1-(3,4-dihydroxyphenyl)propan-2-one

• ChemBase ID: 167862
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: c1c(c(cc(c1)CC(=O)C)O)O
• Canonical SMILES: CC(=O)Cc1ccc(c(c1)O)O
• InChI: InChI=1S/C9H10O3/c1-6(10)4-7-2-3-8(11)9(12)5-7/h2-3,5,11-12H,4H2,1H3
• InChIKey: JQXBETDGCMQLMK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3,4-dihydroxyphenyl)propan-2-one
• IUPAC Traditional name: 1-(3,4-dihydroxyphenyl)propan-2-one
• Synonyms: 1-(3,4-Dihydroxyphenyl)-2-propanone; 1-(3',4'-Dihydroxyphenyl)-2-propanone; 3,4-Dihydroxyphenylacetone; 3',4'-Dihydroxyphenylacetone

Database IDs

• CAS Number: 2503-44-8
• PubChem SID: 162261995
• PubChem CID: 2762430

CALCULATED PROPERTIES

• Acid pKa: 9.272593
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.3334161
• LogD (pH = 7.4): 1.327742
• Log P: 1.333489
• Molar Refractivity: 44.8785 cm^3
• Polarizability: 17.14462 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Thick Yellow Oil
• Melting Point: 68-70°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D454300

A metabolite of 3,4-methylenedioxyethylamphetamine.

REFERENCES

• Ricaurte, G., et al.: Brain Res., 446, 165 (1986)
• Colado, M., et al.: Br. J. Pharmacol., 111, 131 (1986)
• Helmlin, H., et al.: J. Anal. Toxicol., 20, 432 (1986)
• Maurer, H., et al.: Ther. Drug Monit.,
• Nichols, D., et al.: J. Med. Chem., 29, 2009 (1986)