4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-5-(2-methylbutanoyl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione

• ChemBase ID: 125637
• Molecular Formular: C36H54O4
• Molecular Mass: 550.81156
• Monoisotopic Mass: 550.40221021
• SMILES: CC1(C(CC=C(C)C)CC2(CC=C(C)C)C(=O)C(=C(C1(C(=O)C(C)CC)C2=O)O)CC=C(C)C)CCC=C(C)C
• Canonical SMILES: CCC(C(=O)C12C(=C(CC=C(C)C)C(=O)C(C1=O)(CC=C(C)C)CC(C2(C)CCC=C(C)C)CC=C(C)C)O)C
• InChI: InChI=1S/C36H54O4/c1-12-27(10)30(37)36-32(39)29(18-16-25(6)7)31(38)35(33(36)40,21-19-26(8)9)22-28(17-15-24(4)5)34(36,11)20-13-14-23(2)3/h14-16,19,27-28,39H,12-13,17-18,20-22H2,1-11H3
• InChIKey: DHPDSOCOUJHGHE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-5-(2-methylbutanoyl)-6-(4-methylpent-3-en-1-yl)bicyclo[3.3.1]non-3-ene-2,9-dione
• IUPAC Traditional name: adhyperforin
• Synonyms: Adhyperforin

Database IDs

• CAS Number: 143183-63-5
• PubChem SID: 162219987
• PubChem CID: 9963735; 44427224
• CHEMBL: 388948
• Chemspider ID: 23287670
• Wikipedia Title: Adhyperforin

CALCULATED PROPERTIES

• Acid pKa: 6.3279104
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 10.050768
• LogD (pH = 7.4): 9.005038
• Log P: 10.110928
• Molar Refractivity: 171.2835 cm^3
• Polarizability: 65.23486 Å^3
• Polar Surface Area: 71.44 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Legal Status: Over-the-counter