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Hydroxytyrosol acetate

CAS# 69039-02-7

Hydroxytyrosol acetate

2D Structure

Catalog No. BCN2963----Order now to get a substantial discount!

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Quality Control of Hydroxytyrosol acetate

3D structure

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Hydroxytyrosol acetate

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Chemical Properties of Hydroxytyrosol acetate

Cas No. 69039-02-7 SDF Download SDF
PubChem ID 155240 Appearance Powder
Formula C10H12O4 M.Wt 196.2
Type of Compound Phenols Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 2-(3,4-dihydroxyphenyl)ethyl acetate
SMILES CC(=O)OCCC1=CC(=C(C=C1)O)O
Standard InChIKey FGJGLFPNIZXRLV-UHFFFAOYSA-N
Standard InChI InChI=1S/C10H12O4/c1-7(11)14-5-4-8-2-3-9(12)10(13)6-8/h2-3,6,12-13H,4-5H2,1H3
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 Hydroxytyrosol acetate

The leaves of Canarium album

Biological Activity of Hydroxytyrosol acetate

DescriptionHydroxytyrosol acetate has antibacterial, neuroprotective , antioxidant and anti-inflammatory effects, it can enhance the fluorescent intensity of DNA binding molecules and mediated supercoiled DNA relaxation. Hydroxytyrosol acetate can improve the oxidative events and return pro-inflammatory proteins expression to basal levels probably through JAK/STAT, MAPKs and NF-κB pathways. Hydroxytyrosol acetate and polyphenols hydroxytyrosol administered orally can inhibit platelet aggregation in rats and that a decrease in thromboxane synthesis along with an increase in nitric oxide production contributed to this effect.
TargetsJAK | STAT | MAPK | NF-kB | Antifection
In vitro

Antioxidant activity of hydroxytyrosol acetate compared with that of other olive oil polyphenols.[Pubmed: 11368623]

J Agric Food Chem. 2001 May;49(5):2480-5.

Hydroxytyrosol acetate was synthesized, and the antioxidant activity of this olive oil component was assessed in comparison with that of other olive oil components, namely hydroxytyrosol, oleuropein, 3,4-DHPEA-EA, and alpha-tocopherol in bulk oil and oil-in-water emulsions.
METHODS AND RESULTS:
The activity of the compounds was also assessed by scavenging of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals. Hydroxytyrosol acetate had a weaker DPPH radical scavenging activity than hydroxytyrosol, oleuropein, or 3,4-DHPEA-EA but it had a radical scavenging activity similar to that of alpha-tocopherol. In oil, the antioxidant activity of Hydroxytyrosol acetate was much higher than that of alpha-tocopherol or oleuropein, but in an emulsion 3,4-DHPEA-EA and alpha-tocopherol were more effective as antioxidants than Hydroxytyrosol acetate.
CONCLUSIONS:
The antioxidant activity of Hydroxytyrosol acetate was rather similar to that of hydroxytyrosol in oil and emulsions despite the difference in DPPH radical scavenging activity.

Antibacterial Activity of Hydroxytyrosol Acetate from Olive Leaves (Olea Europaea L.).[Pubmed: 28768425 ]

Nat Prod Res. 2017 Aug 2:1-4.

Vibrio spp. are pathogens of many bacterial diseases which have caused great economic losses in marine aquaculture. The strategy of alternative medical treatment that is utilised by herbalists has expanded in the past decade.
METHODS AND RESULTS:
The aim of our study is to discover the antibacterial molecules against Vibrio spp. Bacterial growth inhibition, membrane permeabilisation assessment and DNA interaction assays, as well as agarose gel electrophoresis, were employed to elucidate the antibacterial activity of Hydroxytyrosol acetate. Results showed that Hydroxytyrosol acetate had antibacterial activity against Vibrio spp. and it played the role via increasing bacterial membrane permeabilisation. The DNA interaction assay and agarose gel electrophoresis revealed that Hydroxytyrosol acetate interacted with DNA. Hydroxytyrosol acetate enhanced the fluorescent intensity of DNA binding molecules and mediated supercoiled DNA relaxation.
CONCLUSIONS:
The present study provides more evidence that Hydroxytyrosol acetate is a novel antibacterial candidate against Vibrio spp.

In vivo

Neuroprotective effect of hydroxytyrosol and hydroxytyrosol acetate in rat brain slices subjected to hypoxia-reoxygenation.[Pubmed: 18809463 ]

Neurosci Lett. 2008 Dec 3;446(2-3):143-6.

Hydroxytyrosol (HT) and Hydroxytyrosol acetate (HT-AC) are two well-known phenolic compounds with antioxidant properties that are present in virgin olive oil (VOO).
METHODS AND RESULTS:
Because VOO has shown neuroprotective effects in rats, the purpose of the present study was to investigate the possible neuroprotective effect of HT and HT-AC in a model of hypoxia-reoxygenation in rat brain slices after in vitro incubation of these compounds or after 7 days of oral treatment with 5 or 10 mg/kg per day. Lactate dehydrogenase (LDH) efflux to the incubation medium was measured as a marker of brain cell death. HT and HT-AC inhibited LDH efflux in a concentration-dependent manner, with 50% inhibitory concentrations of 77.78 and 28.18 microM, respectively. Other well-known antioxidants such as vitamin E and N-acetyl-cysteine had no neuroprotective effect in this experimental model. After 1 week of treatment, HT (5 and 10 mg/kg per day p.o.) reduced LDH efflux by 37.8% and 52.7%, respectively, and HT-AC reduced LDH efflux by 45.4% and 67.8%.
CONCLUSIONS:
These data are additional evidence of the cytoprotective effect of VOO administration, and provide a preliminary basis for further study of these polyphenols as potential neuroprotective compounds.

Preventive effects of dietary hydroxytyrosol acetate, an extra virgin olive oil polyphenol in murine collagen-induced arthritis[Reference: WebLink]

Molecular Nutrition & Food Research, 2015 , 59 (12) :2537-46.

Hydroxytyrosol acetate (HTy-Ac), an extra virgin olive oil (EVOO) polyphenol, has recently been reported to exhibit antioxidant and anti-inflammatory effects on LPS-stimulated macrophages and ulcerative colitis.
METHODS AND RESULTS:
This study was designed to evaluate dietary HTy-Ac supplementation effects on collagen-induced arthritis (CIA) in mice. HTy-Ac improved the oxidative events and returned pro-inflammatory proteins expression to basal levels probably through JAK/STAT, MAPKs and NF-κB pathways.
CONCLUSIONS:
HTy-Ac supplement might provide a basis for developing a new dietary strategy for the prevention of rheumatoid arthritis.

Protocol of Hydroxytyrosol acetate

Animal Research

Effects of hydroxytyrosol and hydroxytyrosol acetate administration to rats on platelet function compared to acetylsalicylic acid.[Pubmed: 18707113 ]

J Agric Food Chem. 2008 Sep 10;56(17):7872-6.

Virgin olive oil (VOO) contains the polyphenols hydroxytyrosol (HT) and Hydroxytyrosol acetate (HT-AC).
METHODS AND RESULTS:
This study investigated the antiplatelet effect of HT and HT-AC in healthy rats and compared their effects to acetylsalicylic acid (ASA). All compounds were administered orally for 7 days. HT and HT-AC inhibited platelet aggregation in whole blood, with a 50% inhibitory dose (ID50) of 48.25 mg/kg per day for HT, 16.05 mg/kg per day for HT-AC, and 2.42 mg/kg per day for ASA. Platelet synthesis of thromboxane B2 was inhibited by up to 30% by HT and 37% by HT-AC; the ID50 of this effect for ASA was 1.09 mg/kg per day. Vascular prostacyclin production was inhibited by up to 27.5% by HT and 32% by HT-AC; the ID50 of this effect for ASA was 6.75 mg/kg per day. Vascular nitric oxide production was increased by up to 34.2% by HT, 66% by HT-AC, and 64% by ASA.
CONCLUSIONS:
We conclude that HT and HT-AC administered orally inhibited platelet aggregation in rats and that a decrease in thromboxane synthesis along with an increase in nitric oxide production contributed to this effect.

Hydroxytyrosol acetate Dilution Calculator

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Hydroxytyrosol acetate Molarity Calculator

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Preparing Stock Solutions of Hydroxytyrosol acetate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.0968 mL 25.4842 mL 50.9684 mL 101.9368 mL 127.421 mL
5 mM 1.0194 mL 5.0968 mL 10.1937 mL 20.3874 mL 25.4842 mL
10 mM 0.5097 mL 2.5484 mL 5.0968 mL 10.1937 mL 12.7421 mL
50 mM 0.1019 mL 0.5097 mL 1.0194 mL 2.0387 mL 2.5484 mL
100 mM 0.051 mL 0.2548 mL 0.5097 mL 1.0194 mL 1.2742 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 Hydroxytyrosol acetate

Neuroprotective effect of hydroxytyrosol and hydroxytyrosol acetate in rat brain slices subjected to hypoxia-reoxygenation.[Pubmed:18809463]

Neurosci Lett. 2008 Dec 3;446(2-3):143-6.

