Chlorogenic acid CAS NO.327-97-9

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ProName: Chlorogenic acid
CasNo: 327-97-9
Molecular Formula: C16H18O9=354.31
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 Chlorogenic acid

Cas No.	327-97-9	SDF
PubChem ID	1794427	Appearance	White powder
Formula	C₁₆H₁₈O₉	M.Wt	354.31
Type of Compound	Phenylpropanoids	Storage	Desiccate at -20°C
Synonyms	3-O-Caffeoylquinic acid; Heriguard; NSC-407296
Solubility	DMSO : ≥ 32 mg/mL (90.32 mM) *"≥" means soluble, but saturation unknown.
Chemical Name	(1S,3R,4R,5R)-3-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-1,4,5-trihydroxycyclohexane-1-carboxylic acid
SMILES	C1C(C(C(CC1(C(=O)O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O
Standard InChIKey	CWVRJTMFETXNAD-JUHZACGLSA-N
Standard InChI	InChI=1S/C16H18O9/c17-9-3-1-8(5-10(9)18)2-4-13(20)25-12-7-16(24,15(22)23)6-11(19)14(12)21/h1-5,11-12,14,17-19,21,24H,6-7H2,(H,22,23)/b4-2+/t11-,12-,14-,16+/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 Chlorogenic acid

1 Acer sp. 2 Achyrocline sp. 3 Akebia sp. 4 Angelica sp. 5 Antennaria sp. 6 Apium sp. 7 Aralia sp. 8 Arctium sp. 9 Argyreia sp. 10 Aristolochia sp. 11 Arnica sp. 12 Artemisia sp. 13 Asclepias sp. 14 Berberis sp. 15 Betula sp. 16 Bupleurum sp. 17 Calluna sp. 18 Camellia sp. 19 Carum sp. 20 Cichorium sp. 21 Cimicifuga sp. 22 Cirsium sp. 23 Coccinia sp. 24 Coffea sp. 25 Corylus sp. 26 Crataegus sp. 27 Cyamopsis sp. 28 Cynara sp. 29 Echinacea sp. 30 Eleutherococcus sp. 31 Euphorbia sp. 32 Fagopyrum sp. 33 Fallopia sp. 34 Foeniculum sp. 35 Galium sp. 36 Gossypium sp. 37 Gypsophila sp. 38 Haematoxylum sp. 39 Hedera sp. 40 Humulus sp. 41 Hydrophyllum sp. 42 Hypericum sp. 43 Ilex sp. 44 Inula sp. 45 Knautia sp. 46 Lamium sp. 47 Linum sp. 48 Lithospermum sp. 49 Lycopodium sp. 50 Lycopus sp. 51 Mahonia sp. 52 Manihot sp. 53 Maytenus sp. 54 Melissa sp. 55 Mentzelia sp. 56 Orchis sp. 57 Persicaria sp. 58 Pimpinella sp. 59 Plantago sp. 60 Polygonum sp. 61 Potentilla sp. 62 Punica sp. 63 Ricinus sp. 64 Salix sp. 65 Salvia sp. 66 Sambucus sp. 67 Sapium sp. 68 Solidago sp. 69 Sorbus sp. 70 Strychnos sp. 71 Tanacetum sp. 72 Theobroma sp. 73 Tilia sp. 74 Trigonella sp. 75 Tropaeolum sp. 76 Urtica sp. 77 Vaccinium sp. 78 Valeriana sp. 79 Verbascum sp. 80 Veronica sp. 81 Viburnum sp. 82 Vincetoxicum sp. 83 Vitis sp. 84 Zanthoxylum sp.

