(4R,6R)-5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid

• ChemBase ID: 302371
• Molecular Formular: C11H19NO9
• Molecular Mass: 309.26986
• Monoisotopic Mass: 309.10598119
• SMILES: CC(=O)NC1[C@@H](CC(O[C@H]1C(C(CO)O)O)(C(=O)O)O)O
• Canonical SMILES: OCC(C([C@@H]1OC(O)(C[C@H](C1NC(=O)C)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?/m1/s1
• InChIKey: SQVRNKJHWKZAKO-VSUCAOSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,6R)-5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• IUPAC Traditional name: (4R,6R)-5-acetamido-2,4-dihydroxy-6-(1,2,3-trihydroxypropyl)oxane-2-carboxylic acid
• Synonyms: 5-Acetamido-3,5-dideoxy-D-glycero-D-galactononulosonic acid; NANA; N-(-)-Acetylneuraminic acid; N-(-)-乙酰甘露糖胺丙酮酸

Database IDs

• CAS Number: 131-48-6
• EC Number: 205-023-1
• MDL Number: MFCD00006620
• Beilstein Number: 1716283
• Merck Index: 148484

CALCULATED PROPERTIES

• Acid pKa: 2.996658
• H Acceptors: 9
• H Donor: 7
• LogD (pH = 5.5): -6.029575
• LogD (pH = 7.4): -7.0390115
• Log P: -3.5639374
• Molar Refractivity: 63.7814 cm^3
• Polarizability: 26.256002 Å^3
• Polar Surface Area: 176.78 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: ca 185°C dec.
• Optical Rotation: -32 (c=0.5 in water)

Safety Information

• Storage Warning: Air Sensitive
• TSCA Listed: 是

Product Information

• Purity: 97%