methyl (4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate

• ChemBase ID: 304600
• Molecular Formular: C21H30O4
• Molecular Mass: 346.4605
• Monoisotopic Mass: 346.21440944
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@@H](CC2)C)(CCC1=CC(=O)OC1)C)C)C(=O)OC
• Canonical SMILES: COC(=O)C1=CCC[C@H]2[C@@]1(C)CC[C@H]([C@]2(C)CCC1=CC(=O)OC1)C
• InChI: InChI=1S/C21H30O4/c1-14-8-10-21(3)16(19(23)24-4)6-5-7-17(21)20(14,2)11-9-15-12-18(22)25-13-15/h6,12,14,17H,5,7-11,13H2,1-4H3/t14-,17-,20+,21+/m1/s1
• InChIKey: ZAOFNJDVAJQRBK-LPNJYYIDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylate
• IUPAC Traditional name: methyl (4aR,5S,6R,8aR)-5,6,8a-trimethyl-5-[2-(5-oxo-2H-furan-3-yl)ethyl]-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylate
• Synonyms: Clerodermic acid methyl ester; Methyl clerodermate

Database IDs

• CAS Number: 67650-47-9

CALCULATED PROPERTIES

• Acid pKa: 7.4715433
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.6049976
• LogD (pH = 7.4): 4.3432975
• Log P: 4.609605
• Molar Refractivity: 97.7625 cm^3
• Polarizability: 38.268257 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder