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

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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 0
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:txidtxid375255) 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).
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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)
IUPAC Name
1-(2,4,6-trihydroxyphenyl)ethanone
Synonyms Sources
2,4,6-trihydroxyacetophenone ChEBI
2-acetylphloroglucinol UniProt
acetophloroglucine ChemIDplus
acetylphloroglucinol ChemIDplus
monoacetylphloroglucinol ChEBI
phloracetophenone NIST Chemistry WebBook
phloroacetophenone ChemIDplus
THAP SUBMITTER
Manual Xrefs Databases
2,4,6-Trihydroxyacetophenone Wikipedia
HMDB0029644 HMDB
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Registry Numbers Types Sources
1911197 Reaxys Registry Number Reaxys
480-66-0 CAS Registry Number NIST Chemistry WebBook
480-66-0 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
17546658 PubMed citation Europe PMC
21472649 PubMed citation Europe PMC
22451400 PubMed citation Europe PMC
Last Modified
02 May 2018
General Comment
2012-04-03 MALDI matrix solution [PubChem_Compound:68073]