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CHEBI:506227 - N-acetyl-D-glucosamine
| Formula | C8H15NO6 |
| Net Charge | 0 |
| Average Mass | 221.209 |
| Monoisotopic Mass | 221.08994 |
| SMILES | CC(=O)N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O |
| WURCS | WURCS=2.0/1,1,0/[a2122h-1x_1-5_2*NCC/3=O]/1/ |
| 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 |
| Roles Classification |
|---|
| Biological Roles: | 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. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| 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 Relation(s) |
| N-acetyl-D-glucosamine 4-sulfate (CHEBI:28406) 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-β-D-glucosamine 6-sulfate (CHEBI:28132) 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) |
| PUGNAc (CHEBI:233425) has functional parent N-acetyl-D-glucosamine (CHEBI:506227) |
| 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) |
| 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) |
| IUPAC Name |
|---|
| 2-acetamido-2-deoxy-D-glucopyranose |
| Synonyms | Source |
|---|---|
| 2-Acetamido-2-deoxy-D-glucose | KEGG COMPOUND |
| GlcNAc | KEGG COMPOUND |
| N-Acetylchitosamine | KEGG COMPOUND |
| N-Acetyl-D-glucosamine | KEGG COMPOUND |
| UniProt Name | Source |
|---|---|
| N-acetyl-D-glucosamine | UniProt |
| Citations |
|---|