Isochlorogenic acid ACAS# 2450-53-5 |
- IsochlorogenicacidA 3,5-Dicaffeoylquinicacid
Catalog No.:BCX0962
CAS No.:89919-62-0
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 2450-53-5 | SDF | Download SDF |
| PubChem ID | 6474310 | Appearance | White-pale yellow powder |
| Formula | C25H24O12 | M.Wt | 516.45 |
| Type of Compound | Phenylpropanoids | Storage | Desiccate at -20°C |
| Synonyms | 3,5-CQA; Isochlorogenic acid A;89919-62-0;879305-14-3;3,5-Dicaffeoyl-epi-quinic acid | ||
| Solubility | DMSO : ≥ 50 mg/mL (96.81 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | (3R,5R)-3,5-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1,4-dihydroxycyclohexane-1-carboxylic acid | ||
| SMILES | C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)OC(=O)C=CC3=CC(=C(C=C3)O)O | ||
| Standard InChIKey | KRZBCHWVBQOTNZ-RDJMKVHDSA-N | ||
| Standard InChI | InChI=1S/C25H24O12/c26-15-5-1-13(9-17(15)28)3-7-21(30)36-19-11-25(35,24(33)34)12-20(23(19)32)37-22(31)8-4-14-2-6-16(27)18(29)10-14/h1-10,19-20,23,26-29,32,35H,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. |
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| 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. |
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| 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. | ||
| Description | Isochlorogenic acid A has antiviral, antioxidant, hepatoprotective and potent anti-hepatitis B activities. |
| Targets | HBV | HO-1 |
| In vitro | Hepatoprotective and antiviral properties of isochlorogenic acid A from Laggera alata against hepatitis B virus infection.[Pubmed: 22982394]J Ethnopharmacol. 2012 Oct 31;144(1):190-4.The aim of this study was to determine the anti-hepatitis B effect of Isochlorogenic acid A isolated from Laggera alata (Asteraceae), a traditional Chinese herbal medicine.
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| 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]
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Isochlorogenic acid A Dilution Calculator
Isochlorogenic acid A Molarity Calculator
| 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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3,5-Dicaffeoylquinic acid is an isolated compound from Artemisia argyi; its ester derivatives exert anti-leucyl-tRNA synthetase of Giardia lamblia (GlLeuRS) and potential anti-giardial effects.
References:
[1]. Zhang YH, et al. 3,5-Dicaffeoylquinic acid isolated from Artemisia argyi and its ester derivatives exert anti-leucyl-tRNA synthetase of Giardia lamblia (GlLeuRS) and potential anti-giardial effects. Fitoterapia. 2012 Oct;83(7):1281-5.
[2]. Malarz J, et al. Long-term cultured hairy roots of chicory-a rich source of hydroxycinnamates and 8-deoxylactucin glucoside. Appl Biochem Biotechnol. 2013 Dec;171(7):1589-601.
[3]. Wan C, et al. Isolation and identification of phenolic compounds from Gynura divaricata leaves. Pharmacogn Mag. 2011 Apr;7(26):101-8.
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Hepatoprotective and antiviral properties of isochlorogenic acid A from Laggera alata against hepatitis B virus infection.[Pubmed:22982394]
J Ethnopharmacol. 2012 Oct 31;144(1):190-4.
ETHNOPHARMACOLOGICAL RELEVANCE: The aim of this study was to determine the anti-hepatitis B effect of Isochlorogenic acid A isolated from Laggera alata (Asteraceae), a traditional Chinese herbal medicine. MATERIALS AND METHODS: The anti-hepatitis B activity of Isochlorogenic acid A was evaluated by the D-galactosamine (D-GalN)-induced HL-7702 hepatocyte damage model and the HBV-transfected HepG2.2.15 cells. RESULTS: Isochlorogenic acid A significantly improved HL-7702 hepatocyte viability and markedly inhibited the productions of HBsAg and HBeAg. The inhibitory rates of Isochlorogenic acid A on the HBsAg and HBeAg expressions were 86.9% and 72.9%, respectively. In addition, Isochlorogenic acid A declined markedly the content of hepatitis B virus covalently closed circular DNA (HBV cccDNA) and induced significantly the heme oxygenase-1 (HO-1) expression in HepG2.2.15 cells. CONCLUSIONS: Isochlorogenic acid A was verified to possess the potent anti-hepatitis B activity. The anti-HBV target of Isochlorogenic acid A is probably associated with blocking the translation step of the HBV replication. Overexpression of HO-1 may contribute to the anti-HBV activity of Isochlorogenic acid A by reducing the stability of the HBV core protein and thus blocking the refill of nuclear HBV cccDNA. Additionally, the hepatoprotective effect of Isochlorogenic acid A could be achieved by its antioxidative property and induction of HO-1.
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.
