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Isochlorogenic acid B

CAS# 14534-61-3

Isochlorogenic acid B

Catalog No. BCN5909----Order now to get a substantial discount!

Product Name & Size Price Stock
Isochlorogenic acid B:5mg $71.00 In Stock
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Quality Control of Isochlorogenic acid B

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Chemical structure

Isochlorogenic acid B

3D structure

Chemical Properties of Isochlorogenic acid B

Cas No. 14534-61-3 SDF Download SDF
PubChem ID 5281780 Appearance White-pale yellow powder
Formula C25H24O12 M.Wt 516.45
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms 3,4-Dicaffeoylquinic Acid; Isochlorogenic Acid B; 3,4-Di-O-Caffeoylquinic Acid
Solubility DMSO : 50 mg/mL (96.81 mM; Need ultrasonic)
Chemical Name (1S,3R,4R,5R)-3,4-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,5-dihydroxycyclohexane-1-carboxylic acid
SMILES C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O)O
Standard InChIKey UFCLZKMFXSILNL-PSEXTPKNSA-N
Standard InChI InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(31)36-20-12-25(35,24(33)34)11-19(30)23(20)37-22(32)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-30,35H,11-12H2,(H,33,34)/b7-3+,8-4+/t19-,20-,23-,25+/m1/s1
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 Isochlorogenic acid B

1 Arctium sp. 2 Asarum sp. 3 Bidens sp. 4 Cichorium sp. 5 Coffea sp. 6 Echinacea sp. 7 Hedera sp. 8 Ilex sp. 9 Menyanthes sp. 10 Sorbus sp. 11 Tanacetum sp. 12 Viburnum sp.

Biological Activity of Isochlorogenic acid B

DescriptionIsochlorogenic acid B has antioxidant activity, it is a potential PDE-5 inhibitor.
TargetsPDE-5

Protocol of Isochlorogenic acid B

Kinase Assay

Virtual screening and drug design for PDE-5 receptor from traditional Chinese medicine database.[Pubmed: 20085380]

J Biomol Struct Dyn. 2010 Apr;27(5):627-40.

From docking analyses, Isochlorogenic acid B was identified as the most potential inhibitory compound. De novo evolution designed 47 derivatives. Of the 47 derivatives, seven were able to map into the pharmacophore model, and these seven compounds were suggested to be the most promising leads for inhibiting PDE-5. An analysis of the hydrogen bond interactions formed between the docked ligands and PDE-5 identified ASN662, SER663 and GLN817 as the most frequently interacting residues. A total of eight novel leading compounds were identified to have favorable interaction with PDE-5. These compounds all had hydrogen bond interactions with three key residues that could be further investigated for understanding of PDE-5 and ligands interaction.

Structure Identification
PLoS One. 2014 Sep 2;9(9):e106254.

The activity-integrated method for quality assessment of reduning injection by on-line DPPH-CE-DAD.[Pubmed: 25181475]

A sensitive on-line DPPH-CE-DAD method was developed and validated for both screening and determining the concentration of seven antioxidants of Reduning injection. The pH and concentrations of buffer solution, SDS, β-CD and organic modifier were studied for the detection of DPPH and seven antioxidants. By on-line mixing DPPH and sample solution, a DPPH-CE method for testing the antioxidant activity of the complex matrix was successfully established and used to screen the antioxidant components of Reduning injection. Then, antioxidant components including caffeic acid, isochlorogenic acid A, Isochlorogenic acid B, isochlorogenic acid C, chlorogenic acid, neochlorogenic acid and cryptochlorogenic acid were quantified by the newly established CE-DAD method.

Isochlorogenic acid B Dilution Calculator

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Isochlorogenic acid B Molarity Calculator

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Preparing Stock Solutions of Isochlorogenic acid B

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.9363 mL 9.6815 mL 19.363 mL 38.7259 mL 48.4074 mL
5 mM 0.3873 mL 1.9363 mL 3.8726 mL 7.7452 mL 9.6815 mL
10 mM 0.1936 mL 0.9681 mL 1.9363 mL 3.8726 mL 4.8407 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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Background on Isochlorogenic acid B

3,4-Dicaffeoylquinic acid is a reference substance of a common phytochemical found in Echinacea (Echinacea sp.); dietary supplement, herb, or plant testing applications with this reference material include material characterization, adulterant identification, or method validation.

References:
[1]. Takemura T, et al. 3,4-Dicaffeoylquinic Acid, a Major Constituent of Brazilian Propolis, Increases TRAIL Expression and Extends the Lifetimes of Mice Infected with the Influenza A Virus. Evid Based Complement Alternat Med. 2012;2012:946867.

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References on Isochlorogenic acid B

Virtual screening and drug design for PDE-5 receptor from traditional Chinese medicine database.[Pubmed:20085380]

J Biomol Struct Dyn. 2010 Apr;27(5):627-40.

Erectile dysfunction (ED) is a sexual disorder mainly caused by decrease in cellular concentration of cyclic guanosine monophosphate (cGMP), which is degraded by phosphodiesterase type-5 (PDE-5). As a potent therapeutic target, inhibitors such as Viagra , Cialis, and Levitra have already been developed to target PDE-5 for treating ED; traditional Chinese medicine, Epimedium sagittatum, also has shown prominent results as well. To developed new PDE-5 inhibitors, we performed a virtual screening of traditional Chinese medicine (TCM) database and docking analyses to identify candidates. Known PDE-5 inhibitors were used to construct a three dimensional quantitative structure-activity relationship (3D QSAR) model by HypoGen program. From docking analyses, Isochlorogenic acid B was identified as the most potential inhibitory compound. De novo evolution designed 47 derivatives. Of the 47 derivatives, seven were able to map into the pharmacophore model, and these seven compounds were suggested to be the most promising leads for inhibiting PDE-5. An analysis of the hydrogen bond interactions formed between the docked ligands and PDE-5 identified ASN662, SER663 and GLN817 as the most frequently interacting residues. A total of eight novel leading compounds were identified to have favorable interaction with PDE-5. These compounds all had hydrogen bond interactions with three key residues that could be further investigated for understanding of PDE-5 and ligands interaction.

The activity-integrated method for quality assessment of reduning injection by on-line DPPH-CE-DAD.[Pubmed:25181475]

PLoS One. 2014 Sep 2;9(9):e106254.

A sensitive on-line DPPH-CE-DAD method was developed and validated for both screening and determining the concentration of seven antioxidants of Reduning injection. The pH and concentrations of buffer solution, SDS, beta-CD and organic modifier were studied for the detection of DPPH and seven antioxidants. By on-line mixing DPPH and sample solution, a DPPH-CE method for testing the antioxidant activity of the complex matrix was successfully established and used to screen the antioxidant components of Reduning injection. Then, antioxidant components including caffeic acid, isochlorogenic acid A, Isochlorogenic acid B, isochlorogenic acid C, chlorogenic acid, neochlorogenic acid and cryptochlorogenic acid were quantified by the newly established CE-DAD method. Finally, the total antioxidant activity and the multiple active components were selected as markers to evaluate the quality of Reduning injection. The results demonstrated that the on-line DPPH-CE-DAD method was reagent-saving, rapid and feasible for on-line simultaneous determination of total pharmacological activity and contents of multi-components samples. It was also a powerful method for evaluating the quality control and mechanism of action of TCM injection.

Description

3,4-Dicaffeoylquinic acid is a reference substance of a common phytochemical found in Echinacea (Echinacea sp.

Keywords:

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