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CHEBI:64344 - 2',4',6'-trihydroxyacetophenone

ChEBI IDCHEBI:64344
ChEBI Name2',4',6'-trihydroxyacetophenone
Stars
DefinitionA 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 acidic glycans and glycopeptides.
Last Modified14 September 2023
Submittergerma2
DownloadsMolfile
FormulaC8H8O4
Net Charge0
Average Mass168.148
Monoisotopic Mass168.04226
SMILESCC(=O)c1c(O)cc(O)cc1O
InChIInChI=1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3
InChIKeyXLEYFDVVXLMULC-UHFFFAOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Myrcia multiflora (ncbitaxon:375255) - PubMed (21472649)
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
MALDI matrix material  A compound used to form the matrix for MALDI (matrix-assisted laser desorption/ionization) mass spectrometry. MALDI matrix materials are crystalline compounds with a fairly low molecular weight, so as to allow facile vaporization, have strong absorption at UV or IR wavelengths (to rapidly and efficiently absorb laser irradiation), generally contain polar groups (enabling them to be used in aqueous solutions) and are frequently acidic (so assisting ionisation of the compound being studied, which is contained within the matrix material).
ChEBI Ontology
Outgoing Relation(s)
2',4',6'-trihydroxyacetophenone (CHEBI:64344) has role MALDI matrix material (CHEBI:64345)
2',4',6'-trihydroxyacetophenone (CHEBI:64344) has role plant metabolite (CHEBI:76924)
2',4',6'-trihydroxyacetophenone (CHEBI:64344) is a aromatic ketone (CHEBI:76224)
2',4',6'-trihydroxyacetophenone (CHEBI:64344) is a benzenetriol (CHEBI:22707)
2',4',6'-trihydroxyacetophenone (CHEBI:64344) is a methyl ketone (CHEBI:51867)
Incoming Relation(s)
2',6'-dihydroxy-4'-methoxyacetophenone (CHEBI:28758) has functional parent 2',4',6'-trihydroxyacetophenone (CHEBI:64344)
IUPAC Name 
1-(2,4,6-trihydroxyphenyl)ethanone
Synonyms  Source
THAPSUBMITTER
phloroacetophenoneChemIDplus
acetophloroglucineChemIDplus
2,4,6-trihydroxyacetophenoneChEBI
acetylphloroglucinolChemIDplus
monoacetylphloroglucinolChEBI
UniProt Name  Source
2-acetylphloroglucinolUniProt
Manual XrefsDatabases
2,4,6-TrihydroxyacetophenoneWikipedia
HMDB0029644HMDB
Registry NumbersSources
Reaxys:1911197Reaxys
CAS:480-66-0ChemIDplus
CAS:480-66-0NIST Chemistry WebBook
Citations