(2S,3R,4S)-4-(2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}ethyl)-3-ethenyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid

• ChemBase ID: 305359
• Molecular Formular: C25H30O13
• Molecular Mass: 538.4979
• Monoisotopic Mass: 538.16864102
• SMILES: [C@@H]1([C@H]([C@@H](OC=C1C(=O)O)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C=C)CCOC(=O)/C=C/c1ccc(c(c1)O)O
• Canonical SMILES: C=C[C@H]1[C@@H](OC=C([C@H]1CCOC(=O)/C=C/c1ccc(c(c1)O)O)C(=O)O)O[C@@H]1O[C@H](CO)[C@H]([C@@H]([C@H]1O)O)O
• InChI: InChI=1S/C25H30O13/c1-2-13-14(7-8-35-19(29)6-4-12-3-5-16(27)17(28)9-12)15(23(33)34)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h2-6,9,11,13-14,18,20-22,24-28,30-32H,1,7-8,10H2,(H,33,34)/b6-4+/t13-,14+,18-,20-,21+,22-,24+,25+/m1/s1
• InChIKey: ZPEFYJBGAZLAKK-IBKSRVHKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S)-4-(2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}ethyl)-3-ethenyl-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylic acid
• IUPAC Traditional name: (4S,5R,6S)-4-(2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}ethyl)-5-ethenyl-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5,6-dihydro-4H-pyran-3-carboxylic acid
• Synonyms: Grandifloroside

Database IDs

• CAS Number: 61186-24-1

CALCULATED PROPERTIES

• Acid pKa: 4.2757497
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -0.8475939
• LogD (pH = 7.4): -2.5874085
• Log P: 0.39976087
• Molar Refractivity: 128.4697 cm^3
• Polarizability: 50.551422 Å^3
• Polar Surface Area: 212.67 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder