Details of Metabolite

General Information of MET (ID: META00166)
Name Fructose 6-phosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
D-Fructose 6-phosphate; D-Fructose 6-phosphorate; D-Fructose 6-phosphoric acid; D-Fructose-6-p; D-Fructose-6-phosphate; FPC; Fru-6-p; Fructose 6-phosphoric acid; Fructose-6-p; Fructose-6-phosphate; Fructose-6-phosphate, (D)-isomer; Fructose-6-phosphate, (alpha-D)-isomer; Fructose-6-phosphate, (beta-D)-isomer; Fructose-6-phosphate, 1-(14)C-labeled, (D)-isomer; Fructose-6-phosphate, 2-(14)C-labeled, (D)-isomer; Fructose-6-phosphate, barium (1:1) salt, (D)-isomer; Fructose-6-phosphate, barium salt, (D)-isomer; Fructose-6-phosphate, calcium salt, (D)-isomer; Fructose-6-phosphate, disodium salt, (D)-isomer; Fructose-6-phosphate, magnesium (1:1) salt, (D)-isomer; Fructose-6-phosphate, sodium salt; Fructose-6-phosphate, sodium salt, (D)-isomer; Fructose-6-phosphoric acid; Fructose-6P; Neuberg ester
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
69507
HMDB ID
HMDB0000124
Formula
C6H13O9P
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
C00085
DrugBank ID
DB04493
ChEBI ID
15946
FooDB ID
FDB021896
ChemSpider ID
62713
METLIN ID
5159
Physicochemical Properties Molecular Weight 260.14 Topological Polar Surface Area 165
XlogP -4.3 Complexity 273
Heavy Atom Count 16 Rotatable Bond Count 7
Hydrogen Bond Donor Count 6 Hydrogen Bond Acceptor Count 9
Function
Fructose 6-phosphate is an important intermediate in the Carbohydrates pathway. The interconversion of glucose-6-phosphate and fructose-6-phosphate, the second step of the Embden-Meyerhof glycolytic pathway, is catalyzed by the enzyme phosphoglucose isomerase (PGI). In gluconeogenesis, fructose-6-phosphate is the immediate precursor of glucose-6-phosphate.
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 Fructose 6-phosphate 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 fructose 6-phosphate levels compared with control group.
      Lyases (EC 4)
            Cystathionine gamma-lyase (CTH) 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 Cth
                      Induced Change Fructose 6-phosphate concentration: increase (FC = 2.30)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Organic acid disorderss [ICD-11: 5C50]
                      Details It is reported that knockout of Cth leads to the increase of fructose 6-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 [3]
                      Introduced Variation Overexpression of Foxo1
                      Induced Change Fructose 6-phosphate concentration: increase (FC = 4.20)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that overexpression of Foxo1 leads to the increase of fructose 6-phosphate levels compared with control group.
      Transferases (EC 2)
            Acetylglucosaminyltransferase 5 (MGAT5) 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 [4]
                      Introduced Variation Knockout of Mgat5
                      Induced Change Fructose 6-phosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Healthy individual
                      Details It is reported that knockout of Mgat5 leads to the decrease of fructose 6-phosphate levels compared with control group.
            Pyridoxal kinase (PDXK) 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 [5]
                      Introduced Variation Knockout (CRISPR/Cas9 sgRNA) of PDXK
                      Induced Change Fructose 6-phosphate concentration: decrease
                      Summary Introduced Variation         Induced Change 
                      Disease Status Acute myeloid leukaemia [ICD-11: 2A60]
                      Details It is reported that knockout of PDXK leads to the decrease of fructose 6-phosphate levels compared with control group.
            Transketolase-like protein 1 (TKTL1) 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 [6]
                      Introduced Variation Overexpression of TKTL1
                      Induced Change Fructose 6-phosphate concentration: increase
                      Summary Introduced Variation         Induced Change 
                      Disease Status Head and neck squamous cell carcinoma [ICD-11: 2D60]
                      Details It is reported that overexpression of TKTL1 leads to the increase of fructose 6-phosphate 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.
2 Hydrogen Sulfide Is a Regulator of Hemoglobin Oxygen-Carrying Capacity via Controlling 2,3-BPG Production in Erythrocytes. Oxid Med Cell Longev. 2021 Feb 13;2021:8877691.
3 Metabolomic analysis of C2C12 myoblasts induced by the transcription factor FOXO1. FEBS Lett. 2019 Jun;593(12):1303-1312.
4 N-glycan remodeling on glucagon receptor is an effector of nutrient sensing by the hexosamine biosynthesis pathway. J Biol Chem. 2014 Jun 6;289(23):15927-41.
5 Vitamin B6 Addiction in Acute Myeloid Leukemia. Cancer Cell. 2020 Jan 13;37(1):71-84.e7.
6 TKTL1 is activated by promoter hypomethylation and contributes to head and neck squamous cell carcinoma carcinogenesis through increased aerobic glycolysis and HIF1alpha stabilization. Clin Cancer Res. 2010 Feb 1;16(3):857-66.

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