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

• ChemBase ID: 304677
• Molecular Formular: C21H30O5
• Molecular Mass: 362.4599
• Monoisotopic Mass: 362.20932406
• SMILES: C1C=C([C@]2([C@H](C1)[C@]([C@@H](CC2)C)(CCC1=CC(OC1=O)OC)C)C)C(=O)O
• Canonical SMILES: COC1C=C(C(=O)O1)CC[C@@]1(C)[C@H](C)CC[C@@]2([C@@H]1CCC=C2C(=O)O)C
• InChI: InChI=1S/C21H30O5/c1-13-8-10-21(3)15(18(22)23)6-5-7-16(21)20(13,2)11-9-14-12-17(25-4)26-19(14)24/h6,12-13,16-17H,5,7-11H2,1-4H3,(H,22,23)/t13-,16-,17?,20+,21+/m1/s1
• InChIKey: LKCDRCCSEGFFNK-CULFUZIZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4aR,5S,6R,8aR)-5-[2-(5-methoxy-2-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (4aR,5S,6R,8aR)-5-[2-(5-methoxy-2-oxo-5H-furan-3-yl)ethyl]-5,6,8a-trimethyl-3,4,4a,6,7,8-hexahydronaphthalene-1-carboxylic acid
• Synonyms: 15,16-Dihydro-15-methoxy-16-oxohardwickiic acid; 15-Methoxypatagonic acid

Database IDs

• CAS Number: 115783-35-2

CALCULATED PROPERTIES

• Acid pKa: 4.615763
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 3.724926
• LogD (pH = 7.4): 1.9483243
• Log P: 4.661469
• Molar Refractivity: 98.8496 cm^3
• Polarizability: 38.72395 Å^3
• Polar Surface Area: 72.83 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oil