General Information of MET (ID: META00112)
Name Uridine diphosphate glucuronic acid
Synonyms   Click to Show/Hide Synonyms of This Metabolite
Acid, UDP glucuronic; Acid, uridine diphosphoglucuronic; Glucuronic acid, UDP; UDP Glucuronic acid; UDP-D-Glucuronate; UDP-D-Glucuronic acid; UDP-GlcUA; UDP-Glucuronate; UDP-Glucuronic acid; UDP-a-D-Glucuronic acid; UDP-alpha-D-Glucuronate; UDP-alpha-delta-Glucuronate; UDP-delta-Glucuronate; UDP-delta-Glucuronic acid; UDPGA; UDPglucuronate', URIDINE-5'-diphosphATE-glucuronIC ACID, 'UDP-a-D-Glucuronate; UDPglucuronic acid', URIDINE-5'-diphosphate-glucuronate, URIDINE-5'-diphosphoric acid-glucuronic acid, 'Uridine diphosphate glucuronate; UGA', Uridine 5'-diphospho-a-D-glucuronate, Uridine 5'-diphospho-a-D-glucuronic acid, Uridine 5'-diphospho-alpha-delta-glucuronate, Uridine 5'-diphospho-alpha-delta-glucuronic acid, Uridine 5'-diphospho-glucuronic acid, Uridine 5'-diphosphoglucuronate, Uridine 5'-diphosphoglucuronic acid, Uridine 5'-[3-(D-glucopyranosyloxyuronic acid) dihydrogen diphosphate], 'Uridine diphosphate-glucuronate; Uridine diphosphate glucuronic acid; Uridine diphospho-D-glucuronate; Uridine diphospho-D-glucuronic acid; Uridine diphospho-delta-glucuronate; Uridine diphospho-delta-glucuronic acid; Uridine diphosphoglucuronate; Uridine diphosphoglucuronic acid; Uridine diphosphoric acid glucuronic acid', a-D-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate), a-D-Glucopyranuronic acid ester with uridine 5'-pyrophosphate, alpha-D-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphate), alpha-delta-Glucopyranuronic acid 1->5'-ester with uridine 5'-(trihydrogen pyrophosphate), alpha-delta-Glucopyranuronic acid 1-p'-ester with uridine 5'-(trihydrogen diphosphate), alpha-delta-Glucopyranuronic acid ester with uridine 5'-pyrophosphate, Glucopyranuronic acid 1-ester with uridine 5'-pyrophosphate, 'UDP Glucuronate; Uridine pyrophosphoglucuronate; Uridine pyrophosphoglucuronic acid; Uridinediphosphoglucuronic acid
Source Endogenous;Escherichia Coli Metabolite;Food;Drug;Microbial
Structure Type   Gamma butyrolactones  (Click to Show/Hide the Complete Structure Type Hierarchy)
Organoheterocyclic compounds
Lactones
Gamma butyrolactones
PubChem CID
17473
HMDB ID
HMDB0000935
Formula
C15H22N2O18P2
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
C00167
DrugBank ID
DB03041
ChEBI ID
17200
FooDB ID
FDB031240
ChemSpider ID
16522
METLIN ID
5884
Physicochemical Properties Molecular Weight 580.28 Topological Polar Surface Area 309
XlogP -6.4 Complexity 1040
Heavy Atom Count 37 Rotatable Bond Count 9
Hydrogen Bond Donor Count 9 Hydrogen Bond Acceptor Count 18
Function
Uridine diphosphate glucuronic acid is a nucleoside diphosphate sugar which serves as a source of glucuronic acid for polysaccharide biosynthesis. It may also be epimerized to UDP Iduronic acid, which donates Iduronic acid to polysaccharides. In animals, UDP glucuronic acid is used for formation of many glucosiduronides with various aglycones. The transfer of glucuronic acid from UDP-alpha-D-glucuronic acid onto a terminal galactose residue is done by beta1,3-glucuronosyltransferases, responsible for the completion of the protein-glycosaminoglycan linkage region of proteoglycans and of the HNK1 epitope of glycoproteins and glycolipids. In humans the enzyme galactose-beta-1,3-glucuronosyltransferase I completes the synthesis of the common linker region of glycosaminoglycans (GAGs) by transferring glucuronic acid (GlcA) onto the terminal galactose of the glycopeptide primer of proteoglycans. The GAG chains of proteoglycans regulate major biological processes such as cell proliferation and recognition, extracellular matrix deposition, and morphogenesis.
Regulatory Network
Full List of Protein(s) Regulated by This Metabolite
      GPCR rhodopsin (GPCR-1)
            P2Y purinoceptor 14 (P2RY14) 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 Uridine diphosphate glucuronic acid addition (2 hours)
                      Induced Change P2RY14 protein activity levels: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that uridine diphosphate glucuronic acid addition causes the increase of P2RY14 protein activity compared with control group.
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 [2]
                      Introduced Variation Knockout of TP53
                      Induced Change Uridine diphosphate glucuronic acid concentration: increase (Log2 FC=1.33)
                      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 uridine diphosphate glucuronic acid levels compared with control group.
References
1 Gi-dependent cell signaling responses of the human P2Y14 receptor in model cell systems. J Pharmacol Exp Ther. 2009 Jul;330(1):162-8.
2 Integrative omics analysis of p53-dependent regulation of metabolism. FEBS Lett. 2018 Feb;592(3):380-393.

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