CAS 480-66-0|2',4',6'-Trihydroxyacetophenone Monohydrate
| Common Name | 2',4',6'-Trihydroxyacetophenone Monohydrate | ||
|---|---|---|---|
| CAS Number | 480-66-0 | Molecular Weight | 168.147 |
| Density | 1.4±0.1 g/cm3 | Boiling Point | 333.2±22.0 °C at 760 mmHg |
| Molecular Formula | C8H8O4 | Melting Point | 219-221 °C(lit.) |
| MSDS | ChineseUSA | Flash Point | 169.5±18.8 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | 2',4',6'-trihydroxyacetophenone |
|---|---|
| Synonym | More Synonyms |
BiologicalActivity
| Description | Phloracetophenone (2,4,6-trihydroxyacetophenone) is the aglycone part of acetophenone glycoside obtained from Curcuma comosa Roxb, with cholesterol-lowering activity. Phloracetophenone enhances cholesterol 7α-hydroxylase (CYP7A1) activity[1]. Phloracetophenone stimulats bile secretion mediated through Mrp2[2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>OthersNatural Products >>Phenols |
| Target | Cholesterol 7α-hydroxylase[1], Mrp2[2] |
| In Vitro | Phloracetophenone (2,4,6-trihydroxyacetophenone) is a cholesterol-lowering agent, enhances cholesterol 7α-hydroxylase (CYP7A1) activity, and elevates CYP7A1 mRNA level[1]. Phloracetophenone (1, 2, and 4 μmol/min) immediately and dose-dependently increases bile acid-independent bile flow in the isolated perfused rat liver[2]. |
| In Vivo | Phloracetophenone (2,4,6-trihydroxyacetophenone; 125 or 250 μmol/kg, intraduodenal injection) shows choleretic activity requiring multidrug resistance protein-2 (Mrp2) in rats. Phloracetophenone (40 μmol/min) partially prevents the E2-17G induced cholestasis[2]. |
| References | [1]. Charoenteeraboon J, et al. Induction of human cholesterol 7alpha-hydroxylase in HepG2 cells by 2,4,6-trihydroxyacetophenone. Eur J Pharmacol. 2005 May 16;515(1-3):43-6. [2]. Piyachaturawat P, et al. Choleretic activity of phloracetophenone in rats: structure-function studies using acetophenone analogues. Eur J Pharmacol. 2000 Jan 10;387(2):221-7. |
Chemical & Physical Properties
| Density | 1.4±0.1 g/cm3 |
|---|---|
| Boiling Point | 333.2±22.0 °C at 760 mmHg |
| Melting Point | 219-221 °C(lit.) |
| Molecular Formula | C8H8O4 |
| Molecular Weight | 168.147 |
| Flash Point | 169.5±18.8 °C |
| Exact Mass | 168.042252 |
| PSA | 77.76000 |
| LogP | 2.07 |
| Vapour Pressure | 0.0±0.8 mmHg at 25°C |
| Index of Refraction | 1.641 |
| InChIKey | XLEYFDVVXLMULC-UHFFFAOYSA-N |
| SMILES | CC(=O)c1c(O)cc(O)cc1O |
| Storage condition | Refrigerator |
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | AN0528000 |
| HS Code | 2942000000 |
Customs
| HS Code | 2914501900 |
|---|---|
| Summary | 2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0% |
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Synonyms
| 1-(2,4,6-Trihydroxyphenyl)-ethanone |
| 2-Acetylphloroglucinol |
| EINECS 207-556-5 |
| Ethanone, 1- (2,4,6-trihydroxyphenyl)- |
| 2-Acetylphloroglucinol Monohydrate |
| Phloroacetophenone |
| Ethanone, 1-(2,4,6-trihydroxyphenyl)- |
| 2',4',6'-Trihydroxyacetophenone Monohydrate |
| 2-Acetylphloroglucinol,THAP |
| 2',4',6'-Trihydroxyaceto-phenone |
| 2,4,6-trihydroxyacetophenone |
| Phloroacetophenone Monohydrate |
| 1-(2,4,6-Trihydroxyphenyl)ethanone |
| MFCD00002287 |
| Phloracetophenone |
