methyl (2R,4S)-4-(acetyloxy)-3-acetamido-2-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylate

• ChemBase ID: 159470
• Molecular Formular: C20H27NO12
• Molecular Mass: 473.42788
• Monoisotopic Mass: 473.15332531
• SMILES: C1=C(O[C@H](C([C@@H]1OC(=O)C)NC(=O)C)[C@@H]([C@H](COC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)C1=C[C@@H](OC(=O)C)C([C@@H](O1)[C@@H]([C@@H](OC(=O)C)COC(=O)C)OC(=O)C)NC(=O)C
• InChI: InChI=1S/C20H27NO12/c1-9(22)21-17-14(30-11(3)24)7-15(20(27)28-6)33-19(17)18(32-13(5)26)16(31-12(4)25)8-29-10(2)23/h7,14,16-19H,8H2,1-6H3,(H,21,22)/t14-,16-,17?,18+,19+/m0/s1
• InChIKey: UZTLYEOULACYKZ-YOOOVFLKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,4S)-4-(acetyloxy)-3-acetamido-2-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]-3,4-dihydro-2H-pyran-6-carboxylate
• IUPAC Traditional name: methyl (4S,6R)-4-(acetyloxy)-5-acetamido-6-[(1S,2S)-1,2,3-tris(acetyloxy)propyl]-5,6-dihydro-4H-pyran-2-carboxylate
• Synonyms: N-Acetyl-4,7,8,9-tetra-O-acetyl-2,3-dehydro-2-deoxyneuraminic Acid, Methyl Ester

Database IDs

• CAS Number: 73960-72-2
• PubChem SID: 162253605
• PubChem CID: 71312996

CALCULATED PROPERTIES

• Acid pKa: 12.693491
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -1.5444236
• LogD (pH = 7.4): -1.5444249
• Log P: -1.544423
• Molar Refractivity: 105.4858 cm^3
• Polarizability: 42.74308 Å^3
• Polar Surface Area: 169.83 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: White Foam

Safety Information

• Storage Condition: Refrigerator