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CHEBI:44278 - N-acetyl-α-D-glucosamine
| Formula | C8H15NO6 |
| Net Charge | 0 |
| Average Mass | 221.209 |
| Monoisotopic Mass | 221.08994 |
| SMILES | CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O |
| WURCS | WURCS=2.0/1,1,0/[a2122h-1a_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-PVFLNQBWSA-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. 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-α-D-glucosamine (CHEBI:44278) is a N-acetyl-D-glucosamine (CHEBI:506227) |
| Incoming Relation(s) |
| N-acetyl-α-D-glucosaminyl-L-threonyl residue (CHEBI:156086) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-Galp-(1→3)-α-D-GlcpNAc (CHEBI:145589) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→1)-α-D-Glcp (CHEBI:152022) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→2)-β-D-Glcp (CHEBI:149311) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→3)-D-Glcp (CHEBI:150150) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→4)-D-GlcpNAc (CHEBI:154293) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→4)-β-D-GlcpA (CHEBI:150151) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-GlcpNAc-(1→4)-β-D-Manp (CHEBI:152193) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-Manp-(1→3)-α-D-GlcpNAc (CHEBI:145596) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-D-Manp-(1→4)-α-D-GlcpNAc (CHEBI:152096) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-L-Fucp-(1→3)-α-D-GlcpNAc (CHEBI:155347) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-L-Fucp-(1→4)-α-D-GlcpNAc (CHEBI:154344) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| α-L-Fucp-(1→6)-α-D-GlcpNAc (CHEBI:154755) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| β-D-Galp-(1→3)-α-D-GlcpNAc (CHEBI:145593) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| β-D-Galp-(1→6)-α-D-GlcpNAc (CHEBI:150486) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| β-D-GlcpNAc-(1→3)-α-D-GlcpNAc (CHEBI:153445) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| β-L-Fucp-(1→6)-α-D-GlcNAc (CHEBI:146502) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| Δ4-β-D-GlcpA-(1→4)-α-D-GlcpNAc (CHEBI:150237) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| Δ4-β-D-GlcpA2S-(1→3)-α-D-GlcpNAc (CHEBI:148337) has functional parent N-acetyl-α-D-glucosamine (CHEBI:44278) |
| IUPAC Name |
|---|
| 2-acetamido-2-deoxy-α-D-glucopyranose |
| Synonyms | Source |
|---|---|
| 2-(acetylamino)-2-deoxy-α-D-glucopyranose | ChEBI |
| α-GlcNAc | ChEBI |
| α-D-GlcNAc | ChEBI |
| UniProt Name | Source |
|---|---|
| N-acetyl-α-D-glucosamine | UniProt |
| Citations |
|---|