Hydroxytyrosol (HT) and Hydroxytyrosol acetate (HT-AC) are two well-known phenolic compounds with antioxidant properties that are present in virgin olive oil (VOO). Because VOO has shown neuroprotective effects in rats, the purpose of the present study was to investigate the possible neuroprotective effect of HT and HT-AC in a model of hypoxia-reoxygenation in rat brain slices after in vitro incubation of these compounds or after 7 days of oral treatment with 5 or 10 mg/kg per day. Lactate dehydrogenase (LDH) efflux to the incubation medium was measured as a marker of brain cell death. HT and HT-AC inhibited LDH efflux in a concentration-dependent manner, with 50% inhibitory concentrations of 77.78 and 28.18 microM, respectively. Other well-known antioxidants such as vitamin E and N-acetyl-cysteine had no neuroprotective effect in this experimental model. After 1 week of treatment, HT (5 and 10 mg/kg per day p.o.) reduced LDH efflux by 37.8% and 52.7%, respectively, and HT-AC reduced LDH efflux by 45.4% and 67.8%. These data are additional evidence of the cytoprotective effect of VOO administration, and provide a preliminary basis for further study of these polyphenols as potential neuroprotective compounds.

Effects of hydroxytyrosol and hydroxytyrosol acetate administration to rats on platelet function compared to acetylsalicylic acid.[Pubmed:18707113]

J Agric Food Chem. 2008 Sep 10;56(17):7872-6.

Virgin olive oil (VOO) contains the polyphenols hydroxytyrosol (HT) and Hydroxytyrosol acetate (HT-AC). This study investigated the antiplatelet effect of HT and HT-AC in healthy rats and compared their effects to acetylsalicylic acid (ASA). All compounds were administered orally for 7 days. HT and HT-AC inhibited platelet aggregation in whole blood, with a 50% inhibitory dose (ID50) of 48.25 mg/kg per day for HT, 16.05 mg/kg per day for HT-AC, and 2.42 mg/kg per day for ASA. Platelet synthesis of thromboxane B2 was inhibited by up to 30% by HT and 37% by HT-AC; the ID50 of this effect for ASA was 1.09 mg/kg per day. Vascular prostacyclin production was inhibited by up to 27.5% by HT and 32% by HT-AC; the ID50 of this effect for ASA was 6.75 mg/kg per day. Vascular nitric oxide production was increased by up to 34.2% by HT, 66% by HT-AC, and 64% by ASA. We conclude that HT and HT-AC administered orally inhibited platelet aggregation in rats and that a decrease in thromboxane synthesis along with an increase in nitric oxide production contributed to this effect.

Antibacterial Activity of Hydroxytyrosol Acetate from Olive Leaves (Olea Europaea L.).[Pubmed:28768425]

Nat Prod Res. 2018 Aug;32(16):1967-1970.

Vibrio spp. are pathogens of many bacterial diseases which have caused great economic losses in marine aquaculture. The strategy of alternative medical treatment that is utilised by herbalists has expanded in the past decade. The aim of our study is to discover the antibacterial molecules against Vibrio spp. Bacterial growth inhibition, membrane permeabilisation assessment and DNA interaction assays, as well as agarose gel electrophoresis, were employed to elucidate the antibacterial activity of Hydroxytyrosol acetate. Results showed that Hydroxytyrosol acetate had antibacterial activity against Vibrio spp. and it played the role via increasing bacterial membrane permeabilisation. The DNA interaction assay and agarose gel electrophoresis revealed that Hydroxytyrosol acetate interacted with DNA. Hydroxytyrosol acetate enhanced the fluorescent intensity of DNA binding molecules and mediated supercoiled DNA relaxation. The present study provides more evidence that Hydroxytyrosol acetate is a novel antibacterial candidate against Vibrio spp.

Antioxidant activity of hydroxytyrosol acetate compared with that of other olive oil polyphenols.[Pubmed:11368623]

J Agric Food Chem. 2001 May;49(5):2480-5.

Hydroxytyrosol acetate was synthesized, and the antioxidant activity of this olive oil component was assessed in comparison with that of other olive oil components, namely hydroxytyrosol, oleuropein, 3,4-DHPEA-EA, and alpha-tocopherol in bulk oil and oil-in-water emulsions. The activity of the compounds was also assessed by scavenging of 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals. Hydroxytyrosol acetate had a weaker DPPH radical scavenging activity than hydroxytyrosol, oleuropein, or 3,4-DHPEA-EA but it had a radical scavenging activity similar to that of alpha-tocopherol. In oil, the antioxidant activity of Hydroxytyrosol acetate was much higher than that of alpha-tocopherol or oleuropein, but in an emulsion 3,4-DHPEA-EA and alpha-tocopherol were more effective as antioxidants than Hydroxytyrosol acetate. The antioxidant activity of Hydroxytyrosol acetate was rather similar to that of hydroxytyrosol in oil and emulsions despite the difference in DPPH radical scavenging activity.

Description

Hydroxytyrosol acetate is found in the olive oil with an antioxidant activity. Hydroxytyrosol acetate had a weaker DPPH radical scavenging activity than hydroxytyrosol.

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