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

• ChemBase ID: 171606
• Molecular Formular: C14H16INO6
• Molecular Mass: 421.18441
• Monoisotopic Mass: 421.00223524
• SMILES: [C@H]1([C@@H](C([C@@H](OC1CO)Oc1c[nH]c2c1cc(cc2)I)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2c[nH]c3c2cc(I)cc3)C([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C14H16INO6/c15-6-1-2-8-7(3-6)9(4-16-8)21-14-13(20)12(19)11(18)10(5-17)22-14/h1-4,10-14,16-20H,5H2/t10?,11-,12-,13?,14+/m0/s1
• InChIKey: XNKCQUZRJVDUFR-BMYFTYEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,4S,6S)-2-(hydroxymethyl)-6-[(5-iodo-1H-indol-3-yl)oxy]oxane-3,4,5-triol
• IUPAC Traditional name: (3R,4S,6S)-2-(hydroxymethyl)-6-[(5-iodo-1H-indol-3-yl)oxy]oxane-3,4,5-triol
• Synonyms: Purple-β-D-Gal; 5-Iodo-3-indolyl-β-D-galactopyranoside

Database IDs

• CAS Number: 36473-36-6
• PubChem SID: 164227516
• PubChem CID: 71749481

CALCULATED PROPERTIES

• Acid pKa: 12.199882
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.4293188
• LogD (pH = 7.4): 0.429312
• Log P: 0.42931888
• Molar Refractivity: 84.6323 cm^3
• Polarizability: 34.999374 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true