EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
CHEBI:17012 - N-acetylneuraminic acid
| Formula | C11H19NO9 |
| Net Charge | 0 |
| Average Mass | 309.271 |
| Monoisotopic Mass | 309.10598 |
| SMILES | [H][C@@]1([C@H](O)[C@H](O)CO)OC(O)(C(=O)O)C[C@H](O)[C@H]1NC(C)=O |
| WURCS | WURCS=2.0/1,1,0/[Aad21122h-2x_2-6_5*NCC/3=O]/1/ |
| InChI | InChI=1S/C11H19NO9/c1-4(14)12-7-5(15)2-11(20,10(18)19)21-9(7)8(17)6(16)3-13/h5-9,13,15-17,20H,2-3H2,1H3,(H,12,14)(H,18,19)/t5-,6+,7+,8+,9+,11?/m0/s1 |
| InChIKey | SQVRNKJHWKZAKO-LUWBGTNYSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Escherichia coli (ncbitaxon:562) | - | PubMed (21988831) | |
| Mus musculus (ncbitaxon:10090) | - | PubMed (19425150) | Source: BioModels - MODEL1507180067 |
| Roles Classification |
|---|
| Chemical Role: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria. human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). EC 3.2.1.18 (exo-alpha-sialidase) inhibitor An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell. |
| Application: | EC 3.2.1.18 (exo-alpha-sialidase) inhibitor An antiviral drug targeted at influenza viruses. Its mode of action consists of blocking the function of the viral neuraminidase protein (EC 3.2.1.18), thus preventing the virus from budding from the host cell. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| N-acetylneuraminic acid (CHEBI:17012) has role antioxidant (CHEBI:22586) |
| N-acetylneuraminic acid (CHEBI:17012) has role bacterial metabolite (CHEBI:76969) |
| N-acetylneuraminic acid (CHEBI:17012) has role EC 3.2.1.18 (exo-α-sialidase) inhibitor (CHEBI:52425) |
| N-acetylneuraminic acid (CHEBI:17012) has role human metabolite (CHEBI:77746) |
| N-acetylneuraminic acid (CHEBI:17012) has role mouse metabolite (CHEBI:75771) |
| N-acetylneuraminic acid (CHEBI:17012) is a N-acetylneuraminic acids (CHEBI:21622) |
| N-acetylneuraminic acid (CHEBI:17012) is conjugate acid of N-acetylneuraminate (CHEBI:35418) |
| Incoming Relation(s) |
| N-acetylneuraminamide (CHEBI:62288) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| N-acetylneuraminol (CHEBI:62291) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| 3-acetamido-3,5-dideoxy-L-lyxo-hept-6-ulopyranosuronic acid (CHEBI:62323) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| 5-acetamido-3,5-dideoxy-L-arabino-hept-2-ulopyranosonic acid (CHEBI:62322) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| 9-deoxy-9-acetamido-N-acetyl-α-neuraminic acid (CHEBI:65188) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| ethyl N-acetylneuraminate (CHEBI:62290) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| methyl N-acetylneuraminate (CHEBI:62303) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| β-D-Galp-(1→9)-Neup5Ac (CHEBI:149010) has functional parent N-acetylneuraminic acid (CHEBI:17012) |
| N-acetyl-α-neuraminic acid (CHEBI:49026) is a N-acetylneuraminic acid (CHEBI:17012) |
| N-acetyl-β-neuraminic acid (CHEBI:45744) is a N-acetylneuraminic acid (CHEBI:17012) |
| N-acetylneuraminate (CHEBI:35418) is conjugate base of N-acetylneuraminic acid (CHEBI:17012) |
| N-acetylneuraminyl group (CHEBI:75133) is substituent group from N-acetylneuraminic acid (CHEBI:17012) |
| IUPAC Name |
|---|
| 5-acetamido-3,5-dideoxy-D-glycero-D-galacto-non-2-ulopyranosonic acid |
| INNs | Source |
|---|---|
| aceneuramic acid | ChemIDplus |
| acidium aceneuramicum | ChemIDplus |
| acide aceneuramique | ChemIDplus |
| acido aceneuramico | ChemIDplus |
| Synonyms | Source |
|---|---|
| N-Acetylneuraminic acid | KEGG COMPOUND |
| 5-Acetamido-3,5-dideoxy-D-glycero-D-galacto-2-nonulosonic acid | KEGG COMPOUND |
| Neu5Ac | KEGG COMPOUND |
| Aceneuramic acid | ChemIDplus |
| NeuAc | ChEBI |
| O-sialic acid | MetaCyc |
| Citations |
|---|