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ChEBI
> Main
CHEBI:28393 - β-
D
-glucosamine
Main
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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
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Molfile
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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
)
Glc
p
N-(1→1)-α-
D
-Gal
p
(
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
3416-24-8
CAS Registry Number
KEGG COMPOUND
720725
Gmelin Registry Number
Gmelin
Citations
Types
Sources
23817094
PubMed citation
Europe PMC
24455869
PubMed citation
Europe PMC
Last Modified
07 April 2021