1-[4-hydroxy-2-(2H3)methoxyphenyl]ethan-1-one

• ChemBase ID: 158974
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: c1c(cc(c(c1)C(=O)C)OC)O
• Canonical SMILES: COc1cc(O)ccc1C(=O)C
• InChI: InChI=1S/C9H10O3/c1-6(10)8-4-3-7(11)5-9(8)12-2/h3-5,11H,1-2H3
• InChIKey: XPHIPEXPAGCEBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-hydroxy-2-(^2H₃)methoxyphenyl]ethan-1-one
• IUPAC Traditional name: 1-[4-hydroxy-2-(^2H₃)methoxyphenyl]ethanone
• Synonyms: 1-(4-Hydroxy-3-methoxyphenyl)ethanone-d3; 4'-Hydroxy-3'-methoxy-ethanone-d3; 2-Methoxy-4-acetylphenol-d3; 3'-Methoxy-4'-hydroxyacetophenone-d3; 4-Acetyl-2-methoxyphenol-d3; 4-Acetylguaiacol-d3; 4-Hydroxy-3-methoxyphenyl-d3 Methyl Ketone; 4'-Hydroxy-3'-methoxyacetophenone-d3; Acetoguaiacon-d3; Acetoguaiacone-d3; Acetoguaicone-d3; Apocynin-d3; Apocynine-d3; NSC 209524-d3; NSC 2146-d3; Acetovanillone-d3

Database IDs

• CAS Number: 80404-23-5
• PubChem SID: 162253109
• PubChem CID: 71312762

CALCULATED PROPERTIES

• Acid pKa: 7.833671
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.067661
• LogD (pH = 7.4): 0.9345419
• Log P: 1.0696567
• Molar Refractivity: 44.9049 cm^3
• Polarizability: 17.197906 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - A164092

A naturally abundant compound, isolated from a variety of plant sources. It is an effective inhibitor of NADPH oxidase, and thus shows antioxidant behaviour without interfering with other aspects of the immune system.

REFERENCES

• Xuan, T., et al.: J. Agric. Food Chem., 57, 9448 (2009)
• Kopkan, L., et al.: Vasc. Pharmacol., 51, 175 (2009)
• Tossi, V., et al.: J. Plant Physiol., 166, 1336 (2009)
• Jackman, K., et al.: Brit. J. Pharmacol., 156, 680 (2009)
• Mora-Pale, M., et al.: Bioorg