Biological Magnetic Resonance Data Bank

A Repository for Data from NMR Spectroscopy on Proteins, Peptides, Nucleic Acids, and other Biomolecules
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N-Acetylneuraminic Acid

Graphical representations:

N-Acetylneuraminic acid image

View large 3D structure

Molecular Formula: C11 H19 N O9

Natural Isotopic Abundance Mass: 309.2698600000

Mono-Isotopic Molecular Masses:

  • C12N14: 309.105981214
  • C13N14: 320.14288443
  • C12N15: 310.103016107
  • C13N15: 321.139919323

InChI String: 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

isomeric SMILES: CC(=O)N[C@@H]1[C@H](CC(O[C@H]1[C@@H]([C@@H](CO)O)O)(C(=O)O)O)O

canonical SMILES: CC(=O)NC1C(CC(OC1C(C(CO)O)O)(C(=O)O)O)O

IUPAC: IUPAC systematic
(4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

IUPAC traditional: IUPAC cas: IUPAC openeye
(4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1S,2R)-1,2,3-trihydroxypropyl]tetrahydropyran-2-carboxylic acid

PubChem Substance (SID):   85164905   3568
PubChem Compound (CID):   439197
KEGG: Compound ID   C00270
CAS Registry IDs:   131-48-6
PDB Chemical Component   NAN   SI2   SIA   SLB
Miscellaneous Databases and IDs:   CHEBI 17012

Reference data were obtained primarily from the PubChem database.

Three dimensional molecular rendering uses Jmol.

Atom numbering calculated using ALATIS. Citation: Hesam Dashti, William M. Westler, John L. Markley, Hamid R. Eghbalnia, "Unique identifiers for small molecules enable rigorous labeling of their atoms", Scientific Data 4, Article number: 170073 (2017), doi:10.1038/sdata.2017.73,