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Home > Products >  1,3-Dicaffeoylquinic acid

1,3-Dicaffeoylquinic acid CAS NO.19870-46-3

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Keywords

  • 1,3-Dicaffeoylquinic acid
  • 19870-46-3
  • standard supplier in China

Quick Details

  • ProName: 1,3-Dicaffeoylquinic acid
  • CasNo: 19870-46-3
  • Molecular Formula: C25H24O12=516.45
  • Appearance: detailed see specifications
  • Application: analysis,activity test,Botanical Refer...
  • DeliveryTime: 1-3?working?days?after?confirming?the?...
  • PackAge: According to the clients requirement.
  • Port: China main port
  • ProductionCapacity: 1 Metric Ton/Day
  • Purity: ≥98%
  • Storage: Store at 2~8°C
  • Transportation: by air or by ocean shipping
  • LimitNum: 10 Milligram
  • Plant of Origin: Chinese herbal medicine
  • Testing Method: NMR/MS/HPLC
  • Product Ecification: 1mg-1kg
  • Heavy Metal: <10ppm
  • Voluntary Standards: company standard
  • Storage: Store in dry, dark and ventilated plac...
  • PackAge: Brown vial HDPE plastic bottle

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 1,3-Dicaffeoylquinic acid

Cas No. 19870-46-3 SDF  
PubChem ID 6474640 Appearance White-beige powder
Formula C25H24O12 M.Wt 516.5
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms 1,3-O-Dicaffeoylquinic acid; 1,5-Dicaffeoylquinic acid
Solubility DMSO : ≥ 23 mg/mL (44.53 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name (1S,3R,4R,5R)-1,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-4,5-dihydroxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O)O
Standard InChIKey YDDUMTOHNYZQPO-PSEXTPKNSA-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 1,3-Dicaffeoylquinic acid

1 Arnica sp. 2 Cynara sp. 3 Foeniculum sp. 4 Helichrysum sp.

Biological Activity of 1,3-Dicaffeoylquinic acid

Description 1,3-Dicaffeoylquinic acid is a caffeoylquinic acid derivative that exhibits antioxidant activity and radical scavenging activity.It can significantly inhibit hOAT3 transport under similar conditions.
Targets ROS | hOAT3
In vitro

Antioxidant activity of 1,3-dicaffeoylquinic acid isolated from Inula viscosa.[Reference: WebLink]

Food Research International, 2009 , 42 (9) :1273-1280.

Inula viscosa is a perennial herbaceous plant used topically in folk medicine as an anti-scabies, anti-inflammatory, and wound-healing agent.
METHODS AND RESULTS:
We examined the antioxidant activity of the methanolic extract of I. viscosa. We isolated and identified several polyphenolic antioxidants from I. viscosa leaves and focused on 1,3-Dicaffeoylquinic acid (1,3-diCQA). Antioxidant activity was measured using ABTS and DPPH assays, which measure antioxidant activity. The concentrations of 1,3-diCQA required for the inhibition of oxidation were lower than those required by other known antioxidants. 1,3-diCQA inhibited oxidative damage caused by various factors, including FeSO4 and AAPH (2,2'-azobis(2-amidinopropane) dehydrochloride). Antioxidant activity can also be detected by the ability of a compound to scavenge reactive oxygen species (ROS). 1,3-diCQA was found to scavenge hydroxyl radical and superoxide radicals, as measured by electron spin resonance (ESR).
CONCLUSIONS:
These data demonstrate that 1,3-diCQA exhibits antioxidant properties, probably through the involvement of a direct scavenging effect on several free radicals.

In vivo

Interaction of Natural Dietary and Herbal Anionic Compounds and Flavonoids with Human Organic Anion Transporters 1 (SLC22A6), 3 (SLC22A8), and 4 (SLC22A11).[Pubmed: 23573138]

Evid Based Complement Alternat Med. 2013;2013:612527.

Active components of complementary/alternative medicines and natural supplements are often anionic compounds and flavonoids. As such, organic anion transporters (OATs) may play a key role in their pharmacokinetic and pharmacological profiles, and represent sites for adverse drug-drug interactions.
METHODS AND RESULTS:
Therefore, we assessed the inhibitory effects of nine natural products, including flavonoids (catechin and epicatechin), chlorogenic acids (1,3-Dicaffeoylquinic acid and 1,5-dicaffeoylquinic acid), phenolic acids (ginkgolic acids (13 : 0), (15 : 1), and (17 : 1)), and the organic acids ursolic acid and 18 β -glycyrrhetinic acid, on the transport activity of the human OATs, hOAT1 (SLC22A6), hOAT3 (SLC22A8), and hOAT4 (SLC22A11). Four compounds, 1,3- and 1,5-dicaffeoylquinic acid, ginkgolic acid (17 : 1), and 18 β -glycyrrhetinic acid, significantly inhibited hOAT1-mediated transport (50  μ M inhibitor versus 1  μ M substrate). Five compounds, 1,3- and 1,5-dicaffeoylquinic acid, ginkgolic acids (15 : 1) and (17 : 1), and epicatechin, significantly inhibited hOAT3 transport under similar conditions. Only catechin inhibited hOAT4. Dose-dependency studies were conducted for 1,3-Dicaffeoylquinic acid and 18 β -glycyrrhetinic acid on hOAT1, and IC50 values were estimated as 1.2 ± 0.4  μ M and 2.7 ± 0.2  μ M, respectively.
CONCLUSIONS:
These data suggest that 1,3-Dicaffeoylquinic acid and 18 β -glycyrrhetinic acid may cause significant hOAT1-mediated DDIs in vivo; potential should be considered for safety issues during use and in future drug development.

Preparing Stock Solutions of 1,3-Dicaffeoylquinic acid

  1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9361 mL 9.6805 mL 19.3611 mL 38.7222 mL 48.4027 mL
5 mM 0.3872 mL 1.9361 mL 3.8722 mL 7.7444 mL 9.6805 mL
10 mM 0.1936 mL 0.9681 mL 1.9361 mL 3.8722 mL 4.8403 mL
50 mM 0.0387 mL 0.1936 mL 0.3872 mL 0.7744 mL 0.9681 mL
100 mM 0.0194 mL 0.0968 mL 0.1936 mL 0.3872 mL 0.484 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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