(2S,14S)-11,17-dihydroxy-2,5,6,14-tetramethyl-15-oxatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),5,7,11,16-pentaen-9-one

• ChemBase ID: 305765
• Molecular Formular: C20H22O4
• Molecular Mass: 326.38628
• Monoisotopic Mass: 326.15180918
• SMILES: C1C(=C(C2=CC(=O)c3c([C@]2(C1)C)c(c1c(c3O)C[C@@H](O1)C)O)C)C
• Canonical SMILES: C[C@H]1Cc2c(O1)c(O)c1c(c2O)C(=O)C=C2[C@]1(C)CCC(=C2C)C
• InChI: InChI=1S/C20H22O4/c1-9-5-6-20(4)13(11(9)3)8-14(21)15-16(20)18(23)19-12(17(15)22)7-10(2)24-19/h8,10,22-23H,5-7H2,1-4H3/t10-,20-/m0/s1
• InChIKey: IQGPVLVWUUPQMQ-FVINQWEUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,14S)-11,17-dihydroxy-2,5,6,14-tetramethyl-15-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^6]heptadeca-1(10),5,7,11,16-pentaen-9-one
• IUPAC Traditional name: (2S,14S)-11,17-dihydroxy-2,5,6,14-tetramethyl-15-oxatetracyclo[8.7.0.0^2,^7.0^1^2,^1^6]heptadeca-1(10),5,7,11,16-pentaen-9-one
• Synonyms: Uncinatone

Database IDs

• CAS Number: 99624-92-7

CALCULATED PROPERTIES

• Acid pKa: 9.199042
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.0011635
• LogD (pH = 7.4): 3.9944513
• Log P: 4.00125
• Molar Refractivity: 93.9595 cm^3
• Polarizability: 35.299732 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Orange powder