosphate, monoPhosphate, 2'-adenosine, 'Phosphate disodium, adenosine', 2' Adenosine monophosphate, 2'-AMP, 2'-Adenosine monophosphate, Adenosine 2' phosphate, 'Adenosine phosphate disodium; Fosfato de adenosina; Lycedan; Muscle adenylate; Muscle adenylic acid; My-b-den; My-beta-den; PAdo', Phosphate d'adenosine, Adenosine 5'-monophosphate, 'Adenyl', 5'-Adenosine monophosphoric acid, 5'-Adenylate, Adenosine 5'-(dihydrogen phosphoric acid), Adenosine 5'-phosphoric acid, 'Adenosine phosphoric acid', Adenosine-5'-monophosphate, Phosphoric acid d'adenosine, Adenosine 5'-monophosphoric acid, 'Adenosine monophosphoric acid', Adenosine 5'-phosphorate, Adenosine-5'-monophosphorate, 'Adenosine-5-monophosphorate; Phosaden; Phosphaden; Phosphate dipotassium, adenosine', Adenosine 2'-phosphate, Adenosine 5' phosphate, 'Adenosine phosphate dipotassium; Phosphentaside', 5'-Phosphate, adenosine, Acid, 2'-adenylic, 2'-Adenylic acid, Adenosine 3' phosphate, 'Disodium, adenosine phosphate; pA
Source Endogenous;Drug Metabolite;Escherichia Coli Metabolite;Yeast Metabolite;Food;Drug;Cosmetic;TCM Ingredients;Microbial
Structure Type   Purine ribonucleotides  (Click to Show/Hide the Complete Structure Type Hierarchy)
Nucleosides, nucleotides, and analogues
Purine nucleotides
Purine ribonucleotides
PubChem CID
6083
HMDB ID
HMDB0000045
Formula
C10H14N5O7P
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
C00020
DrugBank ID
DB00131
ChEBI ID
16027
FooDB ID
FDB030677
ChemSpider ID
5858
METLIN ID
5111
Physicochemical Properties Molecular Weight 347.22 Topological Polar Surface Area 186
XlogP -3.5 Complexity 481
Heavy Atom Count 23 Rotatable Bond Count 4
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 11
Function
Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Sulfatase sulf-1 (SULF1) 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 Knockdown (shRNA) of SULF1
                      Induced Change Adenosine monophosphate concentration: increase (FC = 1.50)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Ovarian cancer [ICD-11: 2C73]
                      Details It is reported that knockdown of SULF1 leads to the increase of adenosine monophosphate levels compared with control group.
      Sugar transporter (ST)
            Facilitated glucose transporter 1 (SLC2A1A) 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 Downregulation of slc2a1a caused by Yap loss-of-function mutation
                      Induced Change Adenosine monophosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that downregulation of slc2a1a caused by Yap loss-of-function mutation leads to the increase of adenosine monophosphate levels compared with control group.
      Transcriptional coactivator (TC)
            Transcriptional coactivator YAP1 (yap1) 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 Decrease of Yap mRNA caused by Yap loss-of-function mutation
                      Induced Change Adenosine monophosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that decrease of Yap mRNA caused by Yap loss-of-function mutation leads to the increase of adenosine monophosphate levels compared with control group.
References
1 Erratum to: Loss of HSulf-1 promotes altered lipid metabolism in ovarian cancer. Cancer Metab. 2014 Nov 4;2:24.
2 Yap regulates glucose utilization and sustains nucleotide synthesis to enable organ growth. EMBO J. 2018 Nov 15;37(22):e100294.

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