Phloracetophenone (Synonyms: 2,4,6-trihydroxyacetophenone; 1-(2,4,6-Trihydroxyphenyl)ethanone)

Name: Phloracetophenone
Brand: MedChemExpress
SKU: HY-W008226
Rating: 4.5 (1 reviews)

Cat. No.: HY-W008226 Purity: 99.98%: FAQs
Data Sheet SDS COA Handling Instructions

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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. Phloracetophenone stimulats bile secretion mediated through Mrp2.

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Phloracetophenone Chemical Structure

CAS No. : 480-66-0

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Based on 1 publication(s) in Google Scholar

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Biological Activity
Purity & Documentation
References
Customer Review

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].

IC₅₀ & Target

Cholesterol 7α-hydroxylase^[1], Mrp2^[2]

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	> 1 x 10^-4 M Compound: 27	Cytotoxicity against human A549 cells after 72 hrs by XTT assay Cytotoxicity against human A549 cells after 72 hrs by XTT assay	[PMID: 20619940]
A549	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human A549 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]
A549	IC₅₀	100 μM Compound: 26	Cytotoxicity against human A549 cells after 72 hrs by MTT assay Cytotoxicity against human A549 cells after 72 hrs by MTT assay	[PMID: 21696954]
BV-2	IC₅₀	194.7 μM Compound: 8	Inhibition of Src in mouse BV2 cells assessed as suppression of LPS-induced NO release preincubated for 1 hr followed by LPS addition measured after 24 hrs by Griess assay Inhibition of Src in mouse BV2 cells assessed as suppression of LPS-induced NO release preincubated for 1 hr followed by LPS addition measured after 24 hrs by Griess assay	[PMID: 27617803]
HCT-116	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human HCT116 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human HCT116 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]
HeLa	IC₅₀	> 1 x 10^-4 M Compound: 27	Cytotoxicity against human HeLa cells after 72 hrs by XTT assay Cytotoxicity against human HeLa cells after 72 hrs by XTT assay	[PMID: 20619940]
HeLa	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human HeLa cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]
HL-60	IC₅₀	> 1 x 10^-4 M Compound: 27	Cytotoxicity against human HL60 cells after 72 hrs by XTT assay Cytotoxicity against human HL60 cells after 72 hrs by XTT assay	[PMID: 20619940]
HT-29	IC₅₀	> 1 x 10^-4 M Compound: 27	Cytotoxicity against human HT-29 cells after 72 hrs by XTT assay Cytotoxicity against human HT-29 cells after 72 hrs by XTT assay	[PMID: 20619940]
LoVo	IC₅₀	90 μM Compound: 26	Cytotoxicity against human LoVo cells after 72 hrs by MTT assay Cytotoxicity against human LoVo cells after 72 hrs by MTT assay	[PMID: 21696954]
MIA PaCa-2	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human MIAPaCa2 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human MIAPaCa2 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]
PC-3	IC₅₀	> 100 μM Compound: 26	Cytotoxicity against human PC3 cells after 72 hrs by MTT assay Cytotoxicity against human PC3 cells after 72 hrs by MTT assay	[PMID: 21696954]
REH	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human REH cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human REH cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]
SK-MEL-28	IC₅₀	> 100 μM Compound: 26	Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay Cytotoxicity against human SK-MEL-28 cells after 72 hrs by MTT assay	[PMID: 21696954]
U-373MG ATCC	IC₅₀	> 100 μM Compound: 26	Cytotoxicity against human U373 cells after 72 hrs by MTT assay Cytotoxicity against human U373 cells after 72 hrs by MTT assay	[PMID: 21696954]
U-937	IC₅₀	> 20 μM Compound: 9	Cytotoxicity against human U937 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay Cytotoxicity against human U937 cells assessed as reduction in cell viability incubated for 72 hrs by alamar blue assay	[PMID: 31673309]

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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

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].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Molecular Weight

168.15

Formula

C₈H₈O₄

CAS No.

480-66-0

Appearance

Solid

Color

White to yellow

SMILES

CC(=O)C1=C(O)C=C(O)C=C1O

Structure Classification

Ketones, Aldehydes, Acids

Initial Source

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : 25 mg/mL (148.68 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : 2 mg/mL (11.89 mM; Need ultrasonic)

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	5.9471 mL	29.7354 mL	59.4707 mL
5 mM	1.1894 mL	5.9471 mL	11.8941 mL
10 mM	0.5947 mL	2.9735 mL	5.9471 mL

View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for in vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 1.25 mg/mL (7.43 mM); Clear solution

This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 1.25 mg/mL (7.43 mM); Clear solution

This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 1.25 mg/mL (7.43 mM); Clear solution

This protocol yields a clear solution of ≥ 1.25 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (12.5 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.

Purity & Documentation

Purity: 99.98%

Select Batch:

Data Sheet (275 KB) SDS (393 KB)

COA (250 KB) HNMR (122 KB) RP-HPLC (93 KB)

Handling Instructions (2659 KB)

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. [Content Brief]

[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. [Content Brief]

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

H₂O / DMSO	1 mM	5.9471 mL	29.7354 mL	59.4707 mL	148.6768 mL
	5 mM	1.1894 mL	5.9471 mL	11.8941 mL	29.7354 mL
	10 mM	0.5947 mL	2.9735 mL	5.9471 mL	14.8677 mL
DMSO	15 mM	0.3965 mL	1.9824 mL	3.9647 mL	9.9118 mL
	20 mM	0.2974 mL	1.4868 mL	2.9735 mL	7.4338 mL
	25 mM	0.2379 mL	1.1894 mL	2.3788 mL	5.9471 mL
	30 mM	0.1982 mL	0.9912 mL	1.9824 mL	4.9559 mL
	40 mM	0.1487 mL	0.7434 mL	1.4868 mL	3.7169 mL
	50 mM	0.1189 mL	0.5947 mL	1.1894 mL	2.9735 mL
	60 mM	0.0991 mL	0.4956 mL	0.9912 mL	2.4779 mL
	80 mM	0.0743 mL	0.3717 mL	0.7434 mL	1.8585 mL
	100 mM	0.0595 mL	0.2974 mL	0.5947 mL	1.4868 mL

* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.

Phloracetophenone Related Classifications

Metabolic Disease Infection

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Phloracetophenone480-66-02,4,6-trihydroxyacetophenone 1-(2,4,6-Trihydroxyphenyl)ethanoneCytochrome P450BacterialAntibioticCYPsInhibitorinhibitorinhibit

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Phloracetophenone (Synonyms: 2,4,6-trihydroxyacetophenone; 1-(2,4,6-Trihydroxyphenyl)ethanone)

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Phloracetophenone Related Antibodies

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Phloracetophenone Related Antibodies

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Complete Stock Solution Preparation Table

Phloracetophenone Related Classifications

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