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

• ChemBase ID: 304627
• Molecular Formular: C26H32O14
• Molecular Mass: 568.52388
• Monoisotopic Mass: 568.1792057
• SMILES: [C@@]12([C@H]([C@@H](OC=C1C(=O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@](C[C@H]2OC(=O)c1ccccc1)(OC(=O)C)C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]3([C@H]2[C@@](C)(OC(=O)C)C[C@H]3OC(=O)c2ccccc2)O)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C26H32O14/c1-12(28)40-25(2)9-16(38-21(32)13-7-5-4-6-8-13)26(34)14(22(33)35-3)11-36-24(20(25)26)39-23-19(31)18(30)17(29)15(10-27)37-23/h4-8,11,15-20,23-24,27,29-31,34H,9-10H2,1-3H3/t15-,16-,17-,18+,19-,20-,23+,24+,25+,26-/m1/s1
• InChIKey: BESOZWLCVNXHPJ-IXBILFTQSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 1246012-24-7

CALCULATED PROPERTIES

• Acid pKa: 12.009751
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): -1.2772528
• LogD (pH = 7.4): -1.2772634
• Log P: -1.2772527
• Molar Refractivity: 128.9457 cm^3
• Polarizability: 52.56289 Å^3
• Polar Surface Area: 207.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Oil