5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 129360
• Molecular Formular: C16H14O5
• Molecular Mass: 286.27936
• Monoisotopic Mass: 286.08412355
• SMILES: COc1cc(c2C(=O)CC(Oc2c1)c1ccc(cc1)O)O
• Canonical SMILES: COc1cc2OC(CC(=O)c2c(c1)O)c1ccc(cc1)O
• InChI: InChI=1S/C16H14O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-7,14,17-18H,8H2,1H3
• InChIKey: DJOJDHGQRNZXQQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: sakuranetin
• Synonyms: 4',5-Dihydroxy-7-methoxyflavanone; Naringenin 7-methyl ether; Sakuranetin

Database IDs

• CAS Number: 2957-21-3
• PubChem SID: 162223654
• PubChem CID: 348130; 73571
• CHEMBL: 448297
• Wikipedia Title: Sakuranetin

CALCULATED PROPERTIES

• Acid pKa: 9.331411
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 2.9809384
• LogD (pH = 7.4): 2.9759667
• Log P: 2.981002
• Molar Refractivity: 75.7721 cm^3
• Polarizability: 29.1946 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true