(1R,3S,5R,6S,8R,10R,12S,15S)-6-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.03,5.08,10]pentadecan-14-one

• ChemBase ID: 304027
• Molecular Formular: C15H22O5
• Molecular Mass: 282.33218
• Monoisotopic Mass: 282.1467238
• SMILES: C1[C@@H]([C@@]2([C@@H](C[C@H]3[C@H](C[C@@]4([C@@H]1O4)C)OC(=O)[C@H]3C)O2)C)O
• Canonical SMILES: O=C1O[C@@H]2[C@@H]([C@@H]1C)C[C@H]1O[C@]1(C)[C@H](C[C@@H]1[C@](C2)(C)O1)O
• InChI: InChI=1S/C15H22O5/c1-7-8-4-12-15(3,20-12)10(16)5-11-14(2,19-11)6-9(8)18-13(7)17/h7-12,16H,4-6H2,1-3H3/t7-,8+,9-,10-,11+,12-,14+,15+/m0/s1
• InChIKey: CFCZKBUBOFFSDG-IINNPFECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3S,5R,6S,8R,10R,12S,15S)-6-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0^3,^5.0^8,^1^0]pentadecan-14-one
• IUPAC Traditional name: (1R,3S,5R,6S,8R,10R,12S,15S)-6-hydroxy-5,10,15-trimethyl-4,9,13-trioxatetracyclo[10.3.0.0^3,^5.0^8,^1^0]pentadecan-14-one
• Synonyms: Carabrolactone A

Database IDs

• CAS Number: 1187925-30-9

CALCULATED PROPERTIES

• Acid pKa: 13.832023
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.49654984
• LogD (pH = 7.4): 0.4965497
• Log P: 0.49654984
• Molar Refractivity: 69.0923 cm^3
• Polarizability: 28.290867 Å^3
• Polar Surface Area: 71.59 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cryst.