(3aR,4aR,5S,7aR,9aS)-5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one

• ChemBase ID: 303959
• Molecular Formular: C15H20O3
• Molecular Mass: 248.3175
• Monoisotopic Mass: 248.1412445
• SMILES: [C@@H]12[C@@H](C[C@H]3[C@H](C=C1C)OC(=O)C3=C)[C@@](CC2)(C)O
• Canonical SMILES: CC1=C[C@@H]2OC(=O)C(=C)[C@H]2C[C@@H]2[C@H]1CC[C@]2(C)O
• InChI: InChI=1S/C15H20O3/c1-8-6-13-11(9(2)14(16)18-13)7-12-10(8)4-5-15(12,3)17/h6,10-13,17H,2,4-5,7H2,1,3H3/t10-,11+,12+,13-,15-/m0/s1
• InChIKey: APMKESKZWHNIDJ-PFFFPCNUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3aR,4aR,5S,7aR,9aS)-5-hydroxy-5,8-dimethyl-3-methylidene-2H,3H,3aH,4H,4aH,5H,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one
• IUPAC Traditional name: (3aR,4aR,5S,7aR,9aS)-5-hydroxy-5,8-dimethyl-3-methylidene-3aH,4H,4aH,6H,7H,7aH,9aH-azuleno[6,5-b]furan-2-one
• Synonyms: 4-Hydroxy-9,11(13)-guaiadien-12,8-olide; 4-Epi-isoinuviscolide

Database IDs

• CAS Number: 68832-39-3

CALCULATED PROPERTIES

• Acid pKa: 19.779741
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1277137
• LogD (pH = 7.4): 2.127714
• Log P: 2.127714
• Molar Refractivity: 68.8715 cm^3
• Polarizability: 27.073835 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Oily solid