(2S,3R,4R,5R,6S)-2-{4-[(2S,3R)-7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy}-6-methyloxane-3,4,5-triol

• ChemBase ID: 305161
• Molecular Formular: C25H32O10
• Molecular Mass: 492.51558
• Monoisotopic Mass: 492.19954722
• SMILES: c1(cc(c2c(c1)[C@@H]([C@H](O2)c1ccc(c(c1)OC)O[C@@H]1O[C@H]([C@@H]([C@H]([C@H]1O)O)O)C)CO)O)CCCO
• Canonical SMILES: OCCCc1cc2[C@H](CO)[C@H](Oc2c(c1)O)c1ccc(c(c1)OC)O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O
• InChI: InChI=1S/C25H32O10/c1-12-20(29)21(30)22(31)25(33-12)34-18-6-5-14(10-19(18)32-2)23-16(11-27)15-8-13(4-3-7-26)9-17(28)24(15)35-23/h5-6,8-10,12,16,20-23,25-31H,3-4,7,11H2,1-2H3/t12-,16-,20-,21+,22+,23+,25-/m0/s1
• InChIKey: PHHIEOZUONPPQY-ROQFLNLZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4R,5R,6S)-2-{4-[(2S,3R)-7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy}-6-methyloxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4R,5R,6S)-2-{4-[(2S,3R)-7-hydroxy-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-2-yl]-2-methoxyphenoxy}-6-methyloxane-3,4,5-triol
• Synonyms: Massonianoside B

Database IDs

• CAS Number: 188300-19-8

CALCULATED PROPERTIES

• Acid pKa: 9.980253
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): 0.58945996
• LogD (pH = 7.4): 0.5883415
• Log P: 0.58947426
• Molar Refractivity: 123.6127 cm^3
• Polarizability: 48.801563 Å^3
• Polar Surface Area: 158.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder