3,4,5-tris(benzyloxy)benzoic acid

• ChemBase ID: 169571
• Molecular Formular: C28H24O5
• Molecular Mass: 440.48716
• Monoisotopic Mass: 440.16237387
• SMILES: c1c(c(c(cc1C(=O)O)OCc1ccccc1)OCc1ccccc1)OCc1ccccc1
• Canonical SMILES: OC(=O)c1cc(OCc2ccccc2)c(c(c1)OCc1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C28H24O5/c29-28(30)24-16-25(31-18-21-10-4-1-5-11-21)27(33-20-23-14-8-3-9-15-23)26(17-24)32-19-22-12-6-2-7-13-22/h1-17H,18-20H2,(H,29,30)
• InChIKey: NRCGMEJBEDWPMG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,4,5-tris(benzyloxy)benzoic acid
• IUPAC Traditional name: 3,4,5-tris(benzyloxy)benzoic acid
• Synonyms: 3,4,5-Tris(phenylmethoxy)benzoic Acid; 3,4,5-Tri-O-benzylgallic Acid; 3,4,5-Tribenzyloxybenzoic Acid; 3,4,5-Tris(benzyloxy)benzoic Acid; Tri-O-benzylgallic Acid; Gallic Acid Tribenzyl Ether

Database IDs

• CAS Number: 1486-48-2
• PubChem SID: 162263703
• PubChem CID: 11133969

CALCULATED PROPERTIES

• Acid pKa: 3.9050753
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 4.7304306
• LogD (pH = 7.4): 3.1202726
• Log P: 6.3312345
• Molar Refractivity: 126.5416 cm^3
• Polarizability: 48.981297 Å^3
• Polar Surface Area: 64.99 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 194-196°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - G188975

Gallic Acid derivative

REFERENCES

• Hunneche, C., et al.: J. Agric. Food Chem., 56, 9258 (2008)
• Formentini, L., et al.: Brit. J. Pharmacol., 155, 1235 (2008)
• Dodo, K., et al.: Chem. Pharm. Bull., 57, 190 (2008)