Chemistry:2,4,6-Trihydroxyacetophenone
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Revision as of 16:56, 17 July 2022 by imported>Ohm (correction)
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| Names | |
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| Preferred IUPAC name
1-(2,4,6-Trihydroxyphenyl)ethan-1-one | |
| Other names
1-(2,4,6-Trihydroxyphenyl)ethanone
2-Acetylphloroglucinol THAP Phloroacetophenone | |
| Identifiers | |
3D model (JSmol)
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PubChem CID
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| Properties | |
| C8H8O4 | |
| Molar mass | 168.148 g·mol−1 |
| Melting point | 219 to 221 °C (426 to 430 °F; 492 to 494 K) |
| Hazards | |
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| GHS Signal word | Warning |
| H315, H319, H335 | |
| P261, P264, P271, P280, P302+352, P304+340, P305+351+338, P312, P321, P332+313, P337+313, P362, P403+233, 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   ?)
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Tracking categories (test):
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.[1]
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.
Derivatives
THAP is a chemical precursor that can be used to form part of the backbone of 5,7-dihydroxyflavones like noreugenin,[2] apigenin, luteolin, diosmetin, naringenin, and hesperetin.
See also
References
- ↑ Charoenteeraboon, Juree; Nithipatikom, Kasem; Campbell, William B.; Piyachaturawat, Pawinee; Wilairat, Prapon; Rongnoparut, Pornpimol (2005). "Induction of human cholesterol 7α-hydroxylase in HepG2 cells by 2,4,6-trihydroxyacetophenone". European Journal of Pharmacology 515 (1–3): 43–46. doi:10.1016/j.ejphar.2005.03.039. PMID 15896733.
- ↑ Bruder, Marjorie; Haseler, Paul L.; Muscarella, Marina; Lewis, William; Moody, Christopher J. (2010). "Synthesis of the Oxepinochromone Natural Products Ptaeroxylin (Desoxykarenin), Ptaeroxylinol, and Eranthin". The Journal of Organic Chemistry 75 (2): 353–358. doi:10.1021/jo902117e. ISSN 0022-3263. PMID 20000660.
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