1-(2,6-dihydroxy-4-methylphenyl)ethan-1-one

• ChemBase ID: 175913
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: c1c(cc(c(c1O)C(=O)C)O)C
• Canonical SMILES: Cc1cc(O)c(c(c1)O)C(=O)C
• InChI: InChI=1S/C9H10O3/c1-5-3-7(11)9(6(2)10)8(12)4-5/h3-4,11-12H,1-2H3
• InChIKey: CUYUORWXJSURNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,6-dihydroxy-4-methylphenyl)ethan-1-one
• IUPAC Traditional name: 1-(2,6-dihydroxy-4-methylphenyl)ethanone
• Synonyms: 1-(2,6-Dihydroxy-4-methylphenyl)ethanone; 2',6'-Dihydroxy-4'-methylacetophenone; p-Orcacetophenone

Database IDs

• CAS Number: 1634-34-0
• PubChem SID: 164231823
• PubChem CID: 10419531

CALCULATED PROPERTIES

• Acid pKa: 10.084084
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.7371728
• LogD (pH = 7.4): 2.7362926
• Log P: 2.737184
• Molar Refractivity: 45.4638 cm^3
• Polarizability: 17.054838 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O674500

p-Orcacetophenone is an acetophenone derivative used in the preparation of sodium glucose co-transporter 2 inhibitors as antidiabetic agents.

REFERENCES

• Zhang, X. et al.: Bioorg. Med. Chem., 15, 5202 (2005)