1-(3-acetyl-2,4,6-trihydroxyphenyl)ethan-1-one

• ChemBase ID: 79552
• Molecular Formular: C10H10O5
• Molecular Mass: 210.1834
• Monoisotopic Mass: 210.05282342
• SMILES: O=C(c1c(cc(c(c1O)C(=O)C)O)O)C
• Canonical SMILES: CC(=O)c1c(O)cc(c(c1O)C(=O)C)O
• InChI: InChI=1S/C10H10O5/c1-4(11)8-6(13)3-7(14)9(5(2)12)10(8)15/h3,13-15H,1-2H3
• InChIKey: PIFFQYJYNWXNGE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(3-acetyl-2,4,6-trihydroxyphenyl)ethan-1-one
• IUPAC Traditional name: 2,4-diacetylphloroglucinol
• Synonyms: 2,4-Diacetylphloroglucinol; 2,4-Diacetylbenzene-1,3,5-triol; 2,4-DAPG; 2,4-Diacetylphloroglucinol; 1,1'-(2,4,6-Trihydroxy-1,3-phenylene)bis-ethanone; 1,3-Diacetyl-2,4,6-trihydroxybenzene; 5-Acetyl-2,4,6-trihydroxyacetophenone; DAPG

Database IDs

• CAS Number: 2161-86-6
• MDL Number: MFCD00100483
• PubChem SID: 162044315
• PubChem CID: 16547
• CHEMBL: 276139
• Chemspider ID: 15687
• Unique Ingredient Identifier: 8XV4YYO3WN
• Wikipedia Title: 2,4-Diacetylphloroglucinol

CALCULATED PROPERTIES

• Acid pKa: 8.443779
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 2.7773552
• LogD (pH = 7.4): 2.7404046
• Log P: 2.777845
• Molar Refractivity: 52.8063 cm^3
• Polarizability: 19.72164 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ethanol; Methanol
• Apperance: Light Pink to Light Orange Solid
• Melting Point: 166-167°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Irritant/Store at -20°C/Store under Argon

DETAILS

Toronto Research Chemicals - D365500

A secondary metabolite of P. Fluorescens strain CHAO which is a pathogen suppressor as well as showing inhibitory effects on bacteria, fungi, and plants. Also show marked antiviral activity against both RNA virus with envelop (vesicular stomatitis vir

REFERENCES

• Journal of Antibiotics, 31,11, 1201 (1978)
• Tada, M., et al.: Agric. Biol. Chem., 54, 3061 (1978)
• Tada, M., et al.: J. Med. Chem., 35, 1209 (1978)
• Molecular Plant-Microbe Interactions, 5, 1 (1992)