CHEBI:28393 - β-D-glucosamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name β-D-glucosamine
ChEBI ID CHEBI:28393
ChEBI ASCII Name beta-D-glucosamine
Definition A 2-amino-2-deoxy-D-glucopyranose that is D-glucosamine having a β-configuration at the anomeric position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:10396, CHEBI:42813, CHEBI:22794
Supplier Information
Download Molfile XML SDF
more structures >>
Formula C6H13NO5
Net Charge 0
Average Mass 179.17116
Monoisotopic Mass 179.07937
InChI InChI=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
InChIKey MSWZFWKMSRAUBD-QZABAPFNSA-N
SMILES N[C@H]1[C@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): 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.
(via 2-amino-2-deoxy-D-glucopyranose )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via 2-amino-2-deoxy-D-glucopyranose )
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via D-glucosamine )
Application(s): geroprotector
Any compound that supports healthy aging, slows the biological aging process, or extends lifespan.
(via 2-amino-2-deoxy-D-glucopyranose )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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)
GlcpN-(1→1)-α-D-Galp (CHEBI:153875) 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 Sources
beta-D-Glucosamine KEGG COMPOUND
β-D-glucosamine IUPAC
D-GLUCOSAMINE PDBeChem
WURCS=2.0/1,1,0/[a2122h-1b_1-5_2*N]/1/ GlyTouCan
Manual Xrefs Databases
C00001121 KNApSAcK
C08349 KEGG COMPOUND
CPD-12539 MetaCyc
G19577LJ GlyGen
G19577LJ GlyTouCan
GCS PDBeChem
HMDB0030091 HMDB
View more database links
Registry Numbers Types Sources
14257-69-3 CAS Registry Number KEGG COMPOUND
1723616 Reaxys Registry Number Reaxys
1723616 Beilstein Registry Number Beilstein
3416-24-8 CAS Registry Number KEGG COMPOUND
720725 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
23817094 PubMed citation Europe PMC
24455869 PubMed citation Europe PMC
Last Modified
07 April 2021