methyl (1S,2R,7S,8S,9R)-8-[(2R)-2-(furan-3-yl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.02,7]dodec-3-ene-3-carboxylate

• ChemBase ID: 306342
• Molecular Formular: C27H36O11
• Molecular Mass: 536.56814
• Monoisotopic Mass: 536.22576197
• SMILES: C1C=C([C@]2([C@@H](C1)[C@@]([C@@H]1C[C@H]2OC1=O)(C[C@H](c1cocc1)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)C)C)C(=O)OC
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H](c2cocc2)C[C@]2(C)[C@@H]3C[C@H]([C@@]4([C@H]2CCC=C4C(=O)OC)C)OC3=O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H36O11/c1-26(15-9-19(38-24(15)33)27(2)14(23(32)34-3)5-4-6-18(26)27)10-16(13-7-8-35-12-13)36-25-22(31)21(30)20(29)17(11-28)37-25/h5,7-8,12,15-22,25,28-31H,4,6,9-11H2,1-3H3/t15?,16-,17-,18+,19?,20-,21+,22-,25-,26-,27+/m1/s1
• InChIKey: ZXGKLWUOGQDOTD-XYVNTSNXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2R,7S,8S,9R)-8-[(2R)-2-(furan-3-yl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^2,^7]dodec-3-ene-3-carboxylate
• IUPAC Traditional name: methyl (1S,2R,7S,8S,9R)-8-[(2R)-2-(furan-3-yl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}ethyl]-2,8-dimethyl-10-oxo-11-oxatricyclo[7.2.1.0^2,^7]dodec-3-ene-3-carboxylate
• Synonyms: Borapetoside E

Database IDs

• CAS Number: 151200-49-6

CALCULATED PROPERTIES

• Acid pKa: 12.210079
• H Acceptors: 8
• H Donor: 4
• LogD (pH = 5.5): 0.8242791
• LogD (pH = 7.4): 0.8242725
• Log P: 0.82427925
• Molar Refractivity: 129.4891 cm^3
• Polarizability: 52.006187 Å^3
• Polar Surface Area: 165.12 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder