3-{[(1R,2R,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-yl]methyl}-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione

• ChemBase ID: 126202
• Molecular Formular: C22H30O4
• Molecular Mass: 358.4712
• Monoisotopic Mass: 358.21440944
• SMILES: COC1=CC(=O)C(=C(C[C@@]2(C)CC[C@@]3(C)[C@@H](CCC=C3C)[C@H]2C)C1=O)O
• Canonical SMILES: COC1=CC(=O)C(=C(C1=O)C[C@@]1(C)CC[C@]2([C@H]([C@H]1C)CCC=C2C)C)O
• InChI: InChI=1S/C22H30O4/c1-13-7-6-8-16-14(2)21(3,9-10-22(13,16)4)12-15-19(24)17(23)11-18(26-5)20(15)25/h7,11,14,16,24H,6,8-10,12H2,1-5H3/t14-,16+,21-,22-/m1/s1
• InChIKey: PYUXUMSQSVWNDS-NSAJDELNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[(1R,2R,4aS,8aS)-1,2,4a,5-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalen-2-yl]methyl}-2-hydroxy-5-methoxycyclohexa-2,5-diene-1,4-dione
• IUPAC Traditional name: bolinaquinone
• Synonyms: Bolinaquinone; Bolinaquinone

Database IDs

• PubChem SID: 162220543
• PubChem CID: 10066979
• CHEMBL: 477692
• Chemspider ID: 8242519
• Wikipedia Title: Bolinaquinone

CALCULATED PROPERTIES

• Acid pKa: 8.368774
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.3087287
• LogD (pH = 7.4): 4.265003
• Log P: 4.309315
• Molar Refractivity: 105.2177 cm^3
• Polarizability: 39.79424 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true