(1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalene-1-carboxylic acid

• ChemBase ID: 304253
• Molecular Formular: C20H28O4
• Molecular Mass: 332.43392
• Monoisotopic Mass: 332.19875938
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)CCC1=CCOC1=O)C)(C(=O)O)C
• Canonical SMILES: C=C1CC[C@@H]2[C@]([C@H]1CCC1=CCOC1=O)(C)CCC[C@]2(C)C(=O)O
• InChI: InChI=1S/C20H28O4/c1-13-5-8-16-19(2,10-4-11-20(16,3)18(22)23)15(13)7-6-14-9-12-24-17(14)21/h9,15-16H,1,4-8,10-12H2,2-3H3,(H,22,23)/t15-,16+,19+,20-/m0/s1
• InChIKey: FHQSDRHZGCMBKG-FIYPYCPBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-2,5-dihydrofuran-3-yl)ethyl]-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR,5S,8aR)-1,4a-dimethyl-6-methylidene-5-[2-(2-oxo-5H-furan-3-yl)ethyl]-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: Pinusolidic acid

Database IDs

• CAS Number: 40433-82-7

CALCULATED PROPERTIES

• Acid pKa: 4.4681554
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3714416
• LogD (pH = 7.4): 1.6059486
• Log P: 4.4405003
• Molar Refractivity: 91.996 cm^3
• Polarizability: 36.176914 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder