methyl (1S,3S,7S,12R,15R,16S,17S,18R,20E)-12-(3,4-dihydroxyphenyl)-20-ethylidene-16,17,18-trihydroxy-9-oxo-2,4,10,13,19-pentaoxatricyclo[13.3.1.13,7]icos-5-ene-6-carboxylate

• ChemBase ID: 305258
• Molecular Formular: C25H30O13
• Molecular Mass: 538.4979
• Monoisotopic Mass: 538.16864102
• SMILES: [C@H]12/C(=C\C)/[C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO[C@@H](COC(=O)C2)c1cc(c(cc1)O)O
• Canonical SMILES: COC(=O)C1=CO[C@@H]2/C(=C/C)/[C@@H]1CC(=O)OC[C@H](OC[C@H]1O[C@@H](O2)[C@H](O)[C@H]([C@@H]1O)O)c1ccc(c(c1)O)O
• InChI: InChI=1S/C25H30O13/c1-3-12-13-7-19(28)35-9-17(11-4-5-15(26)16(27)6-11)34-10-18-20(29)21(30)22(31)25(37-18)38-24(12)36-8-14(13)23(32)33-2/h3-6,8,13,17-18,20-22,24-27,29-31H,7,9-10H2,1-2H3/b12-3+/t13-,17-,18+,20+,21-,22+,24-,25-/m0/s1
• InChIKey: QVUZRUJONIJRDT-PPKUYGORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,3S,7S,12R,15R,16S,17S,18R,20E)-12-(3,4-dihydroxyphenyl)-20-ethylidene-16,17,18-trihydroxy-9-oxo-2,4,10,13,19-pentaoxatricyclo[13.3.1.1^3,^7]icos-5-ene-6-carboxylate
• IUPAC Traditional name: methyl (1S,3S,7S,12R,15R,16S,17S,18R,20E)-12-(3,4-dihydroxyphenyl)-20-ethylidene-16,17,18-trihydroxy-9-oxo-2,4,10,13,19-pentaoxatricyclo[13.3.1.1^3,^7]icos-5-ene-6-carboxylate
• Synonyms: Fraxamoside

Database IDs

• CAS Number: 326594-34-7

CALCULATED PROPERTIES

• Acid pKa: 9.208888
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 0.35389885
• LogD (pH = 7.4): 0.3473356
• Log P: 0.3539832
• Molar Refractivity: 125.9156 cm^3
• Polarizability: 50.33166 Å^3
• Polar Surface Area: 190.67 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder