CAS 16655-75-7

(2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Description:

The chemical substance known as (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid, with the CAS number 16655-75-7, is a complex organic compound characterized by its multiple functional groups, including acetamido, acetyloxy, and carboxylic acid moieties. This compound features a sugar-like structure, indicative of its potential role in biological systems, possibly as a carbohydrate derivative. The stereochemistry is significant, as denoted by the specific configurations at various chiral centers, which can influence its biological activity and interactions. The presence of hydroxyl groups suggests it may exhibit hydrophilic properties, enhancing its solubility in aqueous environments. Additionally, the acetamido and acetyloxy groups may contribute to its reactivity and potential applications in medicinal chemistry or as a biochemical agent. Overall, this compound's structural complexity and functional diversity make it a subject of interest in both synthetic and natural product chemistry.

Formula: C₁₃H₂₁NO₁₀

InChI: InChI=1/C13H21NO10/c1-5(16)14-9-8(23-6(2)17)3-13(22,12(20)21)24-11(9)10(19)7(18)4-15/h7-11,15,18-19,22H,3-4H2,1-2H3,(H,14,16)(H,20,21)/t7-,8+,9-,10-,11-,13+/m1/s1

InChI key: InChIKey=BBYXUOZSDSGEHK-IYKVGLELSA-N

SMILES: [C@@H]([C@H](CC(C(O)=O)=O)OC(C)=O)([C@H]([C@@H]([C@@H](CO)O)O)O)NC(C)=O

Synonyms:

• 4-O-acetyl-5-(acetylamino)-3,5-dideoxy-D-glycero-beta-D-galacto-non-2-ulopyranosonic acid
• 4-O-acetyl-N-acetylneuraminic acid
• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-, 4-acetate
• <span class="text-smallcaps">D</smallcap>-glycero-<smallcap>D</span>-galacto-Nonulosonic acid, 5-acetamido-3,5-dideoxy-, 4-acetate
• N-Acetyl-4-O-acetylneuraminic acid
• Neuraminic acid, N-acetyl-, 4-acetate
• D-glycero-D-galacto-Nonulosonic acid, 5-acetamido-3,5-dideoxy-, 4-acetate
• D-glycero-D-galacto-2-Nonulosonic acid, 5-(acetylamino)-3,5-dideoxy-, 4-acetate
• (2S,4S,5R,6R)-5-acetamido-4-acetyloxy-2-hydroxy-6-[(1R,2R)-1,2,3-trihydroxypropyl]oxane-2-carboxylic acid

Neuraminic acid, N-acetyl-, 4-acetate

CAS: 16655-75-7

Formula: C₁₃H₂₁NO₁₀

Molecular weight: 351.3065

Ref: IN-DA001WTX

5-N-Acetyl-4-O-acetyl neuraminic acid

CAS: 16655-75-7

Ref: 7W-GC3080

4-O-Acetyl-N-acetyl-neuraminic acid

CAS: 16655-75-7

4-O-Acetyl-N-acetyl-neuraminic acid is a derivative of sialic acid, which is an important component of the human cell membrane. It has been found to have inhibitory properties against influenza virus and other viruses. 4-O-Acetyl-N-acetyl-neuraminic acid inhibits viral activity by irreversible inhibition of the α subunit on the surface glycoprotein, preventing it from binding to host cells. This compound has been shown to be effective against hepatitis B virus and galleria mellonella (a type of wax moth). 4-O-Acetylneuraminic acid has also been shown to be effective in inhibiting the replication of Influenza A virus strains that are resistant to neuraminidase inhibitors such as zanamivir and oseltamivir.

Formula: C₁₃H₂₁NO₁₀

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 351.31 g/mol

Ref: 3D-MA29337

4-O-Acetyl-N-acetylneuraminic Acid

Controlled Product

CAS: 16655-75-7

Formula: C₁₃H₂₁NO₁₀

Color and Shape: Neat

Molecular weight: 351.307

Ref: TR-A167953