3-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino}benzoic acid

• ChemBase ID: 191440
• Molecular Formular: C13H17NO7
• Molecular Mass: 299.27658
• Monoisotopic Mass: 299.10050189
• SMILES: [C@H]1([C@@H]([C@@H]([C@@H]([C@H](O1)CO)O)O)O)Nc1cc(C(=O)O)ccc1
• Canonical SMILES: OC[C@H]1O[C@H](Nc2cccc(c2)C(=O)O)[C@@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C13H17NO7/c15-5-8-9(16)10(17)11(18)12(21-8)14-7-3-1-2-6(4-7)13(19)20/h1-4,8-12,14-18H,5H2,(H,19,20)/t8-,9-,10-,11-,12+/m1/s1
• InChIKey: GARSXMSFICICCI-OOCWMUITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino}benzoic acid
• IUPAC Traditional name: 3-{[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]amino}benzoic acid

Database IDs

• PubChem SID: 164247350
• PubChem CID: 7069475

CALCULATED PROPERTIES

• Acid pKa: 4.7534437
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): -2.1277997
• LogD (pH = 7.4): -3.904455
• Log P: -1.3103553
• Molar Refractivity: 71.1701 cm^3
• Polarizability: 27.500477 Å^3
• Polar Surface Area: 139.48 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds