sialic acid   Click here for help

GtoPdb Ligand ID: 4644

Synonyms: aceneuramic acid | N-acetylneuraminic acid
PDB Ligand
Comment: The structure shown above is representative of this class of compounds. For more details see the entry in ChEBI linked to above.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 10
Hydrogen bond donors 7
Rotatable bonds 10
Topological polar surface area 184.62
Molecular weight 309.11
XLogP -4.46
No. Lipinski's rules broken 1
SMILES / InChI / InChIKey
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Canonical SMILES OCC(C(C(C(C(CC(=O)C(=O)O)O)NC(=O)C)O)O)O
Isomeric SMILES OC[C@H]([C@H]([C@@H]([C@@H]([C@H](CC(=O)C(=O)O)O)NC(=O)C)O)O)O
InChI InChI=1S/C11H19NO9/c1-4(14)12-8(5(15)2-6(16)11(20)21)10(19)9(18)7(17)3-13/h5,7-10,13,15,17-19H,2-3H2,1H3,(H,12,14)(H,20,21)/t5-,7+,8+,9+,10+/m0/s1
InChI Key KBGAYAKRZNYFFG-BOHATCBPSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
(4S,5R,6R,7S,8R)-5-acetamido-4,6,7,8,9-pentahydroxy-2-oxononanoic acid
Synonyms Click here for help
aceneuramic acid | N-acetylneuraminic acid
Database Links Click here for help
ChEBI CHEBI:26667
ChEMBL Ligand CHEMBL2105945
GtoPdb PubChem SID 178101361
PubChem CID 14017587
RCSB PDB Ligand SI3
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Wikipedia Sialic_acid