3-{[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]amino}benzoic acid

• ChemBase ID: 208335
• Molecular Formular: C12H15NO6
• Molecular Mass: 269.2506
• Monoisotopic Mass: 269.08993721
• SMILES: [C@@H]1([C@H](OC[C@H]([C@H]1O)O)Nc1cc(C(=O)O)ccc1)O
• Canonical SMILES: O[C@@H]1CO[C@@H]([C@@H]([C@@H]1O)O)Nc1cccc(c1)C(=O)O
• InChI: InChI=1S/C12H15NO6/c14-8-5-19-11(10(16)9(8)15)13-7-3-1-2-6(4-7)12(17)18/h1-4,8-11,13-16H,5H2,(H,17,18)/t8-,9-,10-,11+/m1/s1
• InChIKey: RUUZLIHBVMVENJ-DBIOUOCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]amino}benzoic acid
• IUPAC Traditional name: 3-{[(2S,3R,4R,5R)-3,4,5-trihydroxyoxan-2-yl]amino}benzoic acid

Database IDs

• PubChem SID: 164264245
• PubChem CID: 7069850

CALCULATED PROPERTIES

• Acid pKa: 4.753447
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -1.4974622
• LogD (pH = 7.4): -3.2741165
• Log P: -0.68002033
• Molar Refractivity: 65.2076 cm^3
• Polarizability: 24.992708 Å^3
• Polar Surface Area: 119.25 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Description: Rotamers
• Classification: Rare Derivatives of Natural Compounds