CHEBI:506227 - N-acetyl-D-glucosamine

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ChEBI Name N-acetyl-D-glucosamine
ChEBI ID CHEBI:506227
ChEBI ASCII Name N-acetyl-D-glucosamine
Definition The D isomer of N-acetylglucosamine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C8H15NO6
Net Charge 0
Average Mass 221.20780
Monoisotopic Mass 221.090
InChI InChI=1S/C8H15NO6/c1-3(11)9-5-7(13)6(12)4(2-10)15-8(5)14/h4-8,10,12-14H,2H2,1H3,(H,9,11)/t4-,5-,6-,7-,8?/m1/s1
InChIKey OVRNDRQMDRJTHS-RTRLPJTCSA-N
SMILES CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O
Roles Classification
Biological Role(s): bacterial metabolite
Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
EC 2.7.1.1 (hexokinase) inhibitor
An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of hexokinase, EC 2.7.1.1, an enzyme that phosphorylates hexoses forming hexose phosphate.
(via N-acetylglucosamine )
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ChEBI Ontology
Outgoing N-acetyl-D-glucosamine (CHEBI:506227) has role bacterial metabolite (CHEBI:76969)
N-acetyl-D-glucosamine (CHEBI:506227) is a N-acetyl-D-hexosamine (CHEBI:21601)
N-acetyl-D-glucosamine (CHEBI:506227) is a N-acetylglucosamine (CHEBI:59640)
Incoming N-acetyl-β-D-glucosamine 6-sulfate (CHEBI:28132) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-D-glucosamine 4-sulfate (CHEBI:28406) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-α-D-glucosamine (CHEBI:44278) is a N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-β-D-glucosamine (CHEBI:28009) is a N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-D-glucosaminyl group (CHEBI:73776) is substituent group from N-acetyl-D-glucosamine (CHEBI:506227)
IUPAC Name
2-acetamido-2-deoxy-D-glucopyranose
Synonyms Sources
2-Acetamido-2-deoxy-D-glucose DrugBank
2-Acetamido-2-deoxy-D-glucose KEGG COMPOUND
GlcNAc DrugBank
GlcNAc KEGG COMPOUND
N-Acetyl-D-glucosamine KEGG COMPOUND
N-acetyl-D-glucosamine UniProt
N-Acetylchitosamine DrugBank
N-Acetylchitosamine KEGG COMPOUND
Database Links Databases
C00140 KEGG COMPOUND
DB00141 DrugBank
View more database links
Registry Numbers Types Sources
1913592 Beilstein Registry Number Beilstein
7512-17-6 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
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Last Modified
25 October 2017