(2R,3R)-3,5,7-trihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 128991
• Molecular Formular: C15H12O5
• Molecular Mass: 272.25278
• Monoisotopic Mass: 272.06847348
• SMILES: O=C1c2c(O[C@H](c3ccccc3)[C@H]1O)cc(O)cc2O
• Canonical SMILES: Oc1cc2O[C@H](c3ccccc3)[C@H](C(=O)c2c(c1)O)O
• InChI: InChI=1S/C15H12O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,14-17,19H/t14-,15+/m0/s1
• InChIKey: SUYJZKRQHBQNCA-LSDHHAIUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R)-3,5,7-trihydroxy-2-phenyl-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: pinobanksin
• Synonyms: (2R,3R)-3,5,7-Trihydroxyflavanone; Pinobanksin; (2R,3R)-3,5,7-Trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one; (2R,3R)-3,5,7-Trihydroxy-2-phenyl-chroman-4-one; 3,5,7-trihydroxyflavanone; 3,5,7-trihydroxy-2-phenyl-2,3-dihydro-4H-chromen-4-one; Pinobanksin

Database IDs

• CAS Number: 548-82-3
• MDL Number: MFCD07784478
• Beilstein Number: 91238
• PubChem SID: 162223293
• PubChem CID: 73202
• CHEMBL: 608410
• Chemspider ID: 65962
• Wikipedia Title: Pinobanksin

CALCULATED PROPERTIES

• Acid pKa: 7.7580247
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.4211414
• LogD (pH = 7.4): 2.2656498
• Log P: 2.4235148
• Molar Refractivity: 70.6471 cm^3
• Polarizability: 27.3048 Å^3
• Polar Surface Area: 86.99 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Cryst.
• Density: 1.497 g/mL

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95% (HPLC); 99.0