CHEBI:506227 - N-acetyl-D-glucosamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name N-acetyl-D-glucosamine
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
Download Molfile XML SDF
Formula C8H15NO6
Net Charge 0
Average Mass 221.20780
Monoisotopic Mass 221.08994
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
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 (hexokinase) inhibitor
An EC 2.7.1.* (phosphotransferases with an alcohol group as acceptor) inhibitor that interferes with the action of hexokinase, EC, an enzyme that phosphorylates hexoses forming hexose phosphate.
(via N-acetylglucosamine )
View more via ChEBI Ontology
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 α-D-GalpNAc-(1→3)-D-GlcpNAc (CHEBI:148388) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-D-Glcp-(1→4)-D-GlcpNAc (CHEBI:152766) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-D-Glcp-(1→6)-D-GlcpNAc (CHEBI:151906) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-D-GlcpNAc-(1→4)-D-GlcpNAc (CHEBI:154293) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-D-Manp-(1→6)-D-GlcpNAc (CHEBI:152042) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-L-Fucp-(1→4)-D-GlcpNAc (CHEBI:151318) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
β-D-Galf-(1→4)-D-GlcpNAc (CHEBI:148184) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
β-D-Galp3S-(1→4)-D-GlcpNAc (CHEBI:147626) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
β-D-GalpNAc4S-(1→4)-D-GlcNAc (CHEBI:147909) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
β-D-Glcp-(1→3)-D-GlcpNAc (CHEBI:152894) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
β-D-Glcp-(1→6)-D-GlcpNAc (CHEBI:146757) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-β-D-glucosamine 6-sulfate (CHEBI:28132) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
N-acetyl-1-seleno-β-D-glucosamine(1−) (CHEBI:195547) 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)
D-Galp-(1→4)-D-GlcpNAc (CHEBI:147906) has functional parent N-acetyl-D-glucosamine (CHEBI:506227)
α-D-Manp-(1→3)-D-GlcpNAc (CHEBI:152040) has parent hydride 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)
Synonyms Sources
2-Acetamido-2-deoxy-D-glucose DrugBank
2-Acetamido-2-deoxy-D-glucose KEGG COMPOUND
GlcNAc DrugBank
N-Acetyl-D-glucosamine KEGG COMPOUND
N-acetyl-D-glucosamine UniProt
N-Acetylchitosamine DrugBank
N-Acetylchitosamine KEGG COMPOUND
WURCS=2.0/1,1,0/[a2122h-1x_1-5_2*NCC/3=O]/1/ GlyTouCan
Manual Xrefs Databases
DB00141 DrugBank
G64581RP GlyGen
G64581RP GlyTouCan
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
11549596 PubMed citation Europe PMC
11787731 PubMed citation Europe PMC
11950472 PubMed citation Europe PMC
1366057 PubMed citation Europe PMC
14608143 PubMed citation Europe PMC
16237703 PubMed citation Europe PMC
19212411 PubMed citation Europe PMC
2026685 PubMed citation Europe PMC
21487204 PubMed citation Europe PMC
22308371 PubMed citation Europe PMC
22411374 PubMed citation Europe PMC
2619923 PubMed citation Europe PMC
3757018 PubMed citation Europe PMC
405259 PubMed citation Europe PMC
6174502 PubMed citation Europe PMC
6226355 PubMed citation Europe PMC
7583460 PubMed citation Europe PMC
7688662 PubMed citation Europe PMC
8056619 PubMed citation Europe PMC
Last Modified
20 April 2021