4-hydroxy-3-[(1S)-1-phenylpropyl]-2H,5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-2-one

• ChemBase ID: 6289
• Molecular Formular: C20H24O3
• Molecular Mass: 312.40276
• Monoisotopic Mass: 312.17254463
• SMILES: c1(c(=O)oc2c(c1O)CCCCCC2)[C@H](c1ccccc1)CC
• Canonical SMILES: CC[C@H](c1c(=O)oc2c(c1O)CCCCCC2)c1ccccc1
• InChI: InChI=1S/C20H24O3/c1-2-15(14-10-6-5-7-11-14)18-19(21)16-12-8-3-4-9-13-17(16)23-20(18)22/h5-7,10-11,15,21H,2-4,8-9,12-13H2,1H3/t15-/m0/s1
• InChIKey: UXCLJNSXDNCIIT-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-hydroxy-3-[(1S)-1-phenylpropyl]-2H,5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-2-one
• IUPAC Traditional name: 4-hydroxy-3-[(1S)-1-phenylpropyl]-5H,6H,7H,8H,9H,10H-cycloocta[b]pyran-2-one
• Synonyms: 5,6,7,8,9,10-HEXAHYDRO-4-HYDROXY-3-(1-PHENYLPROPYL)CYCLOOCTA[B]PYRAN-2-ONE

Database IDs

• PubChem SID: 162103365
• PubChem CID: 54685311

CALCULATED PROPERTIES

JChem

• Acid pKa: 7.189983
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.881681
• LogD (pH = 7.4): 4.4720526
• Log P: 4.890456
• Molar Refractivity: 92.8164 cm^3
• Polarizability: 35.555862 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 4.96
• LOG S: -4.21
• Solubility (Water): 1.94e-02 g/l

DETAILS

DrugBank - DB08686

Drug information: experimental