methyl (1S,4aS,5S,7aS)-7-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylate

• ChemBase ID: 305981
• Molecular Formular: C26H30O14
• Molecular Mass: 566.508
• Monoisotopic Mass: 566.16355564
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C(=C[C@@H]2O)COC(=O)/C=C/c1ccc(c(c1)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2C(=C[C@@H]3O)COC(=O)/C=C/c2ccc(c(c2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H30O14/c1-36-24(35)13-10-38-25(40-26-23(34)22(33)21(32)17(8-27)39-26)19-12(7-16(30)20(13)19)9-37-18(31)5-3-11-2-4-14(28)15(29)6-11/h2-7,10,16-17,19-23,25-30,32-34H,8-9H2,1H3/b5-3+/t16-,17+,19+,20-,21+,22-,23+,25-,26-/m0/s1
• InChIKey: LLNDGETZUXLFQJ-KVBPGSMASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aS,5S,7aS)-7-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylate
• IUPAC Traditional name: methyl (1S,4aS,5S,7aS)-7-({[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}methyl)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-4-carboxylate
• Synonyms: 10-O-Caffeoyldeacetyldaphylloside; 10-O-Caffeoyl-6-epiferetoside

Database IDs

• CAS Number: 83348-22-5

CALCULATED PROPERTIES

• Acid pKa: 9.208179
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -0.940913
• LogD (pH = 7.4): -0.94748694
• Log P: -0.94082856
• Molar Refractivity: 133.4746 cm^3
• Polarizability: 52.58992 Å^3
• Polar Surface Area: 221.9 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder