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3-Galloylquinic acid

CAS# 17365-11-6

3-Galloylquinic acid

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Chemical structure

3-Galloylquinic acid

3D structure

Chemical Properties of 3-Galloylquinic acid

Cas No. 17365-11-6 SDF Download SDF
PubChem ID 442988 Appearance White-beige powder
Formula C14H16O10 M.Wt 344.3
Type of Compound Phenols Storage Desiccate at -20°C
Synonyms 3-Galloylquinic acid; Quinic acid 3-gallate
Solubility Soluble in water
Chemical Name (1S,3R,4R,5R)-1,3,4-trihydroxy-5-(3,4,5-trihydroxybenzoyl)oxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)O)OC(=O)C2=CC(=C(C(=C2)O)O)O)O)O
Standard InChIKey LDPLFHGGZNSKDS-FTBFGRRBSA-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 3-Galloylquinic acid

The leaves of Camellia sinensis.

Biological Activity of 3-Galloylquinic acid

Description1. L-theanine- and theogallin(3-Galloylquinic acid )-enriched decaffeinated green tea extract are able to change the physiological pattern of electrical hippocampus activity in a concentration dependent manner (EC50=3mg/L), they can improve cognition at concomitant mental relaxation in man. 2. Theogallin, its derivatives, its metabolite quinic acid, the derivatives thereof, its metabolites or the pharmaceutically acceptable salts of said substances can be used for producing a drug for use in the prophylaxis or treatment of neurological and psychiatric diseases of the central nervous system, especially of dementia such as Alzheimer's disease or Parkinson's disease, of depressions and concentration disorders such as attention deficit hyperactivity disorder. 3. Theogallin has scavenging radical activity.

3-Galloylquinic acid Dilution Calculator

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3-Galloylquinic acid Molarity Calculator

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Preparing Stock Solutions of 3-Galloylquinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.9044 mL 14.5222 mL 29.0444 mL 58.0889 mL 72.6111 mL
5 mM 0.5809 mL 2.9044 mL 5.8089 mL 11.6178 mL 14.5222 mL
10 mM 0.2904 mL 1.4522 mL 2.9044 mL 5.8089 mL 7.2611 mL
50 mM 0.0581 mL 0.2904 mL 0.5809 mL 1.1618 mL 1.4522 mL
100 mM 0.029 mL 0.1452 mL 0.2904 mL 0.5809 mL 0.7261 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 3-Galloylquinic acid

Theogallin and L-theanine as active ingredients in decaffeinated green tea extract: I. electrophysiological characterization in the rat hippocampus in-vitro.[Pubmed:17725856]

J Pharm Pharmacol. 2007 Aug;59(8):1131-6.

The in-vitro hippocampus slice preparation was used to mimic a physiological situation where nervous tissue is exposed directly to the water soluble extract of green tea and some of its constituents. This investigation provides evidence that L-theanine- and theogallin-enriched decaffeinated green tea extract is able to change the physiological pattern of electrical hippocampus activity in a concentration dependent manner (EC50 3 mg L(-1)). Of the seven fractions or single components tested (fraction containing all amino acids without L-theanine, fractions containing all amino acids plus L-theanine, glutamic acid, theogallin, its metabolites quinic acid and gallic acid, and L-theanine alone), glutamic acid produced the strongest changes in terms of increased population spike amplitude after single stimuli and increased long-term potentiation, commonly taken as representative for enhancement of spatial and time dependent memory. The presence of theogallin alone shifted the activity in the same direction. Similar results as with theogallin were obtained in the presence of quinic acid. No effect was seen with gallic acid. Opposite changes (decrease of population spike amplitude and attenuated long-term potentiation) were observed in the presence of L-theanine alone. No effects were detected during the addition of the amino acid mixture unless L-theanine was added, leading to a decrease of the responses as observed for the action of L-theanine alone. The results provide evidence for the involvement of several active principles in the action of enriched green tea extract on electrical brain activity. The overall enhancement of hippocampal pyramidal cell responses as observed for the crude extract seems to be due to the combined action of glutamic acid and theogallin (or its presumable metabolite quinic acid), whereas L-theanine seems to have an opposite effect. However, this action was not strong enough to antagonize the effects of glutamic acid and theogallin. The results are in line with the observation that the tested green tea extract improves cognition at concomitant mental relaxation in man.

Description

Theogallin (3-Galloylquinic acid) is an active ingredient in decaffeinated green tea extract. Theogallin has antidepressive and cognition enhancing effect.

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