methyl (2R,3Z,4R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate

• ChemBase ID: 204466
• Molecular Formular: C25H32O13
• Molecular Mass: 540.51378
• Monoisotopic Mass: 540.18429108
• SMILES: C1(=CO[C@@H](/C(=C\C)/[C@H]1CC(=O)OCCc1cc(c(cc1)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C(=O)OC
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2OC=C([C@@H](/C/2=C/C)CC(=O)OCCc2ccc(c(c2)O)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3-/t14-,18-,20-,21+,22-,24-,25+/m1/s1
• InChIKey: RFWGABANNQMHMZ-DAXZIDOFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R,3Z,4R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate
• IUPAC Traditional name: methyl (4R,5Z,6R)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-5-ethylidene-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4,6-dihydropyran-3-carboxylate

Database IDs

• PubChem SID: 164260376
• PubChem CID: 16401141

CALCULATED PROPERTIES

• Acid pKa: 4.9403014
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -0.54729754
• LogD (pH = 7.4): -1.9990757
• Log P: 0.111275755
• Molar Refractivity: 128.2182 cm^3
• Polarizability: 50.971825 Å^3
• Polar Surface Area: 201.67 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Description: Diastereomers
• Classification: Rare Genuine Natural Compounds