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2-(3,4-Dihydroxyphenyl)ethanol

CAS# 10597-60-1

2-(3,4-Dihydroxyphenyl)ethanol

2D Structure

Catalog No. BCN5871----Order now to get a substantial discount!

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3D structure

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2-(3,4-Dihydroxyphenyl)ethanol

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Chemical Properties of 2-(3,4-Dihydroxyphenyl)ethanol

Cas No. 10597-60-1 SDF Download SDF
PubChem ID 82755 Appearance Colorless liquid
Formula C8H10O3 M.Wt 154.2
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms 3,4-Dihydroxyphenethyl alcohol; Homoprotocatechuyl alcohol
Solubility Soluble in methan
Chemical Name 4-(2-hydroxyethyl)benzene-1,2-diol
SMILES C1=CC(=C(C=C1CCO)O)O
Standard InChIKey JUUBCHWRXWPFFH-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 2-(3,4-Dihydroxyphenyl)ethanol

The herbs of Canarium album

Biological Activity of 2-(3,4-Dihydroxyphenyl)ethanol

Description2-(3,4-Dihydroxyphenyl)ethanol has antioxidant properties; it is a potent specific inhibitor of lipoxygenase activities, it inhibits platelet 12-LO activity (IC50, 4.2 microM) and PMNL 5-LO activity (IC50, 13 microM) but not cyclooxygenase activity in cell-free conditions; it also inhibits 12-LO activity in intact platelets (IC50, 50 microM) and reduces leukotriene B4 production in intact PMNL stimulated by A23187 (IC50, 26 microM).
TargetsImmunology & Inflammation related | SOD | CAT
In vivo

Antioxidant role of hydroxytyrosol on oxidative stress in cadmium-intoxicated rats: different effect in spleen and testes.[Pubmed: 24437686 ]

Drug Chem Toxicol. 2014 Oct;37(4):420-6.

Hydroxytyrosol (2-(3,4-Dihydroxyphenyl)ethanol, (DPE), a phenolic compound present in olive oil, is known to have antioxidant properties.
METHODS AND RESULTS:
The aim of this study was to investigate the effect of DPE on oxidative stress induced by cadmium injections (CdCl2 2.5 mg/kg body weight) in spleen and testes of adult male rats. Oxidative stress was evaluated by measuring lipid peroxidation by thiobarbituric acid reactive substances (TBARS) as well as superoxide dismutase (SOD) and catalase (CAT) activities in cytosol and mitochondria. We found that in spleen no TBARS formation was detected following CdCl2 injections; however, DPE induces decrease in TBARS level in treated and untreated rats. On the contrary, we observed that DPE showed no effect on cadmium-induced lipid peroxidation in testes. Cytosolic activities of SOD and CAT decreased significantly only in spleen, where DPE restores the values to the control levels. Noteworthy, mitochondrial activities of SOD and CAT were strongly reduced by cadmium treatment both in spleen and testes, and DPE was not be able to restore their activity.
CONCLUSIONS:
Overall, the results from this study indicated that the DPE has different antioxidant efficiency in spleen and testis of cadmium intoxicated rats.

Protocol of 2-(3,4-Dihydroxyphenyl)ethanol

Kinase Assay

Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives.[Pubmed: 9058975]

Biosci Biotechnol Biochem. 1997 Feb;61(2):347-50.


METHODS AND RESULTS:
The effects of olive fruit extract on arachidonic acid lipoxygenase activities were investigated using rat platelets and rat polymorphonuclear leukocytes (PMNL). Olive extract strongly inhibited both 12-lipoxygenase (12-LO) and 5-lipoxygenase (5-LO) activities. One of the compounds responsible for this inhibition was purified and identified as 2-(3,4-Dihydroxyphenyl)ethanol (DPE). 2-(3,4-Dihydroxyphenyl)ethanol inhibited platelet 12-LO activity (IC50, 4.2 microM) and PMNL 5-LO activity (IC50, 13 microM) but not cyclooxygenase activity in cell-free conditions. It also inhibited 12-LO activity in intact platelets (IC50, 50 microM) and reduced leukotriene B4 production in intact PMNL stimulated by A23187 (IC50, 26 microM). The inhibition by 2-(3,4-Dihydroxyphenyl)ethanol of both lipoxygenase activities was stronger than that by oleuropein, caffeic acid, or 7 other related phenolic compounds, especially in intact cells.
CONCLUSIONS:
These results suggest that 2-(3,4-Dihydroxyphenyl)ethanol is a potent specific inhibitor of lipoxygenase activities.

2-(3,4-Dihydroxyphenyl)ethanol Dilution Calculator

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2-(3,4-Dihydroxyphenyl)ethanol Molarity Calculator

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Preparing Stock Solutions of 2-(3,4-Dihydroxyphenyl)ethanol

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.4851 mL 32.4254 mL 64.8508 mL 129.7017 mL 162.1271 mL
5 mM 1.297 mL 6.4851 mL 12.9702 mL 25.9403 mL 32.4254 mL
10 mM 0.6485 mL 3.2425 mL 6.4851 mL 12.9702 mL 16.2127 mL
50 mM 0.1297 mL 0.6485 mL 1.297 mL 2.594 mL 3.2425 mL
100 mM 0.0649 mL 0.3243 mL 0.6485 mL 1.297 mL 1.6213 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.

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References on 2-(3,4-Dihydroxyphenyl)ethanol

Inhibition of arachidonate lipoxygenase activities by 2-(3,4-dihydroxyphenyl)ethanol, a phenolic compound from olives.[Pubmed:9058975]

Biosci Biotechnol Biochem. 1997 Feb;61(2):347-50.

The effects of olive fruit extract on arachidonic acid lipoxygenase activities were investigated using rat platelets and rat polymorphonuclear leukocytes (PMNL). Olive extract strongly inhibited both 12-lipoxygenase (12-LO) and 5-lipoxygenase (5-LO) activities. One of the compounds responsible for this inhibition was purified and identified as 2-(3,4-Dihydroxyphenyl)ethanol (DPE). DPE inhibited platelet 12-LO activity (IC50, 4.2 microM) and PMNL 5-LO activity (IC50, 13 microM) but not cyclooxygenase activity in cell-free conditions. It also inhibited 12-LO activity in intact platelets (IC50, 50 microM) and reduced leukotriene B4 production in intact PMNL stimulated by A23187 (IC50, 26 microM). The inhibition by DPE of both lipoxygenase activities was stronger than that by oleuropein, caffeic acid, or 7 other related phenolic compounds, especially in intact cells. These results suggest that DPE is a potent specific inhibitor of lipoxygenase activities.

Description

Hydroxytyrosol (DOPET) is a phenolic compound drawn from the olive tree and its leaves with anti-oxidant, anti-atherogenic, anti-thrombotic, antimicrobial, anti-inflammatory and anti-tumour effects.

Keywords:

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