General Information of MET (ID: META00445)
Name D-Ribose 5-phosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
5-O-Phosphono-alpha-D-ribofuranose; D-Ribofuranose 5-phosphate; D-Ribose 5-phosphate; R-5-P; Ribose 5-(dihydrogen phosphate); Ribose 5-monophosphate; Ribose 5-phosphate; a-D-Ribose 5-phosphate; a-D-Ribose 5-phosphoric acid
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;TCM Ingredients;Microbial
Structure Type   Carbohydrates and carbohydrate conjugates  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organic oxygen compounds
Organooxygen compounds
Carbohydrates and carbohydrate conjugates
PubChem CID
440101
HMDB ID
HMDB0001548
Formula
C5H11O8P
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
C03736
DrugBank ID
DB02053
ChEBI ID
18189
FooDB ID
FDB001615
ChemSpider ID
389102
Physicochemical Properties Molecular Weight 230.11 Topological Polar Surface Area 137
XlogP -3.6 Complexity 238
Heavy Atom Count 14 Rotatable Bond Count 3
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 8
Function
D-Ribose 5-phosphate (CAS: 4300-28-1), also known as R-5-P, belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. D-Ribose 5-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Ribose 5-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-ribose 5-phosphate participates in a number of enzymatic reactions. In particular, D-ribose 5-phosphate can be biosynthesized from D-ribulose 5-phosphate; which is mediated by the enzyme ribose-5-phosphate isomerase. In addition, D-ribose 5-phosphate can be biosynthesized from D-ribose; which is catalyzed by the enzyme ribokinase. Outside of the human body, D-ribose 5-phosphate has been detected, but not quantified in, milk (cow) and rices. This could make D-ribose 5-phosphate a potential biomarker for the consumption of these foods. D-Ribose 5-phosphate is an important intermediate metabolite in the pentose phosphate pathway (KEGG, map00030) and in the Purine metabolism pathway (KEGG, map00230). The intracellular ribose 5-phosphate concentration is an important determinant of the rate of de novo purine synthesis.
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 D-Ribose 5-phosphate concentration: increase (Log2 FC=1.84)
                      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 D-Ribose 5-phosphate levels compared with control group.
      Transcription factor (TF)
            Forkhead box protein O1 (FOXO1) 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 Foxo1
                      Induced Change D-Ribose 5-phosphate concentration: increase (FC = 2.60)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of Foxo1 leads to the increase of D-Ribose 5-phosphate levels compared with control group.
      Transcriptional coactivator (TC)
            Nuclear receptor coactivator 2 (NCOA2) 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 Knockdown (siRNA) of NCOA2
                      Induced Change D-Ribose 5-phosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Uterine cancer [ICD-11: 2C76]
                      Details It is reported that knockdown of NCOA2 leads to the decrease of D-Ribose 5-phosphate levels compared with control group.
References
1 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.
2 Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.
3 Steroid Receptor Coactivator-2 Controls the Pentose Phosphate Pathway through RPIA in Human Endometrial Cancer Cells. Sci Rep. 2018 Sep 3;8(1):13134.

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