[(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

• ChemBase ID: 305326
• Molecular Formular: C16H20O9
• Molecular Mass: 356.3246
• Monoisotopic Mass: 356.11073222
• SMILES: [C@H]1([C@H]([C@@H]([C@H](C(O1)O)O)O)O)COC(=O)/C=C/c1cc(c(cc1)O)OC
• Canonical SMILES: COc1cc(/C=C/C(=O)OC[C@H]2OC(O)[C@@H]([C@H]([C@@H]2O)O)O)ccc1O
• InChI: InChI=1S/C16H20O9/c1-23-10-6-8(2-4-9(10)17)3-5-12(18)24-7-11-13(19)14(20)15(21)16(22)25-11/h2-6,11,13-17,19-22H,7H2,1H3/b5-3+/t11-,13-,14+,15-,16?/m1/s1
• InChIKey: LVNFIOGAAUPIPC-ZSJFXSENSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• IUPAC Traditional name: [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl (2E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• Synonyms: 6-O-Feruloylglucose

Database IDs

• CAS Number: 137887-25-3

CALCULATED PROPERTIES

• Acid pKa: 9.851965
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -0.3599043
• LogD (pH = 7.4): -0.36140668
• Log P: -0.3598851
• Molar Refractivity: 83.9352 cm^3
• Polarizability: 33.275963 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder