(2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one

• ChemBase ID: 306233
• Molecular Formular: C21H22O5
• Molecular Mass: 354.39638
• Monoisotopic Mass: 354.1467238
• SMILES: c1(cc(c2c(c1CC=C(C)C)O[C@@H](CC2=O)c1ccc(cc1)O)OC)O
• Canonical SMILES: COc1cc(O)c(c2c1C(=O)C[C@H](O2)c1ccc(cc1)O)CC=C(C)C
• InChI: InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3/t18-/m0/s1
• InChIKey: YKGCBLWILMDSAV-SFHVURJKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
• IUPAC Traditional name: (2S)-7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-2,3-dihydro-1-benzopyran-4-one
• Synonyms: Isoxanthohumol

Database IDs

• CAS Number: 70872-29-6

CALCULATED PROPERTIES

• Acid pKa: 7.6644545
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 4.056627
• LogD (pH = 7.4): 3.8714092
• Log P: 4.059569
• Molar Refractivity: 100.0149 cm^3
• Polarizability: 38.13507 Å^3
• Polar Surface Area: 75.99 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder