General Information of MET (ID: META00374)
Name 6-Phosphonoglucono-D-lactone
Synonyms   Click to Show/Hide Synonyms of This Metabolite
6-(Dihydrogen phosphate)-(8ci)-D-gluconic acid delta-lactone; 6-(Dihydrogen phosphate)-(9ci)-D-gluconic acid delta-lactone; 6-(Dihydrogen phosphate)-D-gluconic acid delta-lactone; 6-PGDL; 6-Phospho-D-glucono-1,5-lactone; 6-Phosphoglucono-delta-lactone; 6-Phosphogluconolactone; 6-Phosphonoglucono-delta-lactone; D-6-Phospho-glucono-delta-lactone; D-6-Phosphoglucono-delta-lactone; D-Gluconic acid, delta-lactone, 6-(dihydrogen phosphate); D-Glucono-1,5-lactone 6-phosphoric acid; D-Glucono-delta-lactone-6-phosphate; [(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphate; [(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphoric acid; delta-Gluconolactone 6-phosphate; p-Gluconolactone
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food;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
439452
HMDB ID
HMDB0001127
Formula
C6H11O9P
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
C01236
ChEBI ID
16938
FooDB ID
FDB030612
ChemSpider ID
388559
METLIN ID
6022
Physicochemical Properties Molecular Weight 258.12 Topological Polar Surface Area 154
XlogP -3.7 Complexity 311
Heavy Atom Count 16 Rotatable Bond Count 3
Hydrogen Bond Donor Count 5 Hydrogen Bond Acceptor Count 9
Function
6-phosphoglucono-delta-lactone (d-6PGL) is the immediate product of the Glucose-6-phosphate dehydrogenase (G-6-PD), the first enzyme of the hexose monophosphate pathway. The pentose-phosphate pathway provides reductive power and nucleotide precursors to the cell through oxidative and nonoxidative branches. 6-Phosphogluconolactonase is the second enzyme of the oxidative branch and catalyzes the hydrolysis of 6-phosphogluconolactones, the products of glucose 6-phosphate oxidation by glucose-6-phosphate dehydrogenase. By efficiently catalyzing the hydrolysis of d-6PGL, 6-phosphogluconolactonase prevents the reaction between d-6PGL and intracellular nucleophiles; such a reaction would interrupt the functioning of the pentose-phosphate pathway.
Regulatory Network
Full List of Protein(s) Regulating This Metabolite
      Hydrolases (EC 3)
            Leukotriene-C4 hydrolase (GGT1) 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 (siRNA) of GGT1
                      Induced Change 6-Phosphonoglucono-D-lactone concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Renal cell carcinoma [ICD-11: 2C90]
                      Details It is reported that knockdown of GGT1 leads to the increase of 6-phosphonoglucono-D-lactone levels compared with control group.
References
1 Impairment of gamma-glutamyl transferase 1 activity in the metabolic pathogenesis of chromophobe renal cell carcinoma. Proc Natl Acad Sci U S A. 2018 Jul 3;115(27):E6274-E6282.

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