4'-Hydroxyacetophenone

Min.Order / FOB Price:Get Latest Price

10 Milligram	Negotiable

10 Milligram

Negotiable

Min.Order :10 Milligram
Purity: 98%
Payment Terms : T/T

Keywords

4'-Hydroxyacetophenone 99-93-4 standard supplier in China

Quick Details

Appearance:detailed see specifications
Application:analysis,activity test,Botanical Reference Materials,Standard materials
PackAge:According to the clients requirement.
ProductionCapacity:1|Metric Ton|Day
Storage:Store at 2~8°C
Transportation:by air or by ocean shipping

Superiority:

Hubei CuiRan Biotechnology Co., Ltd is a leading company in the research, development, manufacture and marketing of High Quality Phytochemicals and Extracts(especially Active Ingredients from Traditional Chinese Medicine，Traditional Chinese Medicine), Natural Active Pharmaceutical Ingredients worldwide. From small quantities for R&D or reference standard, to large quantities for customizing or manufacturing, Biopurify emphasizes on consistent and reliable services for his customers.
With excellent quality products and good service, we have clients from more than dozens countries and regions, and we pride ourselves in providing our customers with a total satisfaction experiences.
We are doing our best to be your reliable partner for high quality Phytochemicals and Reference Standards from china.

Our main services:
A. Supply active ingredients and reference standards ofTraditional Chinese Medicine, from mgs to kgs scale.
B. Custom extraction and purification, target Herb Active Ingredients
C. Custom synthesis and semi-synthesis for Natural Active Ingredients
D. CR, CM and PD services from lab scale, pilot scale to commercial scale(GMP is also available)
E.Traditional Chinese Medicine compounds library

1.Provide traditional Chinese medicine reference materials and natural active ingredients;
2.More than 2200 compounds are available for selection, continuously building high-quality natural product libraries for drug research and development;
3.Provide various screening libraries and more inhibitor products;
4.Provide separation and structural determination of natural products;
5.Laboratory scale pilot to commercial scale collaborative research and process development services.More than 180 experiences in phytochemistry (still increasing)
Each product has passed very strict testing (NMR/MS/HPLC)
Agents from many countries

General tips：For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging：1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition：Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Details:

Chemical Properties of 4'-Hydroxyacetophenone

Cas No.	99-93-4
PubChem ID	7469	Appearance	White powder
Formula	C₈H₈O₂	M.Wt	136.2
Type of Compound	Phenols	Storage	Desiccate at -20°C
Synonyms	p-Acetophenol; 4-Hydroxyphenylethanone; p-Hydroxyphenyl methyl ketone; Piceol
Solubility	Freely soluble in methan
Chemical Name	1-(4-hydroxyphenyl)ethanone
SMILES	CC(=O)C1=CC=C(C=C1)O
Standard InChIKey	TXFPEBPIARQUIG-UHFFFAOYSA-N
General tips	For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging	1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment.
Shipping Condition	Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 4'-Hydroxyacetophenone

The herbs of Rhodiola crenulata

Biological Activity of 4'-Hydroxyacetophenone

Description

4'-Hydroxyacetophenone is a potent xanthine oxidase inhibitor, three 4′-hydroxyacetophenone-related phytoalexins from Polymnia sonchifolia have antifungal activity.

Targets

Antifection | Xanthine oxidase

In vitro

Inhibition of xanthine oxidase by Rhodiola crenulata extracts and their phytochemicals.[Pubmed: 24712453]

J Agric Food Chem. 2014 Apr 30;62(17):3742-9.

Using a fractionation technique, four phytochemicals were isolated from Rhodiola crenulata extracts. These compounds were identified as 4'-Hydroxyacetophenone (4-HAP), epicatechin-(4β,8)-epicatechin gallate (B2-3'-O-gallate), salidroside, and p-tyrosol using mass spectrometry and nuclear magnetic resonance spectroscopy.
METHODS AND RESULTS:
The inhibition of xanthine oxidase (XO) activity by these purified compounds was then evaluated and compared to that of a known XO inhibitor (allopurinol; IC50 = 12.21 ± 0.27 μM). Both 4'-Hydroxyacetophenone and B2-3'-O-gallate showed an XO inhibitory effect, for which the half maximal inhibitory concentration (IC50) values were 15.62 ± 1.19 and 24.24 ± 1.80 μM, respectively. However, salidroside and p-tyrosol did not show significant inhibitory effects on XO at 30 μM. Furthermore, an inhibition kinetics study indicated that 4'-Hydroxyacetophenone and B2-3'-O-gallate are mixed competitive inhibitors. The inhibition constants (Ki) of 4'-Hydroxyacetophenone and B2-3'-O-gallate were 8.41 ± 1.03 and 6.16 ± 1.56 μM, respectively.
CONCLUSIONS:
These results suggest that 4'-Hydroxyacetophenone and B2-3'-O-gallate are potent XO inhibitors.

Protocol of 4'-Hydroxyacetophenone

Structure Identification

J Phys Chem A. 2014 Sep 18;118(37):8170-6.

Controlling dissociation of alkyl phenyl ketone radical cations in the strong-field regime through hydroxyl substitution position.[Pubmed: 24576102 ]

METHODS AND RESULTS:
The hydroxy-substituted alkyl phenyl ketones 2'-, 3'- and 4'- (ortho, meta, and para) hydroxyacetophenone were excited in the strong-field regime with wavelengths ranging from 1200-1500 nm to produce the respective radical cations. For 2'- and 3'-hydroxyacetophenone, the parent molecular ion dominated the mass spectrum, and the intensity of the fragment ions remained unchanged as a function of excitation wavelength. In contrast, 4'-Hydroxyacetophenone exhibited depletion of the parent molecular ion with corresponding enhanced formation of the benzoyl fragment ion upon excitation with 1370 nm as compared with other excitation wavelengths. Density functional (DFT) calculations suggest that dissociation occurs when the acetyl group in 4'-Hydroxyacetophenone radical cation twists out-of-plane with respect to the phenyl ring, enabling a one-photon transition between the ground cation state D0 and the excited cation state D2 to occur. The DFT calculations also suggest that the lack of dissociation in the wavelength-resolved strong-field excitation measurements for 2'- and 3'-hydroxyacetophenone arises because both isomers have a barrier to rotation about the carbon-carbon bond connecting the phenyl and acetyl groups.
CONCLUSIONS:
These results help elucidate the effects of substituents on the torsional motion of radical cations and illustrate the potential for controlling molecular dissociation through the addition of substituents.

Phytochemistry, 1996, 43(5):1019-21.

Three 4′-hydroxyacetophenone-related phytoalexins from Polymnia sonchifolia.[Reference: WebLink]

Inoculation of sliced yacon tubers with Pseudomonas cichorii resulted in the formation of antifungal compounds. Three major phytoalexins were isolated and identified by spectroscopic methods as 4′-hydroxy-3′-(3-methylbutanoyl)acetophenone, 4′-hydroxy-3′-(3-methyl-2-butenyl)acetophenone and 5-acetyl-2-(1-hydroxy-1-methylethyl)benzofuran.

Preparing Stock Solutions of 4'-Hydroxyacetophenone

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	7.3421 mL	36.7107 mL	73.4214 mL	146.8429 mL	183.5536 mL
5 mM	1.4684 mL	7.3421 mL	14.6843 mL	29.3686 mL	36.7107 mL
10 mM	0.7342 mL	3.6711 mL	7.3421 mL	14.6843 mL	18.3554 mL
50 mM	0.1468 mL	0.7342 mL	1.4684 mL	2.9369 mL	3.6711 mL
100 mM	0.0734 mL	0.3671 mL	0.7342 mL	1.4684 mL	1.8355 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

References on 4'-Hydroxyacetophenone

Controlling dissociation of alkyl phenyl ketone radical cations in the strong-field regime through hydroxyl substitution position.[Pubmed:24576102]

J Phys Chem A. 2014 Sep 18;118(37):8170-6.

The hydroxy-substituted alkyl phenyl ketones 2'-, 3'- and 4'- (ortho, meta, and para) hydroxyacetophenone were excited in the strong-field regime with wavelengths ranging from 1200-1500 nm to produce the respective radical cations. For 2'- and 3'-hydroxyacetophenone, the parent molecular ion dominated the mass spectrum, and the intensity of the fragment ions remained unchanged as a function of excitation wavelength. In contrast, 4'-hydroxyacetophenone exhibited depletion of the parent molecular ion with corresponding enhanced formation of the benzoyl fragment ion upon excitation with 1370 nm as compared with other excitation wavelengths. Density functional (DFT) calculations suggest that dissociation occurs when the acetyl group in 4'-hydroxyacetophenone radical cation twists out-of-plane with respect to the phenyl ring, enabling a one-photon transition between the ground cation state D0 and the excited cation state D2 to occur. The DFT calculations also suggest that the lack of dissociation in the wavelength-resolved strong-field excitation measurements for 2'- and 3'-hydroxyacetophenone arises because both isomers have a barrier to rotation about the carbon-carbon bond connecting the phenyl and acetyl groups. These results help elucidate the effects of substituents on the torsional motion of radical cations and illustrate the potential for controlling molecular dissociation through the addition of substituents.

Inhibition of xanthine oxidase by Rhodiola crenulata extracts and their phytochemicals.[Pubmed:24712453]

J Agric Food Chem. 2014 Apr 30;62(17):3742-9.

Using a fractionation technique, four phytochemicals were isolated from Rhodiola crenulata extracts. These compounds were identified as 4'-hydroxyacetophenone (4-HAP), epicatechin-(4beta,8)-epicatechin gallate (B2-3'-O-gallate), salidroside, and p-tyrosol using mass spectrometry and nuclear magnetic resonance spectroscopy. The inhibition of xanthine oxidase (XO) activity by these purified compounds was then evaluated and compared to that of a known XO inhibitor (allopurinol; IC50 = 12.21 +/- 0.27 muM). Both 4-HAP and B2-3'-O-gallate showed an XO inhibitory effect, for which the half maximal inhibitory concentration (IC50) values were 15.62 +/- 1.19 and 24.24 +/- 1.80 muM, respectively. However, salidroside and p-tyrosol did not show significant inhibitory effects on XO at 30 muM. Furthermore, an inhibition kinetics study indicated that 4-HAP and B2-3'-O-gallate are mixed competitive inhibitors. The inhibition constants (Ki) of 4-HAP and B2-3'-O-gallate were 8.41 +/- 1.03 and 6.16 +/- 1.56 muM, respectively. These results suggest that 4-HAP and B2-3'-O-gallate are potent XO inhibitors.

Description

4-Hydroxyacetophenone (P-hydroxyacetophenone) is a key hepatoprotective and choleretic compound in Artemisia capillaris and A. morrisonensis, also has an anti-hepatitis B virus effect and anti-inflammatory effect.

Keywords:

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