Biological Activity of Chlorogenic acid

Description	Chlorogenic acid, a phenolic compound found ubiquitously in plants, is an antioxidant and metal chelator, it has antiviral activity by inhibiting HBV replication, it inhibits the inflammatory reaction in HSE via the suppression of TLR2/TLR9-Myd88 signaling pathways. Some derivatives of chlorogenic acid are hypoglycemic agents and may affect lipid metabolism, chlorogenic acid can improve glucose tolerance, decrease some plasma and liver lipids, and improve mineral pool distribution in vivo.
Targets	HBV \| PEG \| NO \| NOS \| ERK \| ROS \| COX
In vitro	Chlorogenic acid enhances the effects of 5-fluorouracil in human hepatocellular carcinoma cells through the inhibition of extracellular signal-regulated kinases.[Pubmed: 25714249] Anticancer Drugs. 2015 Feb 24. There is an urgent need to search for novel chemosensitizers in the field of cancer therapy. Chlorogenic acid (CGA), a type of polyphenol present in the diet, has many biological activities. METHODS AND RESULTS: The present study is designed to explore the influence of CGA on the effects of 5-fluorouracil (5-FU) on human hepatocellular carcinoma cells (HepG2 and Hep3B). Treatment with 5-FU induced the inhibition of hepatocellular carcinoma cells' proliferation, and the combined treatment with CGA enhanced this inhibition. 5-FU also increased the production of reactive oxygen species (ROS). The combination of 5-FU and CGA led to a more prominent production of ROS and significantly inactivated ERK1/2, although CGA and 5-FU exerted no significant changes when used alone. A previous report has shown that ROS are upstream mediators that inactivate ERK in hepatocellular carcinoma cells. Combined with our results, this indicates that the combination of 5-FU and CGA leads to the inactivation of ERK through the overproduction of ROS. This mediates the enhancement of 5-FU-induced inhibition of hepatocellular carcinoma cells' proliferation, that is, CGA sensitizes hepatocellular carcinoma cells to 5-FU treatment by the suppression of ERK activation through the overproduction of ROS. CONCLUSIONS: CGA has shown potential as a chemosensitizer of 5-FU chemotherapy in hepatocellular carcinoma.
In vivo	In vitro and in vivo antioxidant properties of chlorogenic acid and caffeic acid.[Pubmed: 20933071 ] Int J Pharm. 2011 Jan 17;403(1-2):136-8. Dietary polyphenols are thought to be beneficial for human health as antioxidants. Coffee beans contain a common polyphenol, Chlorogenic acid. Chlorogenic acid is the ester of caffeic acid and quinic acid. Although these polyphenols have received much attention, there is little evidence indicating a relationship between the effect and the rate of absorption. METHODS AND RESULTS: In this study, we focused on the beneficial effects of Chlorogenic acid and caffeic acid, a major metabolite of Chlorogenic acid. We carried out in vitro and in vivo experiments. In the in vitro study, caffeic acid had stronger antioxidant activity than that of Chlorogenic acid. The uptake of Chlorogenic acid by Caco-2 cells was much less than that of caffeic acid. The physiological importance of an orally administered compound depends on its availability for intestinal absorption and subsequent interaction with target tissues. We then used an intestinal ischemia-reperfusion model to evaluate antioxidant activities in vivo. CONCLUSIONS: We found that both Chlorogenic acid and caffeic acid had effects on intestinal ischemia-reperfusion injury. Since caffeic acid has a stronger antioxidant activity than that of Chlorogenic acid and Chlorogenic acid is hydrolyzed into caffeic acid in the intestine, it is possible that caffeic acid plays a major role in the protective effect of Chlorogenic acid against ischemia-reperfusion injury. Chlorogenic acid modifies plasma and liver concentrations of: cholesterol, triacylglycerol, and minerals in (fa/fa) Zucker rats.[Pubmed: 12550056] J Nutr Biochem. 2002 Dec;13(12):717-726. Chlorogenic acid, a phenolic compound found ubiquitously in plants, is an in vitro antioxidant and metal chelator. Some derivatives of Chlorogenic acid are hypoglycemic agents and may affect lipid metabolism. Concentrations of cholesterol and triacylglycerols are of interest due to their association with diseases such as non-insulin-dependent-diabetes- mellitus and obese insulin resistance. METHODS AND RESULTS: As little is known about the effects of Chlorogenic acid in vivo, studies using obese, hyperlipidemic, and insulin resistant (fa/fa) Zucker rats were conducted to test the effect of Chlorogenic acid on fasting plasma glucose, plasma and liver triacylglycerols and cholesterol concentrations. Aditionally, the effects of Chlorogenic acid on selected mineral concentrations in plasma, spleen, and liver were determined. Rats were implanted with jugular vein catheters. Chlorogenic acid was infused (5 mg/Kg body weight/day) for 3 weeks via intravenous infusion. Chlorogenic acid did not promote sustained hypoglycemia and significantly lowered the postprandial peak response to a glucose challenge when compared to the same group of rats before Chlorogenic acid treatment. In Chlorogenic acid-treated rats, fasting plasma cholesterol and triacylglycerols concentrations significantly decreased by 44% and 58% respectively, as did in liver triacylglycerols concentrations (24%). We did not find differences (p > 0.05) in adipose triacylglycerols concentration. Significant differences (p < 0.05) in the plasma, liver, and spleen concentration of selected minerals were found in Chlorogenic acid-treated rats. CONCLUSIONS: In vivo, Chlorogenic acid was found to improve glucose tolerance, decreased some plasma and liver lipids, and improve mineral pool distribution under the conditions of this study.

Protocol of Chlorogenic acid

Kinase Assay

Chlorogenic acid suppresses interleukin-1β-induced inflammatory mediators in human chondrocytes.[Pubmed: 25674248]

Int J Clin Exp Pathol. 2014 Dec 1;7(12):8797-801.

We investigated the anti-inflammatory properties of Chlorogenic acid (CGA) in interleukin-1β-induced chondrocytes. The nitric oxide (NO) and prostaglandin E2 (PGE2) were detected by Griess and Enzyme-linked immunosorbent assay (ELISA) respectively. Quantitative real-time PCR and western blot were performed to measure the expression of inducible NO synthase (iNOS) and cyclooxygenase (COX)-2. Our results indicate that Chlorogenic acid inhibited the production of NO and PGE2 as well as the expression of iNOS and COX-2 in chondrocytes. Our data suggest that Chlorogenic acid possess potential value in the treatment of OA.

Cell Research

Involvement of TLR2 and TLR9 in the anti-inflammatory effects of chlorogenic acid in HSV-1-infected microglia.[Pubmed: 25744394]

Life Sci. 2015 Mar 2. pii: S0024-3205(15)00105-8.

There is no effective medication to date for herpes simplex virus encephalitis (HSE). In this study, we investigated the anti-inflammatory effect of Chlorogenic acid (CGA) on herpes simplex virus (HSV)-1-induced responses in BV2 microglia.
METHODS AND RESULTS:
The cellular model was established with BV2 cells stimulated by HSV-1 and then treated with CGA at different concentrations. Cell viability was assayed by the MTT assay. The mRNA expression of Toll-like receptor (TLR)-2, TLR9 and myeloid differentiation factor88 (Myd88) was assayed by real-time quantitative PCR, and the protein expression was assayed by flow cytometry or Western blotting. Tumor necrosis factor-α (TNF-α) and interleukin (IL)-6 were measured by ELISA as well as real-time quantitative PCR. Nuclear NF-κB p65 protein was assayed by Western blotting. The cell survival rate was significantly improved after CGA treatment, and CGA prevented increases in TLR2, TLR9 and Myd88 following HSV-1 challenge in BV2 cells both at the mRNA and protein levels. Moreover, CGA could attenuate HSV-induced TNF-α and IL-6 release into the supernatant. The mRNA levels of TNF-α and IL-6 were also significantly inhibited by CGA. The expression of NF-κB p65 increased significantly in the nucleus in HSV-1-stimulated microglia but could be reduced by CGA.
CONCLUSIONS:
CGA inhibits the inflammatory reaction in HSE via the suppression of TLR2/TLR9-Myd88 signaling pathways. CGA may serve as an anti-inflammatory agent and provide a new strategy for treating HSE.

Animal Research

Anti-hepatitis B virus activity of chlorogenic acid, quinic acid and caffeic acid in vivo and in vitro.[Pubmed: 19463857 ]

Antiviral Res. 2009 Aug;83(2):186-90.

Chlorogenic acid and its related compounds are abundant plant polyphenols that have a diverse antiviral activity.
METHODS AND RESULTS:
In this study, HepG2.2.15 cells and duck hepatitis B virus infection model were used as in vitro and in vivo models to evaluate their anti-HBV activity. In the cell model, all the three compounds inhibited HBV-DNA replication as well as HBsAg production. Chlorogenic acid and caffeic acid also reduced serum DHBV level in DHBV-infected duckling model. Moreover, the anti-HBV activity of crude extracts of coffee beans, which have a high content of Chlorogenic acid, was studied.
CONCLUSIONS:
Both the extracts of regular coffee and that of decaffeinated coffee showed inhibitory effect on HBV replication.

Preparing Stock Solutions of Chlorogenic acid

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.8224 mL	14.1119 mL	28.2239 mL	56.4477 mL	70.5597 mL
5 mM	0.5645 mL	2.8224 mL	5.6448 mL	11.2895 mL	14.1119 mL
10 mM	0.2822 mL	1.4112 mL	2.8224 mL	5.6448 mL	7.056 mL
50 mM	0.0564 mL	0.2822 mL	0.5645 mL	1.129 mL	1.4112 mL
100 mM	0.0282 mL	0.1411 mL	0.2822 mL	0.5645 mL	0.7056 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.