3-[(2R,3R,4R)-2,3,4,5-tetrakis(acetyloxy)pentanamido]benzoic acid

• ChemBase ID: 187227
• Molecular Formular: C20H23NO11
• Molecular Mass: 453.39672
• Monoisotopic Mass: 453.12711056
• SMILES: [C@@H]([C@@H]([C@H](OC(=O)C)COC(=O)C)OC(=O)C)(C(=O)Nc1cc(C(=O)O)ccc1)OC(=O)C
• Canonical SMILES: CC(=O)O[C@H]([C@@H]([C@H](OC(=O)C)COC(=O)C)OC(=O)C)C(=O)Nc1cccc(c1)C(=O)O
• InChI: InChI=1S/C20H23NO11/c1-10(22)29-9-16(30-11(2)23)17(31-12(3)24)18(32-13(4)25)19(26)21-15-7-5-6-14(8-15)20(27)28/h5-8,16-18H,9H2,1-4H3,(H,21,26)(H,27,28)/t16-,17-,18-/m1/s1
• InChIKey: NWGIHZVDHMHWDF-KZNAEPCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2R,3R,4R)-2,3,4,5-tetrakis(acetyloxy)pentanamido]benzoic acid
• IUPAC Traditional name: 3-[(2R,3R,4R)-2,3,4,5-tetrakis(acetyloxy)pentanamido]benzoic acid

Database IDs

• PubChem SID: 164243137
• PubChem CID: 16396767

CALCULATED PROPERTIES

• Acid pKa: 3.9189696
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.5104401
• LogD (pH = 7.4): -3.1267812
• Log P: 0.07697708
• Molar Refractivity: 104.448 cm^3
• Polarizability: 41.200348 Å^3
• Polar Surface Area: 171.6 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds