5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-2,5-dihydrofuran-2-one

• ChemBase ID: 129237
• Molecular Formular: C11H16O8
• Molecular Mass: 276.23994
• Monoisotopic Mass: 276.08451747
• SMILES: C1=CC(=O)OC1COC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OC(OCC2C=CC(=O)O2)C(C(C1O)O)O
• InChI: InChI=1S/C11H16O8/c12-3-6-8(14)9(15)10(16)11(19-6)17-4-5-1-2-7(13)18-5/h1-2,5-6,8-12,14-16H,3-4H2
• InChIKey: TYWXNGXVSZRXNA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)-2,5-dihydrofuran-2-one
• IUPAC Traditional name: ranunculin
• Synonyms: Ranunculin

Database IDs

• CAS Number: 644-69-9
• PubChem SID: 162223531
• PubChem CID: 441581; 348155
• Chemspider ID: 390250
• Wikipedia Title: Ranunculin

CALCULATED PROPERTIES

• Acid pKa: 5.680058
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -2.0846748
• LogD (pH = 7.4): -3.5812082
• Log P: -1.864555
• Molar Refractivity: 59.6232 cm^3
• Polarizability: 24.241768 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 141–142 °C