(1R,2R,10R,11R,12R,17S)-14-(furan-3-yl)-8,12,17-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,7,14-triene-5,9-dione

• ChemBase ID: 304608
• Molecular Formular: C26H30O6
• Molecular Mass: 438.5128
• Monoisotopic Mass: 438.20423868
• SMILES: [C@@]12(C(=C(C(=O)[C@@]3([C@@H]1[C@H](CC1=C(C[C@H]([C@@]31C)O)c1cocc1)O)C)O)C(C(=O)C=C2)(C)C)C
• Canonical SMILES: O[C@H]1CC2=C(C[C@H]([C@]2([C@]2([C@H]1[C@@]1(C)C=CC(=O)C(C1=C(C2=O)O)(C)C)C)C)O)c1cocc1
• InChI: InChI=1S/C26H30O6/c1-23(2)17(28)6-8-24(3)20-16(27)11-15-14(13-7-9-32-12-13)10-18(29)25(15,4)26(20,5)22(31)19(30)21(23)24/h6-9,12,16,18,20,27,29-30H,10-11H2,1-5H3/t16-,18+,20+,24+,25-,26-/m0/s1
• InChIKey: XXFWAJSCCSMNPP-FTGJQZKBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,10R,11R,12R,17S)-14-(furan-3-yl)-8,12,17-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7,14-triene-5,9-dione
• IUPAC Traditional name: (1R,2R,10R,11R,12R,17S)-14-(furan-3-yl)-8,12,17-trihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-3,7,14-triene-5,9-dione
• Synonyms: Walsuronoid B

Database IDs

• CAS Number: 942582-15-2

CALCULATED PROPERTIES

• Acid pKa: 8.414873
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.5176253
• LogD (pH = 7.4): 2.4781044
• Log P: 2.5181532
• Molar Refractivity: 121.0672 cm^3
• Polarizability: 46.168594 Å^3
• Polar Surface Area: 107.97 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder