CHEBI:28393 - β-D-glucosamine

ChEBI IDCHEBI:28393
ChEBI Nameβ-D-glucosamine
Stars
ASCII Namebeta-D-glucosamine
DefinitionA 2-amino-2-deoxy-D-glucopyranose that is D-glucosamine having a β-configuration at the anomeric position.
Secondary ChEBI IDsCHEBI:10396, CHEBI:22794, CHEBI:42813
Last Modified7 April 2021
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
WURCSWURCS=2.0/1,1,0/[a2122h-1b_1-5_2*N]/1/
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-QZABAPFNSA-N
Roles Classification
Biological Roles:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
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)
β-D-glucosamine (CHEBI:28393) has functional parent β-D-glucose (CHEBI:15903)
β-D-glucosamine (CHEBI:28393) has role plant metabolite (CHEBI:76924)
β-D-glucosamine (CHEBI:28393) is a 2-amino-2-deoxy-D-glucopyranose (CHEBI:47977)
β-D-glucosamine (CHEBI:28393) is conjugate base of β-D-glucosamine(1+) (CHEBI:140810)
Incoming Relation(s)
GlcpN-(1→1)-α-D-Galp (CHEBI:153875) has functional parent β-D-glucosamine (CHEBI:28393)
β-D-GlcN-(1→6)-D-GlcN (CHEBI:146542) has functional parent β-D-glucosamine (CHEBI:28393)
β-muramic acid (CHEBI:44312) has functional parent β-D-glucosamine (CHEBI:28393)
β-D-glucosamine(1+) (CHEBI:140810) is conjugate acid of β-D-glucosamine (CHEBI:28393)
IUPAC Name 
2-amino-2-deoxy-β-D-glucopyranose
Synonyms  Source
beta-D-GlucosamineKEGG COMPOUND
β-D-glucosamineIUPAC
D-GLUCOSAMINEPDBeChem
Manual XrefsDatabases
C08349KEGG COMPOUND
GCSPDBeChem
HMDB0030091HMDB
CPD-12539MetaCyc
C00001121KNApSAcK
G19577LJGlyTouCan
G19577LJGlyGen
Registry NumbersSources
Gmelin:720725Gmelin
Reaxys:1723616Reaxys
CAS:3416-24-8KEGG COMPOUND
CAS:14257-69-3KEGG COMPOUND
Citations