(6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,9H,10H,10aH-benzo[c]isochromene-9-carboxylic acid

• ChemBase ID: 125661
• Molecular Formular: C25H36O4
• Molecular Mass: 400.55094
• Monoisotopic Mass: 400.26135963
• SMILES: CC(C)(CCCCCC)c1cc2OC(C)(C)[C@@H]3C=CC(C[C@H]3c2c(O)c1)C(=O)O
• Canonical SMILES: CCCCCCC(c1cc(O)c2c(c1)OC([C@H]1[C@H]2CC(C=C1)C(=O)O)(C)C)(C)C
• InChI: InChI=1S/C25H36O4/c1-6-7-8-9-12-24(2,3)17-14-20(26)22-18-13-16(23(27)28)10-11-19(18)25(4,5)29-21(22)15-17/h10-11,14-16,18-19,26H,6-9,12-13H2,1-5H3,(H,27,28)/t16?,18-,19-/m1/s1
• InChIKey: QHGPTMABBHVVQU-VOBHOPKGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6aR,10aR)-1-hydroxy-6,6-dimethyl-3-(2-methyloctan-2-yl)-6H,6aH,9H,10H,10aH-benzo[c]isochromene-9-carboxylic acid
• IUPAC Traditional name: ajulemic acid
• Synonyms: Ajulemic acid

Database IDs

• CAS Number: 137945-48-3
• PubChem SID: 162220011
• PubChem CID: 3083542; 60207117
• CHEMBL: 456341
• Chemspider ID: 21106251
• Wikipedia Title: Ajulemic_acid

CALCULATED PROPERTIES

• Acid pKa: 3.8586142
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.754073
• LogD (pH = 7.4): 3.1602097
• Log P: 6.399744
• Molar Refractivity: 116.9171 cm^3
• Polarizability: 45.326874 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false