(2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 59595
• Molecular Formular: C15H12O5
• Molecular Mass: 272.25278
• Monoisotopic Mass: 272.06847348
• SMILES: c12C(=O)C[C@@H](Oc1cc(cc2O)O)c1ccc(cc1)O
• Canonical SMILES: Oc1ccc(cc1)[C@H]1CC(=O)c2c(O1)cc(cc2O)O
• InChI: InChI=1S/C15H12O5/c16-9-3-1-8(2-4-9)13-7-12(19)15-11(18)5-10(17)6-14(15)20-13/h1-6,13,16-18H,7H2/t13-/m1/s1
• InChIKey: FTVWIRXFELQLPI-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (-)-naringenin
• Synonyms: (R)-5,7-dihydroxy-2-(4-hydroxyphenyl)chroman-4-one; (2R)-5,7-Dihydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-4H-chromen-4-one

Database IDs

• CAS Number: 480-41-1
• MDL Number: MFCD03265520
• PubChem SID: 162064358
• PubChem CID: 667495

CALCULATED PROPERTIES

• Acid pKa: 7.9097586
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.8334327
• LogD (pH = 7.4): 2.7181597
• Log P: 2.835108
• Molar Refractivity: 71.2898 cm^3
• Polarizability: 27.291258 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Warning: IRRITANT
• TSCA Listed: false

Product Information

• Classification: Genuine Natural Compounds