1-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indole-3-carbaldehyde

• ChemBase ID: 58764
• Molecular Formular: C15H17NO6
• Molecular Mass: 307.29858
• Monoisotopic Mass: 307.10558727
• SMILES: c1ccc2c(c1)c(cn2[C@@H]1OC([C@@H](O)C(O)C1O)CO)C=O
• Canonical SMILES: OCC1O[C@H](C(C([C@@H]1O)O)O)n1cc(c2c1cccc2)C=O
• InChI: InChI=1S/C15H17NO6/c17-6-8-5-16(10-4-2-1-3-9(8)10)15-14(21)13(20)12(19)11(7-18)22-15/h1-6,11-15,18-21H,7H2/t11?,12-,13?,14?,15-/m1/s1
• InChIKey: WJFHBZYDHHWPRW-POTWKZLCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-1H-indole-3-carbaldehyde
• IUPAC Traditional name: 1-[(2R,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]indole-3-carbaldehyde
• Synonyms: 1-[(2R,3S,4S,5S)-3,4,5-Trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yl]-1H-indole-3-carbaldehyde

Database IDs

• MDL Number: MFCD16618452
• PubChem SID: 162063527
• PubChem CID: 51342098

CALCULATED PROPERTIES

• Acid pKa: 12.360471
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -0.405776
• LogD (pH = 7.4): -0.40578067
• Log P: -0.40577593
• Molar Refractivity: 76.2873 cm^3
• Polarizability: 30.966618 Å^3
• Polar Surface Area: 112.15 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false