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1,4-Dicaffeoylquinic acid

CAS# 1182-34-9

1,4-Dicaffeoylquinic acid

Catalog No. BCN5912----Order now to get a substantial discount!

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1,4-Dicaffeoylquinic acid: 5mg $196 In Stock
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Quality Control of 1,4-Dicaffeoylquinic acid

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Chemical structure

1,4-Dicaffeoylquinic acid

3D structure

Chemical Properties of 1,4-Dicaffeoylquinic acid

Cas No. 1182-34-9 SDF Download SDF
PubChem ID 12358846 Appearance White powder
Formula C25H24O12 M.Wt 516.46
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms NSC 91529; 1182-34-9; 1,4-Dicaffeylquinic acid
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,5R)-1,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-3,5-dihydroxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
Standard InChIKey IYXQRCXQQWUFQV-RDJMKVHDSA-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 1,4-Dicaffeoylquinic acid

The flowerbud of Lonicera japonica Thunb.

Biological Activity of 1,4-Dicaffeoylquinic acid

Description1,4-Dicaffeoylquinic acid is a potent and highly selective class of HIV-1 integrase inhibitors, inhibitsHIV-1 replication in MT-2 cell culture at non-toxic concentrations.1,4-Dicaffeoylquinic acid also has antioxidant activity.
TargetsHIV

Protocol of 1,4-Dicaffeoylquinic acid

Kinase Assay

Inhibitory effect of medicinal plant-derived carboxylic acids on the human transporters hOAT1, hOAT3, hOATP1B1, and hOATP2B1.[Pubmed: 24636064]

Chin J Nat Med. 2014 Feb;12(2):131-8.

In this study, uptake experiments were performed to assess the inhibitory effects of cinnamic acid, ferulic acid, oleanolic acid, deoxycholic acid, and cynarin(1,4-Dicaffeoylquinic acid ) on hOAT1, hOAT3, hOATP1B1, and hOATP2B1.
METHODS AND RESULTS:
After a drug-drug interaction (DDI) investigation, cinnamic acid, ferulic acid, deoxycholic acid, and cynarin(1,4-Dicaffeoylquinic acid ) were found and validated to inhibit hOAT1 in a competitive manner, and deoxycholic acid was found to be an inhibitor of all four transporters. The apparent 50% inhibitory concentrations of cinnamic acid, ferulic acid, deoxycholic acid, and cynarin(1,4-Dicaffeoylquinic acid ) were estimated to be 133.87, 3.69, 90.03 and 6.03 μmol·L(-1) for hOAT1, respectively. The apparent 50% inhibitory concentrations of deoxycholic acid were estimated to be 9.57 μmol·L(-1) for hOAT3, 70.54 μmol·L(-1) for hOATP1B1, and 168.27 μmol·L(-1) for hOATP2B1. Because cinnamic acid, ferulic acid, and cynarin are ingredients of food or food additives, the present study suggests there are new food-drug interactions to be disclosed.

1,4-Dicaffeoylquinic acid Dilution Calculator

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1,4-Dicaffeoylquinic acid Molarity Calculator

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Preparing Stock Solutions of 1,4-Dicaffeoylquinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9363 mL 9.6813 mL 19.3626 mL 38.7252 mL 48.4065 mL
5 mM 0.3873 mL 1.9363 mL 3.8725 mL 7.745 mL 9.6813 mL
10 mM 0.1936 mL 0.9681 mL 1.9363 mL 3.8725 mL 4.8406 mL
50 mM 0.0387 mL 0.1936 mL 0.3873 mL 0.7745 mL 0.9681 mL
100 mM 0.0194 mL 0.0968 mL 0.1936 mL 0.3873 mL 0.4841 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 1,4-Dicaffeoylquinic acid

Inhibitory effect of medicinal plant-derived carboxylic acids on the human transporters hOAT1, hOAT3, hOATP1B1, and hOATP2B1.[Pubmed:24636064]

Chin J Nat Med. 2014 Feb;12(2):131-8.

A significant number of organic carboxylic acids have been shown to influence the absorption and distribution of drugs mediated by organic anion transporters (OATs). In this study, uptake experiments were performed to assess the inhibitory effects of cinnamic acid, ferulic acid, oleanolic acid, deoxycholic acid, and cynarin on hOAT1, hOAT3, hOATP1B1, and hOATP2B1. After a drug-drug interaction (DDI) investigation, cinnamic acid, ferulic acid, deoxycholic acid, and cynarin were found and validated to inhibit hOAT1 in a competitive manner, and deoxycholic acid was found to be an inhibitor of all four transporters. The apparent 50% inhibitory concentrations of cinnamic acid, ferulic acid, deoxycholic acid, and cynarin were estimated to be 133.87, 3.69, 90.03 and 6.03 mumol.L(-1) for hOAT1, respectively. The apparent 50% inhibitory concentrations of deoxycholic acid were estimated to be 9.57 mumol.L(-1) for hOAT3, 70.54 mumol.L(-1) for hOATP1B1, and 168.27 mumol.L(-1) for hOATP2B1. Because cinnamic acid, ferulic acid, and cynarin are ingredients of food or food additives, the present study suggests there are new food-drug interactions to be disclosed. In addition, deoxycholic acid may be used as a probe for studying the correlation of OATs and OATPs.

Description

1,4-Dicaffeoylquinic acid (1,4-DCQA) is a phenylpropanoid from Xanthii fructus, inhibits LPS-stimulated TNF-α production.

Keywords:

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