EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2,4,6-trihydroxyacetophenone
ethanone, 1-(2,4,6-trihydroxyphenyl)-

Supplier Sponsors

Name:1-(2,4,6-trihydroxyphenyl)ethanone
CAS Number: 480-66-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-556-5
FDA UNII: 8L7XD8830T
Nikkaji Web:J6.168I
Beilstein Number:1911197
MDL:MFCD00149091
XlogP3-AA:1.10 (est)
Molecular Weight:168.14856000
Formula:C8 H8 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 333.22 °C. @ 760.00 mm Hg (est)
Flash Point: 337.00 °F. TCC ( 169.50 °C. ) (est)
logP (o/w): 1.472 (est)
Soluble in:
 water, 7103 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
Monoacetylphloroglucinol >95% by HPLC
Odor: characteristic
Use: Small molecular weight phenolic metabolite belonging to the phloroglucinol (1,3,5-trihydroxybenzene) family; produced by bacteria including pseudomonas strains; exhibits a broad range of biological activity albeit with mostly low potency
Kingchem Laboratories
Phloroacetophenone
Penta International
2,4,6-TRIHYDROXYACETOPHENONE
Santa Cruz Biotechnology
For experimental / research use only.
Phloracetophenone
Sigma-Aldrich: Aldrich
For experimental / research use only.
2',4',6'-Trihydroxyacetophenone monohydrate 98%
TCI AMERICA
For experimental / research use only.
2',4',6'-Trihydroxyacetophenone >98.0%(GC)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for 2,4,6-trihydroxyacetophenone usage levels up to:
 not for fragrance use.
 
Recommendation for 2,4,6-trihydroxyacetophenone flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):480-66-0
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68073
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1-(2,4,6-trihydroxyphenyl)ethanone
Chemidplus:0000480660
RTECS:AN0528000 for cas# 480-66-0
 
References:
 1-(2,4,6-trihydroxyphenyl)ethanone
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68073
Pubchem (sid):135026032
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB29644
FooDB:FDB000815
Export Tariff Code:2914.50.3000
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 plum bark
Search Trop Picture
 
Synonyms:
 acetophenone, 2',4',6'-trihydroxy-
 acetophloroglucine
1-acetyl-2,4,6-trihydroxybenzene
 acetylphloroglucinol
 ethanone, 1-(2,4,6-trihydroxyphenyl)-
 phloroacetophenone
2,4,6-trihydroxy acetophenone
1-(2,4,6-trihydroxy-phenyl)-ethanone
2',4',6'-trihydroxyacetophenone
1-(2,4,6-trihydroxyphenyl)-ethanone
1-(2,4,6-trihydroxyphenyl)ethan-1-one
1-(2,4,6-trihydroxyphenyl)ethanone
 

Articles:

PubMed:Diastereomeric Ellagitannin Isomers from Penthorum chinense.
PubMed:Analyte-Size-Dependent Ionization and Quantification of Monosaccharides in Human Plasma Using Cation-Exchanged Smectite Layers.
PubMed:Excited state dynamics in the matrix-assisted laser desorption/ionization matrix 2,4,6-trihydroxyacetophenone: evidence for triplet pooling charge separation reactions.
PubMed:Purification, molecular cloning and functional characterization of flavonoid C-glucosyltransferases from Fagopyrum esculentum M. (buckwheat) cotyledon.
PubMed:Contribution of thermal energy to initial ion production in matrix-assisted laser desorption/ionization observed with 2,4,6-trihydroxyacetophenone.
PubMed:Ion intensity and thermal proton transfer in ultraviolet matrix-assisted laser desorption/ionization.
PubMed:Thotneosides A, B and C: potent antioxidants from nepalese crude drug, leaves of Aconogonon molle.
PubMed:Is energy pooling necessary in ultraviolet matrix-assisted laser desorption/ionization?
PubMed:Rapid estimation of the energy charge from cell lysates using matrix-assisted laser desorption/ionization mass spectrometry: role of in-source fragmentation.
PubMed:Laser desorption ionization mass spectrometry of bioactive substances by using 2,4,6-trihydroxyacetophenone on cation-substituted zeolite.
PubMed:Enhanced visualization of small peptides absorbed in rat small intestine by phytic-acid-aided matrix-assisted laser desorption/ionization-imaging mass spectrometry.
PubMed:Alkylated trihydroxyacetophenone as a MALDI matrix for hydrophobic peptides.
PubMed:Surface analysis of lipids by mass spectrometry: more than just imaging.
PubMed:MALDI-MS/MS with traveling wave ion mobility for the structural analysis of N-linked glycans.
PubMed:Matrix-assisted laser desorption ionization mass spectrometry of maltohexaose and acetylsalicylic acid using alkali metal cation-substituted zeolites.
PubMed:Analysis of initial reactions of MALDI based on chemical properties of matrixes and excitation condition.
PubMed:Synthesis and antimicrobial activity of geranyloxy- and farnesyloxy-acetophenone derivatives against oral pathogens.
PubMed:MALDI imaging and structural analysis of rat brain lipid negative ions with 9-aminoacridine matrix.
PubMed:Production and fragmentation of negative ions from neutral N-linked carbohydrates ionized by matrix-assisted laser desorption/ionization.
PubMed:Sublimation of new matrix candidates for high spatial resolution imaging mass spectrometry of lipids: enhanced information in both positive and negative polarities after 1,5-diaminonapthalene deposition.
PubMed:Geranyl derivative of phloroacetophenone induces cancer cell-specific apoptosis through Bax-mediated mitochondrial pathway in MCF-7 human breast cancer cells.
PubMed:EJMS protocol: systematic studies on TiO2-based phosphopeptide enrichment procedures upon in-solution and in-gel digestions of proteins. Are there readily applicable protocols suitable for matrix-assisted laser desorption/ionization mass spectrometry-based phosphopeptide stability estimations?
PubMed:Plume expansion dynamics of matrix-assisted laser desorption ionization.
PubMed:Matrix-assisted laser desorption/ionization time-of-flight mass spectrometric behavior of succinoglycan monomers, dimers, and trimers isolated from Sinorhizobium meliloti 1021.
PubMed:Isoliquiritigenin (4,2',4'-trihydroxychalcone): a new matrix-assisted laser desorption/ionization matrix with outstanding properties for the analysis of neutral oligosaccharides.
PubMed:The 2',4',6'-trihydroxyacetophenone isolated from Myrcia multiflora has antiobesity and mixed hypolipidemic effects with the reduction of lipid intestinal absorption.
PubMed:Structure of dihydrochalcones and related derivatives and their scavenging and antioxidant activity against oxygen and nitrogen radical species.
PubMed:Solid-phase thermodynamic interpretation of ion desorption in matrix-assisted laser desorption/ionization.
PubMed:Synthesis of kaempferol 3-O-(3'',6''-di-O-E-p-coumaroyl)-β-D-glucopyranoside, efficient glycosylation of flavonol 3-OH with glycosyl o-alkynylbenzoates as donors.
PubMed:MALDI mass spectrometry using 2,4,6-trihydroxyacetophenone and 2,4-dihydroxyacetophenone with cyclodextrins: suppression of matrix-related ions in low-molecular-weight region.
PubMed:Synthesis of vicenin-1 and 3, 6,8- and 8,6-di-C-beta-D-(glucopyranosyl-xylopyranosyl)-4',5,7-trihydroxyflavones using two direct C-glycosylations of naringenin and phloroacetophenone with unprotected D-glucose and D-xylose in aqueous solution as the key reactions.
PubMed:Potent hepatoprotective effect in CCl(4)-induced hepatic injury in mice of phloroacetophenone from Myrcia multiflora.
PubMed:Use of a novel ionic liquid matrix for MALDI-MS analysis of glycopeptides and glycans out of total tryptic digests.
PubMed:Synthesis and cytotoxic activities of C-benzylated flavonoids.
PubMed:The effect of temperature on the stability of compounds used as UV-MALDI-MS matrix: 2,5-dihydroxybenzoic acid, 2,4,6-trihydroxyacetophenone, alpha-cyano-4-hydroxycinnamic acid, 3,5-dimethoxy-4-hydroxycinnamic acid, nor-harmane and harmane.
PubMed:Suppression of matrix-related ions using cyclodextrin in MALDI mass spectrometry.
PubMed:Using solvent-free sample preparation to promote protonation of poly(ethylene oxide)s with labile end-groups in matrix-assisted laser desorption/ionisation.
PubMed:Alkali-hydroxide-doped matrices for structural characterization of neutral underivatized oligosaccharides by MALDI time-of-flight mass spectrometry.
PubMed:Application of pressure probe and UV-MALDI-TOF MS for direct analysis of plant underivatized carbohydrates in subpicoliter single-cell cytoplasm extract.
PubMed:Profiles of structural heterogeneity in native lipooligosaccharides of Neisseria and cytokine induction.
PubMed:Characterization of the molecular mass distribution of pullulans by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry using 2,5-dihydroxybenzoic acid butylamine (DHBB) as liquid matrix.
PubMed:Simultaneous analysis of vitamins and caffeine in energy drinks by surfactant-mediated matrix-assisted laser desorption/ionization.
PubMed:Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of oligonucleotides.
PubMed:Rapid screening of anthocyanins in berry samples by surfactant-mediated matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Ion-induced nucleation in solution: promotion of solute nucleation in charged levitated droplets.
PubMed:Suppression and enhancement of secondary ion formation due to the chemical environment in static-secondary ion mass spectrometry.
PubMed:Strategies for the analysis of poly(methacrylic acid) by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Matrix-assisted laser desorption/ionization mass spectrometry of polysaccharides with 2',4',6'-trihydroxyacetophenone as matrix.
PubMed:Determining enediol compounds in tea using surface-assisted laser desorption/ionization mass spectrometry with titanium dioxide nanoparticle matrices.
PubMed:Polyketide folding in higher plants: biosynthesis of the phenylanthraquinone knipholone.
PubMed:Analysis of lipids using 2,4,6-trihydroxyacetophenone as a matrix for MALDI mass spectrometry.
PubMed:Phloracetophenone-induced choleresis in rats is mediated through Mrp2.
PubMed:Combined use of 2,4,6-trihydroxyacetophenone as matrix and enzymatic deglycosylation in organic-aqueous solvent systems for the simultaneous characterization of complex glycoproteins and N-glycans by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Differential effects of hydroxyacetophenone analogues on the transcytotic vesicular pathway in rat liver.
PubMed:Detection of hypoxia-related proteins in medaka (Oryzias latipes) brain tissue by difference gel electrophoresis and de novo sequencing of 4-sulfophenyl isothiocyanate-derivatized peptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Simple and fast method for recognition of reducing and nonreducing neutral carbohydrates by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:MALDI analysis of oligonucleotides directly from montmorillonite.
PubMed:Detection of phosphopeptides using Fe(III)-nitrilotriacetate complexes immobilized on a MALDI plate.
PubMed:Characterization of various analytes using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry and 2-[(2E)-3-(4-tert-butylphenyl)-2-methylprop-2-enylidene]malononitrile matrix.
PubMed:Effective detection of peptides containing cysteine sulfonic acid using matrix-assisted laser desorption/ionization and laser desorption/ionization on porous silicon mass spectrometry.
PubMed:Complete MALDI-ToF MS analysis of cross-linked peptide-RNA oligonucleotides derived from nonlabeled UV-irradiated ribonucleoprotein particles.
PubMed:Inhibitory effects of choleretic hydroxyacetophenones on ileal bile acid transport in rats.
PubMed:Analysis of acidic carbohydrates as their quaternary ammonium or phosphonium salts by matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Glycoproteomics of N-glycosylation by in-gel deglycosylation and matrix-assisted laser desorption/ionisation-time of flight mass spectrometry mapping: application to congenital disorders of glycosylation.
PubMed:Induction of human cholesterol 7alpha-hydroxylase in HepG2 cells by 2,4,6-trihydroxyacetophenone.
PubMed:[Determination of oligonucleotide molecular masses by MS-MALDI].
PubMed:Proline-based modulation of 2,4-diacetylphloroglucinol and viable cell yields in cultures of Pseudomonas fluorescens wild-type and over-producing strains.
PubMed:Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of 4-sulfophenyl isothiocyanate-derivatized peptides on AnchorChip sample supports using the sodium-tolerant matrix 2,4,6-trihydroxyacetophenone and diammonium citrate.
PubMed:Detection and quantification of lanthanide complexes in cell lysates by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Mass spectrometry of N-linked oligosaccharides using atmospheric pressure infrared laser ionization from solution.
PubMed:Acetophenone C-glucosides and stilbene O-glucosides in Upuna borneensis.
PubMed:Enhanced ionization of phosphorylated peptides during MALDI TOF mass spectrometry.
PubMed:Chromone studies. Part 13. Synthesis and electron-impact mass spectrometric studies of 5-hydroxy-2-isopropyl-7-methoxychromone, a constituent of the medicinal plant Baeckea frutescens, and side-chain analogues.
PubMed:Investigation of sample preparation and instrumental parameters in the matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of noncovalent peptide/peptide complexes.
PubMed:Synthesis and PGE2 inhibitory activity of 5,7-dihydroxyflavones and their O-methylated flavone analogs.
PubMed:Characterization of poly(butylene terephthalate) by size-exclusion chromatography and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Sodium-tolerant matrix for matrix-assisted laser desorption/ionization mass spectrometry and post-source decay of oligonucleotides.
PubMed:Cholesterol lowering effects of a choleretic phloracetophenone in hypercholesterolemic hamsters.
PubMed:Evaluation of the acute and subacute toxicity of a choleretic phloracetophenone in experimental animals.
PubMed:Identification and structural analysis of synthetic oligosaccharides of Shigella sonnei using MALDI-TOF MS.
PubMed:Investigating the molecular heterogeneity of polysorbate emulsifiers by MALDI-TOF MS.
PubMed:A facile synthetic approach to prenylated flavanones: first total syntheses of (+/-)-bonannione A and (+/-)-sophoraflavanone A.
PubMed:Artifact-free matrix-assisted laser desorption ionization time-of-flight mass spectra of tert.-butyldimethylsilyl ether derivatives of cyclodextrins used for the synthesis of single-isomer, chiral resolving agents for capillary electrophoresis.
PubMed:MALDI-TOF MS analysis of isoflavones in soy products.
PubMed:Improvement of resolution, mass accuracy, and reproducibility in reflected mode DE-MALDI-TOF analysis of DNA using fast evaporation--overlayer sample preparations.
PubMed:MALDI-TOF MS analysis of food flavonol glycosides.
PubMed:Choleretic activity of phloracetophenone in rats: structure-function studies using acetophenone analogues.
PubMed:Analysis of anthocyanins in red wine and fruit juice using MALDI-MS.
PubMed:Polyamine co-matrices for matrix-assisted laser desorption/ionization mass spectrometry of oligonucleotides.
PubMed:Glycoalkaloid concentration in Alberta potatoes determined by matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Enhanced detection of oligonucleotides in UV MALDI MS using the tetraamine spermine as a matrix additive.
PubMed:Noncovalent RNA-peptide complexes detected by matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Total synthesis of (R,S)-sophoraflavanone C
PubMed:Characterization of enzymatic pectin digests by matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Polyacrylamide gel electrophoresis coupled with matrix-assisted laser desorption/ionization mass spectrometry for tRNA mutant analysis.
PubMed:Matrix performance in matrix-assisted laser desorption/ionization for molecular weight determination in sialyl and non-sialyl oligosaccharide proteins.
PubMed:Does matrix-assisted laser desorption/ionization mass spectrometry allow analysis of carbohydrate heterogeneity in glycoproteins? A study of natural human interferon-gamma.
PubMed:Analysis of acidic oligosaccharides and glycopeptides by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Studies on the selection of new matrices for ultraviolet matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:The study of 2,3,4-trihydroxyacetophenone and 2,4,6-trihydroxyacetophenone as matrices for DNA detection in matrix-assisted laser desorption/ionization time-of-flight mass spectrometry.
PubMed:Characterization of phloretin-sensitive urea export from the perfused rat liver.
PubMed:Instability of side-chain protecting groups during MALDI-TOF mass spectrometry of peptide fragments.
PubMed:In vitro inhibition of prostaglandin H synthase by compounds from the exocrine secretions of lace bugs.
 
Notes:
Isol. from bark of Prunus domestica (plum)
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