alpha-D-glucosamine (CHEBI:44678)

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ChEBI Name	α-D-glucosamine

ChEBI ID	CHEBI:44678

ChEBI ASCII Name	alpha-D-glucosamine

Definition	A 2-amino-2-deoxy-D-glucopyranose with an α-configuration at the anomeric position.

Stars	This entity has been manually annotated by the ChEBI Team.

Secondary ChEBI IDs	CHEBI:35185, CHEBI:44674

Supplier Information

Download	Molfile XML SDF

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Formula

C6H13NO5

Net Charge

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-UKFBFLRUSA-N

SMILES

N[C@H]1[C@@H](O)O[C@H](CO)[C@@H](O)[C@@H]1O

Roles Classification
Biological Role(s):	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 )

ChEBI Ontology
Outgoing	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	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	Sources
2-amino-2-deoxy-α-D-glucopyranose	ChEBI
α-D-glucopyranose, 2-amino-2-deoxy-	ChEBI
WURCS=2.0/1,1,0/[a2122h-1a_1-5_2*N]/1/	GlyTouCan

Last Modified

27 March 2024