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 |
|
HMDB ID |
|
Formula |
C6H14NO8P
|
Structure |
<iframe style="width: 300px; height: 300px;" frameborder="0" src="https://embed.molview.org/v1/?mode=balls&cid=439217"></iframe>
|
 |
3D MOL
|
2D MOL
|
|
Click to Show/Hide the Molecular/Functional Data (External Links/Property/Function) of This Metabolite
|
KEGG ID |
|
DrugBank ID |
|
ChEBI ID |
|
FooDB ID |
|
ChemSpider ID |
|
METLIN ID |
|
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
|
|
|
|
|
|
|
|