CHEBI:44678 - α-D-glucosamine

ChEBI IDCHEBI:44678
ChEBI Nameα-D-glucosamine
Stars
ASCII Namealpha-D-glucosamine
DefinitionA 2-amino-2-deoxy-D-glucopyranose with an α-configuration at the anomeric position.
Secondary ChEBI IDsCHEBI:35185, CHEBI:44674
Last Modified27 March 2024
DownloadsMolfile
FormulaC6H13NO5
Net Charge0
Average Mass179.172
Monoisotopic Mass179.07937
SMILESN[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O
InChIInChI=1S/C6H13NO5/c7-3-5(10)4(9)2(1-8)12-6(3)11/h2-6,8-11H,1,7H2/t2-,3-,4-,5-,6+/m1/s1
InChIKeyMSWZFWKMSRAUBD-UKFBFLRUSA-N
Roles Classification
Biological Roles:
Escherichia coli metabolite  Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
Application:
geroprotector  Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
ChEBI Ontology
Outgoing Relation(s)
α-D-glucosamine (CHEBI:44678) has functional parent α-D-glucose (CHEBI:17925)
α-D-glucosamine (CHEBI:44678) is a 2-amino-2-deoxy-D-glucopyranose (CHEBI:47977)
Incoming Relation(s)
α-D-GlcpN-(1→1)-α-D-Galp (CHEBI:152005) has functional parent α-D-glucosamine (CHEBI:44678)
α-D-GlcpN-(1→6)-D-GlcpN (CHEBI:150211) has functional parent α-D-glucosamine (CHEBI:44678)
α-D-GlcpN-(1→1)-β-D-Glcp (CHEBI:154433) has functional parent α-D-glucosamine (CHEBI:44678)
α-D-glucosamine 1-phosphate (CHEBI:27625) has functional parent α-D-glucosamine (CHEBI:44678)
α-D-glucosamine 6-phosphate (CHEBI:15873) has functional parent α-D-glucosamine (CHEBI:44678)
α-muramic acid (CHEBI:47969) has functional parent α-D-glucosamine (CHEBI:44678)
β-D-GlcpN-(1→6)-α-D-GlcpN (CHEBI:154632) has functional parent α-D-glucosamine (CHEBI:44678)
IUPAC Name 
2-amino-2-deoxy-α-D-glucopyranose
Synonyms  Source
2-amino-2-deoxy-α-D-glucopyranoseChEBI
α-D-glucopyranose, 2-amino-2-deoxy-ChEBI
Manual XrefsDatabases
G94923PGGlyTouCan
G94923PGGlyGen
LSM-36429LINCS
PA1PDBeChem
Registry NumbersSources
Gmelin:1653887Gmelin
Reaxys:1723617Reaxys
Citations