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

• ChemBase ID: 304474
• Molecular Formular: C23H28O12
• Molecular Mass: 496.46122
• Monoisotopic Mass: 496.15807634
• 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]2O)COC(=O)c1ccc(c(c1)OC)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2C(=C[C@H]3O)COC(=O)c2ccc(c(c2)OC)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C23H28O12/c1-31-15-7-10(2-3-13(15)25)21(30)33-9-11-6-14(26)12-4-5-32-22(17(11)12)35-23-20(29)19(28)18(27)16(8-24)34-23/h2-7,12,14,16-20,22-29H,8-9H2,1H3/t12-,14+,16+,17+,18+,19-,20+,22-,23-/m0/s1
• InChIKey: VTYVNBXSLBXSGD-IFWLTBFJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1S,4aR,5S,7aS)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-7-yl]methyl 4-hydroxy-3-methoxybenzoate
• IUPAC Traditional name: [(1S,4aR,5S,7aS)-5-hydroxy-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,4aH,5H,7aH-cyclopenta[c]pyran-7-yl]methyl 4-hydroxy-3-methoxybenzoate
• Synonyms: 10-O-Vanilloylaucubin

Database IDs

• CAS Number: 193969-08-3

CALCULATED PROPERTIES

• Acid pKa: 8.989744
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -1.1479461
• LogD (pH = 7.4): -1.1587499
• Log P: -1.1478066
• Molar Refractivity: 117.4429 cm^3
• Polarizability: 46.452538 Å^3
• Polar Surface Area: 184.6 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder