(3E)-3-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 228247
• Molecular Formular: C22H23NO8
• Molecular Mass: 429.41992
• Monoisotopic Mass: 429.1423667
• SMILES: C\1(=C\c2cc(c(O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)cc2)OC)/C(=O)Nc2c1cccc2
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C\2/C(=O)Nc3c2cccc3)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C22H23NO8/c1-29-16-9-11(8-13-12-4-2-3-5-14(12)23-21(13)28)6-7-15(16)30-22-20(27)19(26)18(25)17(10-24)31-22/h2-9,17-20,22,24-27H,10H2,1H3,(H,23,28)/b13-8+/t17-,18+,19+,20-,22-/m1/s1
• InChIKey: HWCKXEFWCFEREN-SHRVCJEWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3E)-3-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: (3E)-3-[(3-methoxy-4-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)methylidene]-1H-indol-2-one

Database IDs

• PubChem SID: 164284157
• PubChem CID: 71755361

CALCULATED PROPERTIES

• Acid pKa: 11.259852
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): 0.53592473
• LogD (pH = 7.4): 0.5358681
• Log P: 0.53592545
• Molar Refractivity: 110.3198 cm^3
• Polarizability: 42.58797 Å^3
• Polar Surface Area: 137.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds