N-Acetyl-alpha-D-neuraminic acid
Basic information
- CAS
131-48-6- Standard SMILES
CC(=O)N[C@H]1[C@H]([C@H](O)[C@H](O)CO)O[C@@](O)(C(=O)O)C[C@@H]1O- InChIKey
SQVRNKJHWKZAKO-YRMXFSIDSA-N- Molecular formula
- C11H19NO9
- Average molar mass
- 309.27 g/mol
- Monoisotopic mass
- 309.10598118
Overview
N-acetyl-alpha-neuraminic acid is N-Acetylneuraminic acid with alpha configuration at the anomeric centre. It has a role as an epitope. It is functionally related to an alpha-neuraminic acid. It is a conjugate acid of a N-acetyl-alpha-neuraminate.
Names & identifiers
- Preferred name
- N-Acetyl-alpha-D-neuraminic acid
- IUPAC
- (2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
- English name
- N-acetyl-a-Neuraminic acid
- Molecular formula
- C11H19NO9
- Molecular weight
- 309.27
Names & synonyms
N-acetyl-alpha-neuraminic acid21646-00-4alpha-Neu5Ac04A90EXP8VN-Acetyl-alpha-D-neuraminic acidCHEBI:49026alpha-Neuraminic acid, N-acetyl-N-Acetyl-alpha-neuraminic acid, (-)-DTXSID201309514D-Glycero-alpha-D-galacto-2-nonulopyranosonic acid, 5-(acetylamino)-3,5-dideoxy-RefChem:7893GlyTouCan:G50850NI
Show more names
α-Neuraminic acid, N-acetyl-
DTXCID901739390G50850NIO-sialic acid(2R,4S,5R,6R)-5-acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acidN-Acetyl-a-neuraminic acidIsotazettine, 8-O-methyl-UNII-04A90EXP8VpolySia
Database identifiers
- CAS
131-48-6、21646-00-4- PubChem CID
- 444885
- DTXSID
DTXSID201309514- ChEMBL
CHEMBL1234621- ChEBI
CHEBI:49026
Properties
Computed structural properties
- XLogP
- -3.5
- Topological polar surface area
- 177 Ų
- Hydrogen bond donors
- 7
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 5
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 403
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physical DescriptionSolid
Physicochemical properties
- Boiling point
- 805 · 805.0±65.0 °C(Predicted)
- Density
- 1 · 1+-.0.1 g/cm3(Predicted)
- pka
- 2.31 · 2.31±0.70(Predicted)
- FDA UNII
- 4 A90EXP8V · 04A90EXP8V
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory InformationNeuraminic acid, N-acetyl-: Does not have an individual approval but may be used under an appropriate group standard
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationNeuraminic acid, N-acetyl-: ACTIVE
Additional notes
DefinitionChEBI: N-acetyl-alpha-neuraminic acid is n-Acetylneuraminic acid with alpha configuration at the anomeric centre. It has a role as an epitope. It is functionally related to an alpha-neuraminic acid. It is a conjugate acid of a N-acetyl-alpha-neuraminate.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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