3-(4-bromophenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one

• ChemBase ID: 185007
• Molecular Formular: C21H19BrO8
• Molecular Mass: 479.27476
• Monoisotopic Mass: 478.02632957
• SMILES: c1(c(=O)c2c(oc1)cc(O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)cc2)c1ccc(cc1)Br
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc3c(c2)occ(c3=O)c2ccc(cc2)Br)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H19BrO8/c22-11-3-1-10(2-4-11)14-9-28-15-7-12(5-6-13(15)17(14)24)29-21-20(27)19(26)18(25)16(8-23)30-21/h1-7,9,16,18-21,23,25-27H,8H2/t16-,18-,19+,20-,21-/m1/s1
• InChIKey: BUAUQSRAMCNOPK-QNDFHXLGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-bromophenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one
• IUPAC Traditional name: 3-(4-bromophenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-4-one

Database IDs

• PubChem SID: 164240917
• PubChem CID: 16396154

CALCULATED PROPERTIES

• Acid pKa: 12.20014
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 1.5346875
• LogD (pH = 7.4): 1.5346807
• Log P: 1.5346875
• Molar Refractivity: 107.4883 cm^3
• Polarizability: 42.422092 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds