General Information of MET (ID: META00811)
Name Glucosamine 6-phosphate
Synonyms   Click to Show/Hide Synonyms of This Metabolite
2-Amino-2-deoxy-6-O-phosphono-alpha-D-glucopyranose; 2-Amino-2-deoxy-D-glucose 6-phosphate; 2-Amino-2-deoxyglucose 6-phosphate; 2-Amino-D-glucose-6-phosphate; D-Glucosamine 6-phosphate; D-Glucosamine phosphate; D-Glucosamine-6-phosphate; GLCN-6-P; Glucosamine 6 -phosphate; Glucosamine 6-phosphoric acid; Glucosamine-6-P; Glucosamine-6-phosphate; Glucose-6-phosphorate; Glucose-6-phosphoric acid; Phosphoric acid mono-((2R,3S,4R,5R)-5-amino-2,3,4-trihydroxy-6-oxo-hexyl) ester; a-D-Glucosamine 6-(dihydrogen phosphate); a-D-Glucosamine 6-(dihydrogen phosphoric acid); alpha-D-Glucosamine 6-(dihydrogen phosphate)
Source Endogenous;Escherichia Coli Metabolite;Yeast Metabolite;Food
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
439217
HMDB ID
HMDB0001254
Formula
C6H14NO8P
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
C00352
DrugBank ID
DB02657
ChEBI ID
15873
FooDB ID
FDB022515
ChemSpider ID
388356
METLIN ID
6111
Physicochemical Properties Molecular Weight 259.149 Topological Polar Surface Area 163
XlogP -6.8 Complexity 282
Heavy Atom Count 16 Rotatable Bond Count 3
Hydrogen Bond Donor Count 6 Hydrogen Bond Acceptor Count 9
Function
Glucosamine 6-phosphate (CAS: 3616-42-0) is normally produced in endothelial cells via de novo glucosamine synthesis by the enzyme fructose-6-phosphate amidotransferase and the modulation of this pathway by hyperglycemia and glutamine. Glutamine-fructose-6-phosphate amidotransferase (GFAT) catalyzes the first committed step in the pathway for biosynthesis of hexosamines in mammals. A member of the N-terminal nucleophile class of amidotransferases, GFAT transfers the amino group from the L-glutamine amide to D-fructose 6-phosphate, producing glutamic acid and glucosamine 6-phosphate. As glucosamine inhibits endothelial nitric oxide synthesis it has important implications for impaired endothelium-dependent relaxation and vascular dysfunction in diabetes mellitus.
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 Glucosamine 6-phosphate concentration: decrease (Log2 FC=0.76)
                      Summary Introduced Variation         Induced Change 
                      Disease Status Colon cancer [ICD-11: 2B90]
                      Details It is reported that knockout of TP53 leads to the decrease of glucosamine 6-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.

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