methyl 4-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}benzoate

• ChemBase ID: 190222
• Molecular Formular: C22H27NO11
• Molecular Mass: 481.44988
• Monoisotopic Mass: 481.15841069
• SMILES: [C@H]1([C@H]([C@@H]([C@H](O[C@H]1Oc1ccc(C(=O)OC)cc1)COC(=O)C)OC(=O)C)OC(=O)C)NC(=O)C
• Canonical SMILES: COC(=O)c1ccc(cc1)O[C@@H]1O[C@H](COC(=O)C)[C@H]([C@@H]([C@H]1NC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C22H27NO11/c1-11(24)23-18-20(32-14(4)27)19(31-13(3)26)17(10-30-12(2)25)34-22(18)33-16-8-6-15(7-9-16)21(28)29-5/h6-9,17-20,22H,10H2,1-5H3,(H,23,24)/t17-,18-,19-,20-,22-/m1/s1
• InChIKey: PIFACHFDUZOVPG-CDVBAKLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 4-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}benzoate
• IUPAC Traditional name: methyl 4-{[(2S,3R,4R,5S,6R)-4,5-bis(acetyloxy)-6-[(acetyloxy)methyl]-3-acetamidooxan-2-yl]oxy}benzoate

Database IDs

• PubChem SID: 164246132
• PubChem CID: 15699420

CALCULATED PROPERTIES

• Acid pKa: 11.895555
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 0.44043002
• LogD (pH = 7.4): 0.4404181
• Log P: 0.4404304
• Molar Refractivity: 110.7644 cm^3
• Polarizability: 44.96158 Å^3
• Polar Surface Area: 152.76 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds