hydrate sodium (4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylate

• ChemBase ID: 133689
• Molecular Formular: C21H26NNaO12
• Molecular Mass: 507.42041
• Monoisotopic Mass: 507.13526956
• SMILES: Cc1cc(=O)oc2c1ccc(c2)OC1(C[C@@H]([C@H]([C@@H](O1)C(C(CO)O)O)NC(=O)C)O)C(=O)O[Na].O
• Canonical SMILES: OCC(C([C@@H]1OC(C[C@@H]([C@H]1NC(=O)C)O)(Oc1ccc2c(c1)oc(=O)cc2C)C(=O)O[Na])O)O.O
• InChI: InChI=1S/C21H25NO11.Na.H2O/c1-9-5-16(27)31-15-6-11(3-4-12(9)15)32-21(20(29)30)7-13(25)17(22-10(2)24)19(33-21)18(28)14(26)8-23;;/h3-6,13-14,17-19,23,25-26,28H,7-8H2,1-2H3,(H,22,24)(H,29,30);;1H2/q;+1;/p-1/t13-,14?,17+,18?,19+,21?;;/m0../s1
• InChIKey: NSQMRVBWXQQIKF-VOJVABDHSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: hydrate sodium (4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylate
• IUPAC Traditional name: hydrate sodium (4S,5R,6R)-5-acetamido-4-hydroxy-2-[(4-methyl-2-oxochromen-7-yl)oxy]-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylate
• Synonyms: 4-Methylumbelliferyl-N-acetyl-α-D-neuraminic acid sodium salt hydrate; 2′-(4-Methylumbelliferyl)-α-D-N-acetylneuraminic acid sodium salt hydrate

Database IDs

• CAS Number: 76204-02-9(anhydrous)
• PubChem SID: 162227966; 24897277
• PubChem CID: 16219697

CALCULATED PROPERTIES

• Acid pKa: 12.312727
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -1.0797006
• LogD (pH = 7.4): -1.079705
• Log P: -1.0797
• Molar Refractivity: 106.8863 cm^3
• Polarizability: 44.8613 Å^3
• Polar Surface Area: 181.08 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC)
• Quality Level: PREMIUM

DETAILS

Sigma Aldrich - M8639

Biochem/physiol Actions
Substrate for fluorometric assay of neuraminidase.1 Used for fluorescent staining of sialidases in PAGE.2