2-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}benzoic acid

• ChemBase ID: 178213
• Molecular Formular: C21H24O12
• Molecular Mass: 468.40806
• Monoisotopic Mass: 468.12677621
• SMILES: O(c1ccccc1C(=O)O)[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)COC(=O)C
• Canonical SMILES: CC(=O)OC[C@@H]1O[C@@H](Oc2ccccc2C(=O)O)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C21H24O12/c1-10(22)28-9-16-17(29-11(2)23)18(30-12(3)24)19(31-13(4)25)21(33-16)32-15-8-6-5-7-14(15)20(26)27/h5-8,16-19,21H,9H2,1-4H3,(H,26,27)/t16-,17-,18+,19-,21-/m1/s1
• InChIKey: FAHIAWRPNJBFDP-GQUPQBGVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}benzoic acid
• IUPAC Traditional name: 2-{[(2S,3R,4S,5R,6R)-3,4,5-tris(acetyloxy)-6-[(acetyloxy)methyl]oxan-2-yl]oxy}benzoic acid
• Synonyms: 2-[(2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl)oxy]-benzoic Acid; Tetraacetate o-(β-D-Glucopyranosyloxy)-benzoic Acid; 2,3,4,6-Tetra-O-acetyl-β-D-glucopyranosyl Salicylate

Database IDs

• CAS Number: 33019-34-0
• PubChem SID: 164234123
• PubChem CID: 22695708

CALCULATED PROPERTIES

• Acid pKa: 3.6509461
• H Acceptors: 8
• H Donor: 1
• LogD (pH = 5.5): -1.0224903
• LogD (pH = 7.4): -2.5008783
• Log P: 0.823697
• Molar Refractivity: 104.0455 cm^3
• Polarizability: 42.505913 Å^3
• Polar Surface Area: 160.96 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethanol; Methanol
• Apperance: White Crystalline Solid
• Melting Point: 164-167°C