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

• ChemBase ID: 227713
• Molecular Formular: C21H23NO8
• Molecular Mass: 417.40922
• Monoisotopic Mass: 417.1423667
• SMILES: [C@@H]1([C@@H]([C@H]([C@H]([C@H](O1)CO)O)O)O)Oc1c(cc(/C=C/C(=O)c2ncccc2)cc1)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)c2ccccn2)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C21H23NO8/c1-28-16-10-12(5-7-14(24)13-4-2-3-9-22-13)6-8-15(16)29-21-20(27)19(26)18(25)17(11-23)30-21/h2-10,17-21,23,25-27H,11H2,1H3/b7-5+/t17-,18+,19+,20-,21-/m1/s1
• InChIKey: YZJZNRCBNBKMAS-XTQNJLAQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• PubChem SID: 164283623
• PubChem CID: 71754836

CALCULATED PROPERTIES

• Acid pKa: 12.199895
• H Acceptors: 9
• H Donor: 4
• LogD (pH = 5.5): 0.32834548
• LogD (pH = 7.4): 0.3291809
• Log P: 0.32919854
• Molar Refractivity: 104.9366 cm^3
• Polarizability: 41.22476 Å^3
• Polar Surface Area: 138.57 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Rare Derivatives of Natural Compounds