(5S)-5-methyl-5-[(1R,2R,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]oxolan-2-one

• ChemBase ID: 305241
• Molecular Formular: C27H42O3
• Molecular Mass: 414.62058
• Monoisotopic Mass: 414.3133952
• SMILES: C1C(=O)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
• 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)CCC(=O)C2(C)C)C
• InChI: InChI=1S/C27H42O3/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/h17-20H,7-16H2,1-6H3/t17-,18+,19+,20-,24+,25-,26-,27+/m1/s1
• InChIKey: NOLGXQBEFHYZHI-QPBHWVAKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (5S)-5-methyl-5-[(1R,2R,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]oxolan-2-one
• IUPAC Traditional name: (5S)-5-methyl-5-[(1R,2R,7R,10R,11R,14S,15R)-2,6,6,10,11-pentamethyl-5-oxotetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]oxolan-2-one
• Synonyms: 25,26,27-Trinor-3-oxodammaran-24,20-olide; Cabralealactone

Database IDs

• CAS Number: 19865-87-3

CALCULATED PROPERTIES

• Acid pKa: 19.96217
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.977883
• LogD (pH = 7.4): 5.977883
• Log P: 5.977883
• Molar Refractivity: 118.3937 cm^3
• Polarizability: 47.650482 Å^3
• Polar Surface Area: 43.37 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Cryst.