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

• ChemBase ID: 228103
• Molecular Formular: C23H24N2O8
• Molecular Mass: 456.44526
• Monoisotopic Mass: 456.15326574
• SMILES: c1(nc2c([nH]1)cccc2)C(=O)/C=C/c1cc(c(O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)CO)O)O)O)cc1)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)c2nc3c([nH]2)cccc3)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C23H24N2O8/c1-31-17-10-12(6-8-15(27)22-24-13-4-2-3-5-14(13)25-22)7-9-16(17)32-23-21(30)20(29)19(28)18(11-26)33-23/h2-10,18-21,23,26,28-30H,11H2,1H3,(H,24,25)/b8-6+/t18-,19+,20+,21-,23-/m1/s1
• InChIKey: LBAAVQLOIVHFGE-WLVIPINRSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164284013
• PubChem CID: 71755220

CALCULATED PROPERTIES

• Acid pKa: 9.068301
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 0.822793
• LogD (pH = 7.4): 0.81671625
• Log P: 0.8248237
• Molar Refractivity: 115.8532 cm^3
• Polarizability: 46.395576 Å^3
• Polar Surface Area: 154.36 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds