Structure

N-Acetylneuraminic acid

CAS
131-48-6
Catalog Number
ACM131486
Category
Inhibitors
Molecular Weight
309.27
Molecular Formula
C11H19NO9

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Specification

Description
N-Acetylneuraminic acid is a nine-carbon, sialic acid monosaccharide commonly found in glycoproteins on cell membranes and in glycolipids such as gangliosides in mammalian cells. Studies suggest that N-Acetylneuraminic acid is useful biologically in neurotransmission, leukocyte extravasation, viral or bacterial infections and carbohydrate-protein recognition.
Synonyms
Galactononulosonic acid
IUPAC Name
(2S,4S,5R,6R)-5-Acetamido-2,4-dihydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid
Canonical SMILES
CC(=O)NC1C(CC(OC1C(C(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
InChI Key
SQVRNKJHWKZAKO-PFQGKNLYSA-N
Boiling Point
449.56 °C
Melting Point
184-186 °C
Flash Point
193 °C
Density
1.3580 g/cm³
Appearance
Solid
Storage
-20 °C
Assay
0.99
Complexity
403
EC Number
205-023-1
Exact Mass
309.10598118
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
MDL Number
MFCD00006620
Monoisotopic Mass
309.10598118
Packaging
1 kg
pKa
2.41±0.54(Predicted)
Refractive Index
-32 ° (C=1, H₂O)
Solubility In Water
50 g/L (20 ºC)
Stability
Stable. Incompatible with strong oxidizing agents.
Storage Conditions
-20°C
Topological Polar Surface Area
177 Ų
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