(2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol

• ChemBase ID: 158607
• Molecular Formular: C14H17NO6
• Molecular Mass: 295.28788
• Monoisotopic Mass: 295.10558727
• SMILES: c1ccc2c(c1)c(c[nH]2)O[C@H]1[C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c[nH]c3c2cccc3)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H17NO6/c16-6-10-11(17)12(18)13(19)14(21-10)20-9-5-15-8-4-2-1-3-7(8)9/h1-5,10-19H,6H2/t10-,11+,12+,13-,14-/m1/s1
• InChIKey: XVARCVCWNFACQC-MBJXGIAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5R,6S)-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol
• Synonyms: Indoxyl β-D-galactopyranoside

Database IDs

• CAS Number: 126787-65-3
• MDL Number: MFCD00083389
• PubChem SID: 162252743; 24896118
• PubChem CID: 2733771

CALCULATED PROPERTIES

• Acid pKa: 12.199911
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.49962568
• LogD (pH = 7.4): -0.49963248
• Log P: -0.4996256
• Molar Refractivity: 71.2698 cm^3
• Polarizability: 29.74737 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Impurities: ≤1 mol/mol acetone
• Empirical Formula (Hill Notation): C14H17NO6