(2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 304865
• Molecular Formular: C20H20O4
• Molecular Mass: 324.3704
• Monoisotopic Mass: 324.13615912
• SMILES: c1(c(cc2c(c1)O[C@@H](CC2=O)c1ccc(cc1)O)CC=C(C)C)O
• Canonical SMILES: CC(=CCc1cc2C(=O)C[C@H](Oc2cc1O)c1ccc(cc1)O)C
• InChI: InChI=1S/C20H20O4/c1-12(2)3-4-14-9-16-18(23)11-19(24-20(16)10-17(14)22)13-5-7-15(21)8-6-13/h3,5-10,19,21-22H,4,11H2,1-2H3/t19-/m0/s1
• InChIKey: OAUREGNZECGNQS-IBGZPJMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-6-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Bavachin; 4',7-Dihydroxy-6-prenylflavanone

Database IDs

• CAS Number: 19879-32-4

CALCULATED PROPERTIES

• Acid pKa: 7.599984
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 4.2138286
• LogD (pH = 7.4): 4.0053377
• Log P: 4.2172403
• Molar Refractivity: 93.5517 cm^3
• Polarizability: 35.611317 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder