(1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate

• ChemBase ID: 303973
• Molecular Formular: C22H26O11
• Molecular Mass: 466.43524
• Monoisotopic Mass: 466.14751165
• SMILES: [C@H]12[C@H]([C@@H](OC=C1)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)C(=C[C@H]2OC(=O)c1ccc(cc1)O)CO
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2C(=C[C@H]3OC(=O)c2ccc(cc2)O)CO)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H26O11/c23-8-11-7-14(31-20(29)10-1-3-12(25)4-2-10)13-5-6-30-21(16(11)13)33-22-19(28)18(27)17(26)15(9-24)32-22/h1-7,13-19,21-28H,8-9H2/t13-,14+,15+,16+,17+,18-,19+,21-,22-/m0/s1
• InChIKey: JZWZFNOVWZEQMF-QNAXTHAFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate
• IUPAC Traditional name: (1S,4aR,5S,7aS)-7-(hydroxymethyl)-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-5-yl 4-hydroxybenzoate
• Synonyms: Derwentioside B; 6-O-p-Hydroxybenzoylaucubin

Database IDs

• CAS Number: 1016987-87-3

CALCULATED PROPERTIES

• Acid pKa: 8.492496
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -0.990574
• LogD (pH = 7.4): -1.0236487
• Log P: -0.9901354
• Molar Refractivity: 110.9797 cm^3
• Polarizability: 43.893368 Å^3
• Polar Surface Area: 175.37 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 96.0