(1S,2R,6R,7R,10R,11S,16S,19R,20S)-6-(furan-3-yl)-20-hydroxy-7,17,17-trimethyl-5,13,21-trioxahexacyclo[17.2.1.01,10.02,7.011,16.011,20]docosane-4,14,18-trione

• ChemBase ID: 305289
• Molecular Formular: C26H30O8
• Molecular Mass: 470.5116
• Monoisotopic Mass: 470.19406792
• SMILES: [C@H]12C(C(=O)[C@H]3C[C@@]45[C@@H]([C@]1([C@]3(O5)O)COC(=O)C2)CC[C@@]1([C@H]4CC(=O)O[C@H]1c1cocc1)C)(C)C
• Canonical SMILES: O=C1O[C@@H](c2ccoc2)[C@]2([C@@H](C1)[C@]13C[C@H]4[C@](O1)([C@@]1([C@H]3CC2)COC(=O)C[C@H]1C(C4=O)(C)C)O)C
• InChI: InChI=1S/C26H30O8/c1-22(2)16-8-18(27)32-12-24(16)15-4-6-23(3)17(9-19(28)33-21(23)13-5-7-31-11-13)25(15)10-14(20(22)29)26(24,30)34-25/h5,7,11,14-17,21,30H,4,6,8-10,12H2,1-3H3/t14-,15-,16+,17-,21+,23-,24-,25-,26+/m1/s1
• InChIKey: VIOKSDWKSSMHBF-OJRZSTJBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,6R,7R,10R,11S,16S,19R,20S)-6-(furan-3-yl)-20-hydroxy-7,17,17-trimethyl-5,13,21-trioxahexacyclo[17.2.1.0^1,^1^0.0^2,^7.0^1^1,^1^6.0^1^1,^2^0]docosane-4,14,18-trione
• IUPAC Traditional name: (1S,2R,6R,7R,10R,11S,16S,19R,20S)-6-(furan-3-yl)-20-hydroxy-7,17,17-trimethyl-5,13,21-trioxahexacyclo[17.2.1.0^1,^1^0.0^2,^7.0^1^1,^1^6.0^1^1,^2^0]docosane-4,14,18-trione
• Synonyms: Seneganolide

Database IDs

• CAS Number: 301530-12-1

CALCULATED PROPERTIES

• Acid pKa: 11.210889
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.536999
• LogD (pH = 7.4): 2.5369327
• Log P: 2.5369997
• Molar Refractivity: 115.0786 cm^3
• Polarizability: 46.38502 Å^3
• Polar Surface Area: 112.27 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder