2',4',6'-Trihydroxyacetophenone monohydrate

2',4',6'-Trihydroxyacetophenone monohydrate Basic information
Product Name:2',4',6'-Trihydroxyacetophenone monohydrate
Synonyms:2',4',6'-Trihydroxyacetophenone monohydrate;Phloroacetophenone monohydrate;2',4',6'-Trihydroxyacetophenone (monohydrate/anhydrous);2',4',6'-Trihydroxyacetophenone hydrate, 98+%;1-(2,4,6-TRIHYDROXYPHENYL)-ETHANONE;Acetophenone,2’,4’,6’-trihydroxy-;Acetophloroglucine;Acetylphloroglucinol
CAS:480-66-0
MF:C8H8O4
MW:168.15
EINECS:207-556-5
Product Categories:Aromatic Acetophenones & Derivatives (substituted);Alcohols and Derivatives;Carbonyl Compounds;Analytical Chemistry;Inhibitors;Building Blocks;C7 to C8;Chemical Synthesis;Ketones;Organic Building Blocks;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;Mass Spectrometry;Matrix Materials (MALDI-TOF-MS)
Mol File:480-66-0.mol
2',4',6'-Trihydroxyacetophenone monohydrate Structure
2',4',6'-Trihydroxyacetophenone monohydrate Chemical Properties
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
pka7.76±0.23(Predicted)
color light yellow
Water Solubility Soluble in water.
BRN 1911197
Stability:Stable under recommended storage conditions., Stable Under Recommended Storage C
LogP1.472 (est)
CAS DataBase Reference480-66-0(CAS DataBase Reference)
NIST Chemistry ReferenceEthanone, 1-(2,4,6-trihydroxyphenyl)-(480-66-0)
EPA Substance Registry SystemEthanone, 1-(2,4,6-trihydroxyphenyl)- (480-66-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36-24/25
WGK Germany 3
RTECS AN0528000
TSCA Yes
HazardClass IRRITANT
HS Code 29145000
MSDS Information
2',4',6'-Trihydroxyacetophenone monohydrate Usage And Synthesis
Chemical PropertiesLight Brown Solid
UsesInduced choleresis in rats is mediated through multidrug resistance protein-2 (Mrp2). It enhances bile secretion.
UsesMonoacetylphloroglucinol (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.
PreparationPreparation 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%).



DefinitionChEBI: 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.
Biological Activitymonoacetylphloroglucinol (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].
targetHMG-CoA Reductase
Purification MethodsCrystallise 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.
2',4',6'-Trihydroxyacetophenone monohydrate Preparation Products And Raw materials
Preparation Products3,4-Dimethoxyphenol-->1-(3-ACETYL-2,4,6-TRIHYDROXYPHENYL)ETHAN-1-ONE-->Desmethylanhydroicaritin-->Licoflavone C-->2-NITROPHLOROGLUCINOL-->2',4',6'-TRIMETHOXYACETOPHENONE-->Isolicoflavonol-->KUWANONC-->4-Ethylresorcinol-->4H-1-Benzopyran-4-one, 5,8-dihydroxy-7-methoxy-2-(2-methoxyphenyl)-
3'-Methoxy-α,α,4'-trihydroxyacetophenone Phlorizin 2(4'-BROMOPHENYL)-2',4',6'-TRIHYDROXYACETOPHENONE 2',4',6'-Trihydroxyacetophenone (4,5-diphenyloxazol-2-yl)hydrazone 2(3'-CHLOROPHENYL)-2',4',6'-TRIHYDROXYACETOPHENONE STERIGMATOCYSTIN 6METHOXY245TRIHYDROXYACETOPHENONE hydrazine hydrate 2',3',4'-Trihydroxyacetophenone 4-(o-tolyl)thiosemicarbazone 2',4',6'-Trihydroxyacetophenone monohydrate 2',3',4'-Trihydroxyacetophenone 4-(p-tolyl)thiosemicarbazone 2',3',4'-TRIHYDROXYACETOPHENONE,2,3,4-TRIHYDROXYACETOPHENONE 2(4'-CHLOROPHENYL)-2',4',6'-TRIHYDROXYACETOPHENONE 2',4',6'-TRIHYDROXYACETOPHENONE,2'4'6'-TRIHYDROXYACETOPHENONE N-HYDRATE,2,4,6-TRIHYDROXYACETOPHENONE HYDRATE,2,4,6-TRIHYDROXYACETOPHENONE 3',4',5'-Trihydroxyacetophenone 3,4-Dihydroxyacetophenone 2-PHENYL-2',4',6'-TRIHYDROXYACETOPHENONE MALTOSE, HYDRATE

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