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

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ChEBI Name	2',4',6'-trihydroxyacetophenone

ChEBI ID	CHEBI:64344

Definition	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 acidic glycans and glycopeptides.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Gerhard Mayer

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Formula

C8H8O4

Net Charge

Average Mass

168.14670

Monoisotopic Mass

168.04226

InChI

InChI=1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3

InChIKey

XLEYFDVVXLMULC-UHFFFAOYSA-N

SMILES

CC(=O)c1c(O)cc(O)cc1O

Metabolite of Species	Details
Myrcia multiflora (NCBI:txid375255)	See: PubMed

Roles Classification
Biological Role(s):	plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.

Application(s):	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	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	2',6'-dihydroxy-4'-methoxyacetophenone (CHEBI:28758) has functional parent 2',4',6'-trihydroxyacetophenone (CHEBI:64344)

IUPAC Name

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

Last Modified

14 September 2023

General Comment
2012-04-03	MALDI matrix solution [PubChem_Compound:68073]