(2S,3S,4S,5R,6S)-3,4,5,6-tetrakis(acetyloxy)oxane-2-carboxylic acid

• ChemBase ID: 178216
• Molecular Formular: C14H18O11
• Molecular Mass: 362.28612
• Monoisotopic Mass: 362.0849114
• SMILES: [C@@H]1([C@@H]([C@@H]([C@@H](O[C@H]1C(=O)O)OC(=O)C)OC(=O)C)OC(=O)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C14H18O11/c1-5(15)21-9-10(22-6(2)16)12(23-7(3)17)14(24-8(4)18)25-11(9)13(19)20/h9-12,14H,1-4H3,(H,19,20)/t9-,10-,11-,12+,14+/m0/s1
• InChIKey: FHWVABAZBHDMEY-ZXPJVPCYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5,6-tetrakis(acetyloxy)oxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-3,4,5,6-tetrakis(acetyloxy)oxane-2-carboxylic acid
• Synonyms: β-D-Glucopyranuronic Acid Tetraacetate; 1,2,3,4-Tetra-O-acetyl-β-D-glucuronic Acid

Database IDs

• CAS Number: 62133-77-1
• PubChem SID: 164234126
• PubChem CID: 11337399

CALCULATED PROPERTIES

• Acid pKa: 3.240782
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): -3.08666
• LogD (pH = 7.4): -4.2857494
• Log P: -0.84776306
• Molar Refractivity: 72.3968 cm^3
• Polarizability: 30.589092 Å^3
• Polar Surface Area: 151.73 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Toluene
• Apperance: White Solid
• Melting Point: 152-154°C

Safety Information

• Storage Condition: -20°C Freezer