SIA
N-acetyl-alpha-neuraminic acid
Find entries where: SIA
is present as a standalone ligand in 157 entries
as a non-polymer is covalently linked to polymer or other heterogen groups 8 entries
is present in a branched oligosaccharide 454 entries
Chemical Component Summary | |
|---|---|
| Name | N-acetyl-alpha-neuraminic acid |
| Synonyms | N-acetylneuraminic acid; sialic acid; alpha-sialic acid; O-SIALIC ACID |
| Identifiers | (2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid |
| Formula | C11 H19 N O9 |
| Molecular Weight | 309.27 |
| Type | D-SACCHARIDE, ALPHA LINKING |
| Isomeric SMILES | CC(=O)N[C@@H]1[C@H](C[C@@](O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O |
| 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-YRMXFSIDSA-N |
Chemical Details | |
|---|---|
| Formal Charge | 0 |
| Atom Count | 40 |
| Chiral Atom Count | 6 |
| Bond Count | 40 |
| Aromatic Bond Count | 0 |
Drug Info: DrugBank
| DrugBank ID | DB03721 |
|---|---|
| Name | N-acetyl-alpha-neuraminic acid |
| Groups | experimental |
| Description | An N-acyl derivative of neuraminic acid. N-acetylneuraminic acid occurs in many polysaccharides, glycoproteins, and glycolipids in animals and bacteria. (From Dorland, 28th ed, p1518) |
| Synonyms |
|
| CAS number | 21646-00-4 |
Drug Targets
| Name | Target Sequence | Pharmacological Action | Actions |
|---|---|---|---|
| 3-deoxy-manno-octulosonate cytidylyltransferase | MSKAVIVIPARYGSSRLPGKPLLDIVGKPMIQHVYERALQVAGVAEVWVA... | unknown | |
| Tetanus toxin | MPITINNFRYSDPVNNDTIIMMEPPYCKGLDIYYKAFKITDRIWIVPERY... | unknown | |
| Cholera enterotoxin subunit B | MIKLKFGVFFTVLLSSAYAHGTPQNITDLCAEYHNTQIYTLNDKIFSYTE... | unknown | |
| Botulinum neurotoxin type B | MPVTINNFNYNDPIDNNNIIMMEPPFARGTGRYYKAFKITDRIWIIPERY... | unknown | |
| P-selectin | MANCQIAILYQRFQRVVFGISQLLCFSALISELTNQKEVAAWTYHYSTKA... | unknown | |
| View More | |||
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison
T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS.
Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682
Related Resource References
| Resource Name | Reference |
|---|---|
| PubChem | 444885 |
| ChEMBL | CHEMBL1234621 |
| ChEBI | CHEBI:61599, CHEBI:49026 |
