methyl (2S,4aS,6S,6aR,9R,10aS,10bS)-2-(furan-3-yl)-9-hydroxy-6a,10b-dimethyl-4-oxo-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate

• ChemBase ID: 306378
• Molecular Formular: C27H36O12
• Molecular Mass: 552.56754
• Monoisotopic Mass: 552.22067659
• SMILES: [C@@H]1(C=C([C@]2([C@@H](C1)[C@]1([C@H](C[C@@H]2O[C@@H]2O[C@@H]([C@H]([C@@H]([C@H]2O)O)O)CO)C(=O)O[C@@H](C1)c1cocc1)C)C)C(=O)OC)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@H]2C[C@@H]3C(=O)O[C@@H](C[C@]3([C@H]3[C@]2(C)C(=C[C@@H](C3)O)C(=O)OC)C)c2cocc2)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H36O12/c1-26-9-16(12-4-5-36-11-12)37-24(34)14(26)8-19(39-25-22(32)21(31)20(30)17(10-28)38-25)27(2)15(23(33)35-3)6-13(29)7-18(26)27/h4-6,11,13-14,16-22,25,28-32H,7-10H2,1-3H3/t13-,14+,16-,17+,18-,19-,20+,21-,22+,25-,26+,27-/m0/s1
• InChIKey: XUOAZZCHOKUHCF-GEKJPJKESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,4aS,6S,6aR,9R,10aS,10bS)-2-(furan-3-yl)-9-hydroxy-6a,10b-dimethyl-4-oxo-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4H,4aH,5H,6H,6aH,9H,10H,10aH,10bH-naphtho[2,1-c]pyran-7-carboxylate
• IUPAC Traditional name: methyl (2S,4aS,6S,6aR,9R,10aS,10bS)-2-(furan-3-yl)-9-hydroxy-6a,10b-dimethyl-4-oxo-6-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-1H,2H,4aH,5H,6H,9H,10H,10aH-naphtho[2,1-c]pyran-7-carboxylate
• Synonyms: Borapetoside B

Database IDs

• CAS Number: 104901-05-5

CALCULATED PROPERTIES

• Acid pKa: 12.209431
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -0.40653193
• LogD (pH = 7.4): -0.40653858
• Log P: -0.40653184
• Molar Refractivity: 131.0046 cm^3
• Polarizability: 52.686363 Å^3
• Polar Surface Area: 185.35 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder