CAS 2161-86-6

2,4-Diacetylphloroglucinol

Description:

2,4-Diacetylphloroglucinol (DAPG) is an organic compound known for its role as a secondary metabolite produced by certain bacteria, particularly Pseudomonas species. It is characterized by its diketone structure, which includes two acetyl groups attached to a phloroglucinol backbone. DAPG exhibits antimicrobial properties, making it significant in plant pathology as it can inhibit the growth of various plant pathogens. The compound is typically a pale yellow to brown solid at room temperature and is soluble in organic solvents such as ethanol and acetone, but has limited solubility in water. Its chemical formula is C10H10O4, and it has a molecular weight of approximately 194.19 g/mol. DAPG is also noted for its potential applications in agriculture as a biocontrol agent, as well as in the synthesis of other chemical compounds. Its biological activity and environmental impact are subjects of ongoing research, particularly in the context of sustainable agriculture and plant health management.

Formula: C₁₀H₁₀O₅

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

InChI key: InChIKey=PIFFQYJYNWXNGE-UHFFFAOYSA-N

SMILES: OC1=C(C(C)=O)C(O)=CC(O)=C1C(C)=O

Synonyms:

• 1,1'-(2,4,6-Trihydroxy-1,3-phenylene)bisethanone
• 1,1'-(2,4,6-Trihydroxybenzene-1,3-Diyl)Diethanone
• 1,1′-(2,4,6-Trihydroxy-1,3-phenylene)bis[ethanone]
• 1,3-Diacetyl-2,4,6-trihydroxybenzene
• 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethan-1-one
• 1-(3-Acetyl-2,4,6-trihydroxyphenyl)ethanone
• 2,4,6-Trihydroxy-1,3-diacetylbenzene
• 2,4-Diacetyl-1,3,5-benzenetriol
• 5-Acetyl-2,4,6-trihydroxyacetophenone
• Brn 1881572
• Ethanone, 1,1'-(2,4,6-trihydroxy-1,3-phenylene)bis- (9CI)
• Ethanone, 1,1′-(2,4,6-trihydroxy-1,3-phenylene)bis-
• Ipo 15474Fs
• K-2
• K₂
• K₂ (pharmaceutical)
• Phloroglucinol, diacetyl-
• K2 (pharmaceutical)
• 2,4-Diacetylphloroglucinol

1-(3-Acetyl-2,4,6-Trihydroxyphenyl)Ethan-1-One

CAS: 2161-86-6

Formula: C₁₀H₁₀O₅

Purity: 97%

Color and Shape: Solid

Molecular weight: 210.1834

Ref: IN-DA00BCR8

2,4-Diacetylphloroglucinol

CAS: 2161-86-6

2,4-Diacetylphloroglucinol is a polyketide antibiotic discovered in Pseudomonas fluorescens, exhibiting broad-spectrum toxicity.

Formula: C₁₀H₁₀O₅

Purity: 99.71%

Color and Shape: Solid

Molecular weight: 210.18

Ref: TM-T21619

2,4-Diacetylphloroglucinol

CAS: 2161-86-6

Formula: C₁₀H₁₀O₅

Purity: >95.0%(GC)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 210.19

Ref: 3B-D6416

2,4-Diacetylbenzene-1,3,5-triol

CAS: 2161-86-6

2,4-Diacetylbenzene-1,3,5-triol

Formula: C₁₀H₁₀O₅

Purity: ≥95%

Color and Shape: light orange to orange powder

Molecular weight: 210.18g/mol

Ref: 54-OR22030

2,4-Diacetylphloroglucinol

Controlled Product

CAS: 2161-86-6

Applications 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 virus) and a DNA Virus with envelop (herpes simplex virus type I). Furthermore, it showed antagonistic activity against both thromboxane A2 and leukotriene D4.
References Journal of Antibiotics, 31,11, 1201 (1978), Tada, M., et al.: Agric. Biol. Chem., 54, 3061 (1990), Tada, M., et al.: J. Med. Chem., 35, 1209 (1992), Molecular Plant-Microbe Interactions, 5, 1 (1992)

Formula: C₁₀H₁₀O₅

Color and Shape: Neat

Molecular weight: 210.18

Ref: TR-D365500

2,4-Diacetylphloroglucinol

CAS: 2161-86-6

2,4-Diacetylphloroglucinol is a natural phenol produced by certain bacteria, used for its biocontrol properties against plant pathogens.

Formula: C₁₀H₁₀O₅

Purity: Min. 95%

Color and Shape: Beige Powder

Molecular weight: 210.18 g/mol

Ref: 3D-AD21440