Microbial
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2022-06-05 23:12:05 UTC
Update Date2025-10-07 16:08:31 UTC
Metabolite IDMMDBc0054434
Metabolite Identification
Common NameD-glucosamine 6-phosphate
DescriptionD-glucosamine 6-phosphate is a member of the amino sugar phosphate class of compounds, characterized by its phosphate group attached to the 6-position of the glucosamine moiety. This metabolite plays a crucial role in various biochemical pathways, particularly in the synthesis of glycosaminoglycans and glycoproteins, which are essential components of the extracellular matrix and cellular structures. It is involved in the metabolism of amino sugars and is a key intermediate in the hexosamine biosynthetic pathway, which contributes to the regulation of cellular signaling and energy homeostasis. Notably, D-glucosamine 6-phosphate has been identified as a significant metabolite in bacterial studies, where its levels were found to differ significantly in response to various treatments, indicating its potential role in microbial metabolism (PMID:41044369 ). Additionally, its elevation, alongside other metabolites, was observed after specific treatments, further highlighting its metabolic importance (PMID:40718781 ). Overall, D-glucosamine 6-phosphate serves as a vital link between carbohydrate metabolism and the biosynthesis of essential biomolecules.
Structure
Synonyms
ValueSource
2-Amino-2-deoxy-6-O-phosphono-D-glucopyranoseChEBI
D-Glucosamine phosphateChEBI
D-Glucosamine-6-phosphateChEBI
D-Glucosamine phosphoric acidGenerator
D-Glucosamine-6-phosphoric acidGenerator
D-Glucosamine 6-phosphoric acidGenerator
2-amino-2-Deoxy-D-glucopyranose 6-phosphoric acidGenerator
Glucosamine 6-phosphateMeSH
GLCN-6-PMeSH
Glucosamine 6-phosphate, disodium saltMeSH
Glucosamine 6-phosphate, monosodium saltMeSH
Molecular FormulaC6H14NO8P
Average Mass259.151
Monoisotopic Mass259.045702941
IUPAC Name{[(2R,3S,4R,5R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid
Traditional NameD-glucosamine 6-phosphate
CAS Registry NumberNot Available
SMILES
N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6?/m1/s1
InChI KeyXHMJOUIAFHJHBW-IVMDWMLBSA-N