4-(benzyloxy)benzaldehyde

• ChemBase ID: 161689
• Molecular Formular: C14H12O2
• Molecular Mass: 213.23653484
• Monoisotopic Mass: 213.08708446
• SMILES: c1cc(ccc1[13CH]=O)OCc1ccccc1
• Canonical SMILES: O=[13CH]c1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C14H12O2/c15-10-12-6-8-14(9-7-12)16-11-13-4-2-1-3-5-13/h1-10H,11H2/i10+1
• InChIKey: ZVTWZSXLLMNMQC-DETAZLGJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)benzaldehyde
• IUPAC Traditional name: 4-(benzyloxy)benzaldehyde
• Synonyms: 4-(Phenylmethoxy)benzaldehyde-13C; NSC 131669-13C; NSC 28298-13C; p-(Benzyloxy)benzaldehyde-13C; 4-Benzyloxy-[7-13C]benzaldehyde

Database IDs

• CAS Number: 827308-41-8
• PubChem SID: 162255824
• PubChem CID: 45038301

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2525501
• LogD (pH = 7.4): 3.2525501
• Log P: 3.2525501
• Molar Refractivity: 63.7178 cm^3
• Polarizability: 24.341345 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Crystalline Solid

DETAILS

Toronto Research Chemicals - B285877

Labelled 4-Benzyloxybenzaldehyde. A position isomer of the adenylyl cyclase activator 2-Benzyloxybenzaldehyde. 4-Benzyloxybenzaldehyde also has much less potent anticancer activity against HL-60 cells that its isomeric counterpart.

REFERENCES

• Randolph, J., et al.: J. Med. Chem., 52, 3174 (2009)
• Humphries, P., et al.: Bioorg. Med. Chem. Lett., 19, 2400 (2009)