(2E)-3-cyano-2-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate

• ChemBase ID: 305158
• Molecular Formular: C20H23NO9
• Molecular Mass: 421.39792
• Monoisotopic Mass: 421.13728132
• SMILES: O([C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C/C(=C\C#N)/COC(=O)/C=C/c1ccc(cc1)O
• Canonical SMILES: OC[C@H]1O[C@@H](OC/C(=C\C#N)/COC(=O)/C=C/c2ccc(cc2)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C20H23NO9/c21-8-7-13(10-28-16(24)6-3-12-1-4-14(23)5-2-12)11-29-20-19(27)18(26)17(25)15(9-22)30-20/h1-7,15,17-20,22-23,25-27H,9-11H2/b6-3+,13-7-/t15-,17-,18+,19-,20-/m1/s1
• InChIKey: JDEJUHBDYJVLND-DZXWJMGDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-3-cyano-2-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
• IUPAC Traditional name: (2E)-3-cyano-2-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)prop-2-en-1-yl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
• Synonyms: Sutherlandin trans-p-coumarate

Database IDs

• CAS Number: 315236-68-1

CALCULATED PROPERTIES

• Acid pKa: 9.397941
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.21454808
• LogD (pH = 7.4): -0.21880966
• Log P: -0.21449347
• Molar Refractivity: 103.7375 cm^3
• Polarizability: 40.228363 Å^3
• Polar Surface Area: 169.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder