(5S)-5-[(1R,2R,5S,7R,10R,11R,14S,15R)-5-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]-5-methyloxolan-2-one

• ChemBase ID: 305336
• Molecular Formular: C27H44O3
• Molecular Mass: 416.63646
• Monoisotopic Mass: 416.32904527
• SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2([C@H](CC1)[C@H](CC2)[C@@]1(C)OC(=O)CC1)C)C)C)(C)C)O
• Canonical SMILES: O=C1CC[C@@](O1)(C)[C@H]1CC[C@@]2([C@@H]1CC[C@H]1[C@@]2(C)CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C
• InChI: InChI=1S/C27H44O3/c1-23(2)19-10-15-26(5)20(24(19,3)13-11-21(23)28)8-7-17-18(9-14-25(17,26)4)27(6)16-12-22(29)30-27/h17-21,28H,7-16H2,1-6H3/t17-,18+,19+,20-,21+,24+,25-,26-,27+/m1/s1
• InChIKey: AHDUWGQSZYSNEY-BWNRNTQFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-[(1R,2R,5S,7R,10R,11R,14S,15R)-5-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5-methyloxolan-2-one
• IUPAC Traditional name: (5S)-5-[(1R,2R,5S,7R,10R,11R,14S,15R)-5-hydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]-5-methyloxolan-2-one
• Synonyms: 3-Epicabraleahydroxylactone

Database IDs

• CAS Number: 35833-72-8

CALCULATED PROPERTIES

• Acid pKa: 19.489433
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.414355
• LogD (pH = 7.4): 5.414355
• Log P: 5.414355
• Molar Refractivity: 119.216 cm^3
• Polarizability: 48.1981 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder