2,3-diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate

• ChemBase ID: 5943
• Molecular Formular: C24H24O7
• Molecular Mass: 424.44316
• Monoisotopic Mass: 424.15220311
• SMILES: c1cc(O)ccc1C1=C([C@H]2O[C@@H]1[C@@H](C(=O)OCC)[C@H]2C(=O)OCC)c1ccc(O)cc1
• Canonical SMILES: CCOC(=O)[C@@H]1[C@H](C(=O)OCC)[C@H]2O[C@@H]1C(=C2c1ccc(cc1)O)c1ccc(cc1)O
• InChI: InChI=1S/C24H24O7/c1-3-29-23(27)19-20(24(28)30-4-2)22-18(14-7-11-16(26)12-8-14)17(21(19)31-22)13-5-9-15(25)10-6-13/h5-12,19-22,25-26H,3-4H2,1-2H3/t19-,20+,21-,22+
• InChIKey: NHKDFDHHMHBFLG-COPRSSIGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• IUPAC Traditional name: 2,3-diethyl (1R,2S,3R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
• Synonyms: DIETHYL (1R,2S,3R,4S)-5,6-BIS(4-HYDROXYPHENYL)-7-OXABICYCLO[2.2.1]HEPT-5-ENE-2,3-DICARBOXYLATE

Database IDs

• PubChem SID: 160969368; 99444791
• PubChem CID: 24752837

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.002334
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.426144
• LogD (pH = 7.4): 3.4155612
• Log P: 3.1929462
• Molar Refractivity: 112.1665 cm^3
• Polarizability: 43.920517 Å^3
• Polar Surface Area: 102.29 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.9
• LOG S: -4.41
• Solubility (Water): 1.65e-02 g/l

DETAILS

DrugBank - DB08320

Drug information: experimental