4-hydroxy-3-[(1R,3S)-3-hydroxy-1-phenylbutyl]-2H-chromen-2-one

• ChemBase ID: 6338
• Molecular Formular: C19H18O4
• Molecular Mass: 310.34382
• Monoisotopic Mass: 310.12050906
• SMILES: c12c(c([C@H](C[C@H](C)O)c3ccccc3)c(=O)oc2cccc1)O
• Canonical SMILES: C[C@@H](C[C@@H](c1c(=O)oc2c(c1O)cccc2)c1ccccc1)O
• InChI: InChI=1S/C19H18O4/c1-12(20)11-15(13-7-3-2-4-8-13)17-18(21)14-9-5-6-10-16(14)23-19(17)22/h2-10,12,15,20-21H,11H2,1H3/t12-,15+/m0/s1
• InChIKey: ZUJMMGHIYSAEOU-SWLSCSKDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[(1R,3S)-3-hydroxy-1-phenylbutyl]-2H-chromen-2-one
• IUPAC Traditional name: 4-hydroxy-3-[(1R,3S)-3-hydroxy-1-phenylbutyl]chromen-2-one
• Synonyms: 4-HYDROXY-3-[(1S,3R)-3-HYDROXY-1-PHENYLBUTYL]-2H-CHROMEN-2-ONE

Database IDs

• PubChem SID: 162103438
• PubChem CID: 54736486

CALCULATED PROPERTIES

JChem

• Acid pKa: 6.4043856
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.6642914
• LogD (pH = 7.4): 1.6841329
• Log P: 2.71522
• Molar Refractivity: 87.9911 cm^3
• Polarizability: 33.886383 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 2.59
• LOG S: -3.59
• Solubility (Water): 8.06e-02 g/l

DETAILS

DrugBank - DB08735

Drug information: experimental