(1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.02,7.011,15]heptadeca-14,16-diene-12,13-dione

• ChemBase ID: 306034
• Molecular Formular: C22H30O4
• Molecular Mass: 358.4712
• Monoisotopic Mass: 358.21440944
• SMILES: C1[C@@H](C([C@H]2[C@](C1)([C@@H]1[C@@](CC2)([C@]2(C(=C(C(=O)C2=O)O)C=C1)C)C)C)(C)C)O
• Canonical SMILES: O=C1C(=C2[C@](C1=O)(C)[C@]1(C)CC[C@@H]3[C@]([C@H]1C=C2)(C)CC[C@@H](C3(C)C)O)O
• InChI: InChI=1S/C22H30O4/c1-19(2)13-8-11-21(4)14(20(13,3)10-9-15(19)23)7-6-12-16(24)17(25)18(26)22(12,21)5/h6-7,13-15,23-24H,8-11H2,1-5H3/t13-,14+,15-,20-,21+,22-/m0/s1
• InChIKey: KIAKLFLISZCITK-PPAUHQMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-14,16-diene-12,13-dione
• IUPAC Traditional name: (1R,2S,5S,7R,10R,11S)-5,14-dihydroxy-2,6,6,10,11-pentamethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-14,16-diene-12,13-dione
• Synonyms: Palbinone

Database IDs

• CAS Number: 139954-00-0

CALCULATED PROPERTIES

• Acid pKa: 8.301192
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.7278569
• LogD (pH = 7.4): 3.677195
• Log P: 3.7285426
• Molar Refractivity: 101.8094 cm^3
• Polarizability: 39.238213 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Orange powder