(3aR,4R,11aR)-10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylic acid

• ChemBase ID: 305845
• Molecular Formular: C20H24O6
• Molecular Mass: 360.40096
• Monoisotopic Mass: 360.15728849
• SMILES: C1CC(=C[C@@H]2[C@@H]([C@@H](CC(=C1)C(=O)O)OC(=O)/C(=C\C)/C)C(=C)C(=O)O2)C
• Canonical SMILES: C/C=C(\C(=O)O[C@@H]1CC(=CCCC(=C[C@@H]2[C@@H]1C(=C)C(=O)O2)C)C(=O)O)/C
• InChI: InChI=1S/C20H24O6/c1-5-12(3)19(23)25-16-10-14(18(21)22)8-6-7-11(2)9-15-17(16)13(4)20(24)26-15/h5,8-9,15-17H,4,6-7,10H2,1-3H3,(H,21,22)/b11-9+,12-5-,14-8+/t15-,16-,17+/m1/s1
• InChIKey: IOPBGRHISQTQKP-AAUAWEGASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4R,11aR)-10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-2H,3H,3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylic acid
• IUPAC Traditional name: (3aR,4R,11aR)-10-methyl-4-{[(2Z)-2-methylbut-2-enoyl]oxy}-3-methylidene-2-oxo-3aH,4H,5H,8H,9H,11aH-cyclodeca[b]furan-6-carboxylic acid
• Synonyms: Demethylsonchifolin

Database IDs

• CAS Number: 956384-55-7

CALCULATED PROPERTIES

• LogD (pH = 7.4): 1.0426773
• Log P: 3.8756347
• Molar Refractivity: 97.0641 cm^3
• Polarizability: 37.220497 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 4.470154
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.8083982

PROPERTIES

Physical Property

• Apperance: Powder