3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid

• ChemBase ID: 133919
• Molecular Formular: C14H15NO7
• Molecular Mass: 309.2714
• Monoisotopic Mass: 309.08485183
• SMILES: c1ccc2c(c1)c(c[nH]2)OC1C(C(C(C(O1)C(=O)O)O)O)O
• Canonical SMILES: OC(=O)C1OC(Oc2c[nH]c3c2cccc3)C(C(C1O)O)O
• InChI: InChI=1S/C14H15NO7/c16-9-10(17)12(13(19)20)22-14(11(9)18)21-8-5-15-7-4-2-1-3-6(7)8/h1-5,9-12,14-18H,(H,19,20)
• InChIKey: KUYNOZVWCFXSNE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid
• IUPAC Traditional name: 3,4,5-trihydroxy-6-(1H-indol-3-yloxy)oxane-2-carboxylic acid
• Synonyms: Indoxyl β-D-glucuronide cyclohexylammonium salt

Database IDs

• CAS Number: 35804-66-1
• MDL Number: MFCD00083390
• PubChem SID: 24896124; 162228196
• PubChem CID: 4379663

CALCULATED PROPERTIES

• Acid pKa: 3.5111463
• H Acceptors: 7
• H Donor: 5
• LogD (pH = 5.5): -2.1603074
• LogD (pH = 7.4): -3.5513844
• Log P: -0.17935106
• Molar Refractivity: 71.1372 cm^3
• Polarizability: 29.701385 Å^3
• Polar Surface Area: 132.24 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

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