Identification | More | [Name]
2',4',6'-Trihydroxyacetophenone monohydrate | [CAS]
480-66-0 | [Synonyms]
1-(2,4,6-TRIHYDROXYPHENYL)-ETHANONE 2',4',6'-TRIHYDROXYACETOPHENONE PHLOROACETOPHENONE 1-(2,4,6-trihydroxyphenyl)-ethanon 2,4,6-Trihydroxyacetophenon 2,4,6-TrihydroxyacetophenonMonohydrat 2,4,6-trihyroxyacetophenone 2-Acetyl-1,3,5-trihydroxybenzene 2-Acetylphloroglucin Acetophenone, 2',4',6'-trihydroxy- Acetophenone,2’,4’,6’-trihydroxy- Acetophloroglucine Acetylphloroglucinol Ethanone,1-(2,4,6-trihydroxyphenyl)- Phloracetophene Phloracetophenone Phloroacetophenonehydrate 2,4,6-TRIHYDROXYACETOPHENONE(PHLOROACETOPHENONE) 2,4,6-Trihydroxyaetcophenone 2,4,6-TRIHYDROXYACETOPHENONE MONOHYDRATE, PGE. WITH 10X10 MG | [EINECS(EC#)]
207-556-5 | [Molecular Formula]
C8H10O5 | [MDL Number]
MFCD00002287 | [Molecular Weight]
186.16 | [MOL File]
480-66-0.mol |
Chemical Properties | Back Directory | [Appearance]
Light Brown Solid | [Melting point ]
219-221 °C(lit.)
| [Boiling point ]
257.07°C (rough estimate) | [density ]
1.3037 (rough estimate) | [refractive index ]
1.5090 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
DMSO (Sparingly), Ethanol (Slightly), Methanol (Slightly), Water (Very Slightly, | [form ]
Powder | [pka]
7.76±0.23(Predicted) | [color ]
light yellow
| [Water Solubility ]
Soluble in water. | [Usage]
Induced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion | [BRN ]
1911197 | [Stability:]
Stable under recommended storage conditions., Stable Under Recommended Storage C | [LogP]
1.472 (est) | [CAS DataBase Reference]
480-66-0(CAS DataBase Reference) | [NIST Chemistry Reference]
Ethanone, 1-(2,4,6-trihydroxyphenyl)-(480-66-0) | [EPA Substance Registry System]
480-66-0(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
AN0528000 | [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29145000 |
Hazard Information | Back Directory | [Chemical Properties]
Light Brown Solid | [Uses]
Induced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion | [Uses]
Monoacetylphloroglucinol (MAPG) is small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5-trihydroxybenzene) family, produced by bacteria including Pseudomonas strains. MAPG exhibits a broad range of biological activity albeit with mostly low potency. In the search for novel actives, MAPG and related metabolites are important metabolites for dereplication to eliminate leads due to high amounts of weakly potent actives. Although weakly active, this family appears to be important in the biocontrol of plant diseases by some Pseudomonas strains. | [Definition]
ChEBI: A benzenetriol that is acetophenone in which the hydrogens at positions 2, 4, and 6 on the phenyl group are replaced by hydroxy groups. It is used as a matrix in matrix-assisted laser desorption/ionization (MALDI) mass spectrometry for the analysis of acid
c glycans and glycopeptides. | [Preparation]
Preparation by reaction of acetic anhydride on phloroglucinol, with concentrated sulfuric acid at 130° (70%) with boron trifluoride at 10° (62.5–68%) with zinc chloride at 145–150° (50%) with Amberlite IR-120 or Zeokarb 225 (cation exchange resins, sulfonic acid type) at 160° (39%). | [Biological Activity]
monoacetylphloroglucinol (mapg), small molecular weight phenolic metabolite, is produced via bacteria including pseudomonas strains. mapg is acetylated to form the broad-spectrum antibiotic, 2,4-diacetylphloroglucinol (dapg) by mapg acetyltransferase. in addition, mapg exerts fairly weak potency when exhibiting a broad range of antibiotic activity. even though weakly active, it seems that mapg is essential in the biocontrol of plant diseases by some pseudomonas strains [1]. | [target]
HMG-CoA Reductase | [storage]
Store at 4°C | [Purification Methods]
Crystallise the ketone from hot H2O (35mL/g). [Beilstein 8 IV 2729.] | [References]
[1]. hayashi, a., saitou, h., mori, t., matano, i., sugisaki, h., & maruyama, k. molecular and catalytic properties of monoacetylphloroglucinol acetyltransferase frompseudomonassp. ygj3. bioscience, biotechnology, and biochemistry. 2012; 76(3): 559-566. |
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