methyl 3-(7-methoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoate

• ChemBase ID: 305576
• Molecular Formular: C19H24O10
• Molecular Mass: 412.38786
• Monoisotopic Mass: 412.13694697
• SMILES: c1(c(c(c2c(c1)cco2)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)CCC(=O)OC
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2c(CCC(=O)OC)cc3c(c2OC)occ3)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H24O10/c1-25-12(21)4-3-9-7-10-5-6-27-16(10)18(26-2)17(9)29-19-15(24)14(23)13(22)11(8-20)28-19/h5-7,11,13-15,19-20,22-24H,3-4,8H2,1-2H3/t11-,13-,14+,15-,19+/m1/s1
• InChIKey: AARIHENRSOEJOC-DGQOTAAJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 3-(7-methoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoate
• IUPAC Traditional name: methyl 3-(7-methoxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1-benzofuran-5-yl)propanoate
• Synonyms: Cnidioside B methyl ester

Database IDs

• CAS Number: 158500-59-5

CALCULATED PROPERTIES

• Acid pKa: 12.2
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): -0.36872455
• LogD (pH = 7.4): -0.36873132
• Log P: -0.36872447
• Molar Refractivity: 96.1653 cm^3
• Polarizability: 39.68998 Å^3
• Polar Surface Area: 148.05 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil