2,4,6-Trihydroxyacetophenone

2,4,6-Trihydroxyacetophenone
Names
	Preferred IUPAC name 1-(2,4,6-Trihydroxyphenyl)ethan-1-one
	Other names 1-(2,4,6-Trihydroxyphenyl)ethanone; 2-Acetylphloroglucinol; THAP; Phloroacetophenone
Identifiers
CAS Number	480-66-0 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEBI	CHEBI:64344 ;
ChEMBL	ChEMBL452477 ;
ChemSpider	61386 ;
ECHA InfoCard	100.006.870
EC Number	207-556-5;
KEGG	C21895;
PubChem CID	68073;
UNII	8L7XD8830T ;
CompTox Dashboard (EPA)	DTXSID5060061 ;
	InChI InChI=1S/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3 Key: XLEYFDVVXLMULC-UHFFFAOYSA-N ; InChI=1/C8H8O4/c1-4(9)8-6(11)2-5(10)3-7(8)12/h2-3,10-12H,1H3 Key: XLEYFDVVXLMULC-UHFFFAOYAA;
	SMILES CC(=O)c1c(cc(cc1O)O)O; O=C(c1c(O)cc(O)cc1O)C;
Properties
Chemical formula	C8H8O4
Molar mass	168.148 g·mol−1
Melting point	219 to 221 °C (426 to 430 °F; 492 to 494 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

2,4,6-Trihydroxyacetophenone (THAP) is a chemical compound that is a derivative of phloroglucinol.

In an animal model, THAP was reported to enhance cholesterol 7 alpha-hydroxylase (CYP7A1) activity.

THAP is also used as a matrix in matrix-assisted laser desorption/ionization (MALDI) for the analysis of acidic glycans and glycopeptides in negative ion mode.