methyl (2E)-3-(4-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

• ChemBase ID: 213047
• Molecular Formular: C19H25NO9
• Molecular Mass: 411.4031
• Monoisotopic Mass: 411.15293139
• SMILES: [C@@H]1([C@@H](O[C@@H]([C@H]([C@@H]1O)O)CO)Oc1c(cc(/C=C/C(=O)OC)cc1)OC)NC(=O)C
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2OC)/C=C/C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)NC(=O)C
• InChI: InChI=1S/C19H25NO9/c1-10(22)20-16-18(25)17(24)14(9-21)29-19(16)28-12-6-4-11(8-13(12)26-2)5-7-15(23)27-3/h4-8,14,16-19,21,24-25H,9H2,1-3H3,(H,20,22)/b7-5+/t14-,16-,17-,18-,19-/m1/s1
• InChIKey: IFWVVCRXMWYOSY-GDBFDAHBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E)-3-(4-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate
• IUPAC Traditional name: methyl (2E)-3-(4-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3-methoxyphenyl)prop-2-enoate

Database IDs

• PubChem SID: 164268957
• PubChem CID: 11920905

CALCULATED PROPERTIES

• Acid pKa: 12.1196375
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.50202656
• LogD (pH = 7.4): -0.5020337
• Log P: -0.5020262
• Molar Refractivity: 99.5188 cm^3
• Polarizability: 39.431778 Å^3
• Polar Surface Area: 143.78 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds