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

• ChemBase ID: 304798
• Molecular Formular: C20H28O5
• Molecular Mass: 348.43332
• Monoisotopic Mass: 348.193674
• SMILES: C1C[C@@]([C@H]2[C@](C1)([C@H](C(=C)CC2)CCC1=CC(=O)OC1O)C)(C(=O)O)C
• Canonical SMILES: O=C1C=C(C(O1)O)CC[C@H]1C(=C)CC[C@@H]2[C@]1(C)CCC[C@]2(C)C(=O)O
• InChI: InChI=1S/C20H28O5/c1-12-5-8-15-19(2,9-4-10-20(15,3)18(23)24)14(12)7-6-13-11-16(21)25-17(13)22/h11,14-15,17,22H,1,4-10H2,2-3H3,(H,23,24)/t14-,15+,17?,19+,20-/m0/s1
• InChIKey: GZTUAPFQPZVTGA-LTWMUGOISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4aR,5S,8aR)-5-[2-(2-hydroxy-5-oxo-2,5-dihydrofuran-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-decahydronaphthalene-1-carboxylic acid
• IUPAC Traditional name: (1S,4aR,5S,8aR)-5-[2-(2-hydroxy-5-oxo-2H-furan-3-yl)ethyl]-1,4a-dimethyl-6-methylidene-hexahydro-2H-naphthalene-1-carboxylic acid
• Synonyms: 16-Hydroxy-8(17),13- labdadien-15,16-olid-19-oic acid

Database IDs

• CAS Number: 691009-85-5

CALCULATED PROPERTIES

• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 4.533764
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 2.908073
• LogD (pH = 7.4): 0.7803473
• Log P: 3.924087
• Molar Refractivity: 92.9508 cm^3
• Polarizability: 36.816887 Å^3
• Polar Surface Area: 83.83 Å^2

PROPERTIES

Physical Property

• Apperance: Powder