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

• ChemBase ID: 58763
• Molecular Formular: C14H17NO5
• Molecular Mass: 279.28848
• Monoisotopic Mass: 279.11067265
• SMILES: c1ccc2c(c1)ccn2[C@@H]1OC([C@@H](O)C(O)C1O)CO
• Canonical SMILES: OCC1O[C@H](C(C([C@@H]1O)O)O)n1ccc2c1cccc2
• InChI: InChI=1S/C14H17NO5/c16-7-10-11(17)12(18)13(19)14(20-10)15-6-5-8-3-1-2-4-9(8)15/h1-6,10-14,16-19H,7H2/t10?,11-,12?,13?,14-/m1/s1
• InChIKey: HYLACZDFUVNNIQ-YZYFRFPQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,6R)-2-(hydroxymethyl)-6-(1H-indol-1-yl)oxane-3,4,5-triol
• IUPAC Traditional name: (3S,6R)-2-(hydroxymethyl)-6-(indol-1-yl)oxane-3,4,5-triol
• Synonyms: (3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(1H-indol-1-yl)-tetrahydro-2H-pyran-3,4,5-triol

Database IDs

• MDL Number: MFCD16618451
• PubChem SID: 162063526
• PubChem CID: 51342097

CALCULATED PROPERTIES

• Acid pKa: 12.360488
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -0.11827833
• LogD (pH = 7.4): -0.118283026
• Log P: -0.11827827
• Molar Refractivity: 69.7033 cm^3
• Polarizability: 29.034979 Å^3
• Polar Surface Area: 95.08 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false