8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one

• ChemBase ID: 128971
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: COc1c(cc(cc1)C1Cc2c(c(ccc2)O)C(=O)O1)O
• Canonical SMILES: COc1ccc(cc1O)C1OC(=O)c2c(C1)cccc2O
• InChI: InChI=1S/C16H14O5/c1-20-13-6-5-9(7-12(13)18)14-8-10-3-2-4-11(17)15(10)16(19)21-14/h2-7,14,17-18H,8H2,1H3
• InChIKey: PBILBHLAPJTJOT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-hydroxy-3-(3-hydroxy-4-methoxyphenyl)-3,4-dihydro-1H-2-benzopyran-1-one
• IUPAC Traditional name: phyllodulcin
• Synonyms: Praeruptorin; Phyllodulcin

Database IDs

• CAS Number: 21499-23-0
• PubChem SID: 162223273
• PubChem CID: 164615; 146694
• Wikipedia Title: Phyllodulcin

CALCULATED PROPERTIES

• Acid pKa: 9.413291
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 3.485997
• LogD (pH = 7.4): 3.481879
• Log P: 3.4860497
• Molar Refractivity: 76.1007 cm^3
• Polarizability: 29.200161 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true