(1R,3R,4R,5S,7R,8S)-8-hydroxy-4-methyl-1,5,7-tris(3-methylbut-2-en-1-yl)-4-(4-methylpent-3-en-1-yl)-3-(2-methylpropanoyl)-9-oxatricyclo[5.2.1.03,8]decane-2,10-dione

• ChemBase ID: 305080
• Molecular Formular: C35H52O5
• Molecular Mass: 552.78438
• Monoisotopic Mass: 552.38147476
• SMILES: C1(=O)[C@@]2([C@]3([C@@](C(=O)[C@]1(CC=C(C)C)O3)(C(=O)C(C)C)[C@]([C@H](C2)CC=C(C)C)(C)CCC=C(C)C)O)CC=C(C)C
• Canonical SMILES: CC(=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@]2([C@]3([C@]1(C(=O)C(C)C)C(=O)[C@](O3)(C2=O)CC=C(C)C)O)CC=C(C)C)C
• InChI: InChI=1S/C35H52O5/c1-22(2)13-12-18-31(11)27(15-14-23(3)4)21-32(19-16-24(5)6)29(37)33(20-17-25(7)8)30(38)34(31,28(36)26(9)10)35(32,39)40-33/h13-14,16-17,26-27,39H,12,15,18-21H2,1-11H3/t27-,31+,32+,33+,34+,35-/m0/s1
• InChIKey: IFUPNXPBDBNEAO-GAONCQJMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3R,4R,5S,7R,8S)-8-hydroxy-4-methyl-1,5,7-tris(3-methylbut-2-en-1-yl)-4-(4-methylpent-3-en-1-yl)-3-(2-methylpropanoyl)-9-oxatricyclo[5.2.1.0^3,^8]decane-2,10-dione
• IUPAC Traditional name: (1R,3R,4R,5S,7R,8S)-8-hydroxy-4-methyl-1,5,7-tris(3-methylbut-2-en-1-yl)-4-(4-methylpent-3-en-1-yl)-3-(2-methylpropanoyl)-9-oxatricyclo[5.2.1.0^3,^8]decane-2,10-dione
• Synonyms: 8-Hydroxyhyperforin 8,1-hemiacetal

Database IDs

• CAS Number: 59014-02-7

CALCULATED PROPERTIES

• Acid pKa: 10.759005
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 9.636506
• LogD (pH = 7.4): 9.636319
• Log P: 9.636509
• Molar Refractivity: 164.633 cm^3
• Polarizability: 63.57243 Å^3
• Polar Surface Area: 80.67 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder