Home >> Research Area >>Natural Products>>Phenylpropanoids>> 3,4,5-Tricaffeoylquinic acid

3,4,5-Tricaffeoylquinic acid

CAS# 86632-03-3

3,4,5-Tricaffeoylquinic acid

Catalog No. BCN2384----Order now to get a substantial discount!

Product Name & Size Price Stock
3,4,5-Tricaffeoylquinic acid: 5mg Please Inquire In Stock
3,4,5-Tricaffeoylquinic acid: 10mg Please Inquire In Stock
3,4,5-Tricaffeoylquinic acid: 20mg Please Inquire Please Inquire
3,4,5-Tricaffeoylquinic acid: 50mg Please Inquire Please Inquire
3,4,5-Tricaffeoylquinic acid: 100mg Please Inquire Please Inquire
3,4,5-Tricaffeoylquinic acid: 200mg Please Inquire Please Inquire
3,4,5-Tricaffeoylquinic acid: 500mg Please Inquire Please Inquire
3,4,5-Tricaffeoylquinic acid: 1000mg Please Inquire Please Inquire

Quality Control of 3,4,5-Tricaffeoylquinic acid

Number of papers citing our products

Chemical structure

3,4,5-Tricaffeoylquinic acid

3D structure

Chemical Properties of 3,4,5-Tricaffeoylquinic acid

Cas No. 86632-03-3 SDF Download SDF
PubChem ID 6440783 Appearance Powder
Formula C34H30O15 M.Wt 678.59
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (3R,5R)-3,4,5-tris[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]-1-hydroxycyclohexane-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)OC(=O)C=CC4=CC(=C(C=C4)O)O
Standard InChIKey OAFXTKGAKYAFSI-JFPZSYFPSA-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 3,4,5-Tricaffeoylquinic acid

The herbs of Xanthium sibiricum Patrin

Biological Activity of 3,4,5-Tricaffeoylquinic acid

Description3,4,5-Tricaffeoylquinic acid may attenuate the TNF-α- and LPS-stimulated production of inflammatory mediators in keratinocytes by suppressing the Toll-like receptor 4 expression-mediated activation of the Akt, ERK and NF-ĸB pathways, it may exert an inhibitory effect against the pro-inflammatory mediator-induced skin disease. 3,4,5-Tricaffeoylquinic acid may attenuate the proteasome inhibitor-induced programmed cell death in PC12 cells by suppressing the activation of the mitochondrial pathway and the caspase-8- and Bid-dependent pathways, the effect be attributed to its inhibitory effect on the formation of reactive oxygen species and depletion of GSH.
TargetsHIV | TNF-α | Akt | NF-kB | Beta Amyloid | Bcl-2/Bax | p53 | Caspase | p53 | IL Receptor | ERK
In vitro

3,4,5-Tricaffeoylquinic acid inhibits tumor necrosis factor-α-stimulated production of inflammatory mediators in keratinocytes via suppression of Akt- and NF-κB-pathways.[Pubmed: 21704193]

Int Immunopharmacol. 2011 Nov;11(11):1715-23.

Keratinocytes may play an important role in the pathogenesis of skin disease in atopic dermatitis. Caffeoyl derivatives are demonstrated to have anti-inflammatory and anti-oxidant effects. However, the effect of 3,4,5-Tricaffeoylquinic acid prepared from Aconium koreanum on the pro-inflammatory cytokine-stimulated keratinocyte responses remains uncertain.
METHODS AND RESULTS:
In human keratinocytes, we investigated the effect of 3,4,5-Tricaffeoylquinic acid on the tumor necrosis factor (TNF)-α-stimulated production of inflammatory mediators in relation to the nuclear factor (NF)-κB and cell signaling Akt, which regulates the transcription genes involved in immune and inflammatory responses. 3,4,5-Tricaffeoylquinic acid inhibited the TNF-α-stimulated production of cytokines (IL-1β and IL-8) and chemokine (CCL17 and CCL27) in keratinocytes. Bay 11-7085 (an inhibitor of NF-κB activation) and Akt inhibitor attenuated the TNF-α-induced formation of inflammatory mediators. 3,4,5-Tricaffeoylquinic acid, Bay 11-7085, Akt inhibitor and N-acetylcysteine inhibited the TNF-α-induced activation of NF-κB, activation of Akt, and formation of reactive oxygen and nitrogen species. The results show that 3,4,5-Tricaffeoylquinic acid seems to attenuate the TNF-α-stimulated inflammatory mediator production in keratinocytes by suppressing the activation of Akt and NF-κB pathways which may be mediated by reactive oxygen species.
CONCLUSIONS:
The findings suggest that 3,4,5-Tricaffeoylquinic acid may exert an inhibitory effect against the pro-inflammatory mediator-induced skin disease.

3,4,5-tricaffeoylquinic Acid inhibits the lipopolysaccharide-stimulated production of inflammatory mediators in keratinocytes.[Pubmed: 22947851 ]

Pharmacology. 2012;90(3-4):183-92.

Microbial product lipopolysaccharide (LPS) has been shown to be involved in the pathogenesis of inflammatory skin diseases. Caffeoyl derivatives have demonstrated anti-inflammatory and antioxidant effects. However, the effect of 3,4,5-Tricaffeoylquinic acid (3,4,5-triCQA) on the production of microbial product-induced inflammatory mediators in keratinocytes has not yet been studied.
METHODS AND RESULTS:
Using human keratinocytes, we investigated the effect of 3,4,5-Tricaffeoylquinic acid on the LPS-stimulated production of inflammatory mediators in relation to the nuclear factor (NF)-ĸB, Akt and ERK pathways. 3,4,5-Tricaffeoylquinic acid inhibited the LPS-induced expression of Toll-like receptor 4, and the production of cytokines and chemokines in keratinocytes. 3,4,5-Tricaffeoylquinic acid, Bay 11-7085, Aĸt inhibitor and ERK inhibitor each attenuated the LPS-induced production of inflammatory mediators by inhibiting the NF-ĸB, Akt and ERK pathways.
CONCLUSIONS:
3,4,5-Tricaffeoylquinic acid may attenuate the LPS-stimulated production of inflammatory mediators in keratinocytes by suppressing the Toll-like receptor 4 expression-mediated activation of the Akt, ERK and NF-ĸB pathways. 3,4,5-Tricaffeoylquinic acid may exert a preventive effect against microbial product-induced inflammatory skin diseases.

Protocol of 3,4,5-Tricaffeoylquinic acid

Kinase Assay

3,4,5-tricaffeoylquinic acid attenuates proteasome inhibition-mediated programmed cell death in differentiated PC12 cells.[Pubmed: 24825618]

Neurochem Res. 2014 Aug;39(8):1416-25.

The dysfunction of the proteasome system is suggested to be implicated in neuronal degeneration. Caffeoylquinic acid derivatives have demonstrated anti-oxidant and anti-inflammatory effects. However, the effect of 3,4,5-Tricaffeoylquinic acid on the neuronal cell death induced by proteasome inhibition has not been studied.
METHODS AND RESULTS:
Therefore, in the respect of cell death process, we assessed the effect of 3,4,5-Tricaffeoylquinic acid on the proteasome inhibition-induced programmed cell death using differentiated PC12 cells. The proteasome inhibitors MG132 and MG115 induced a decrease in Bid, Bcl-2, and survivin protein levels, an increase in Bax, loss of the mitochondrial transmembrane potential, cytochrome c release, activation of caspases (-8, -9 and -3), and an increase in the tumor suppressor p53 levels. Treatment with 3,4,5-Tricaffeoylquinic acid attenuated the proteasome inhibitor-induced changes in the programmed cell death-related protein levels, formation of reactive oxygen species, GSH depletion and cell death.
CONCLUSIONS:
The results show that 3,4,5-Tricaffeoylquinic acid may attenuate the proteasome inhibitor-induced programmed cell death in PC12 cells by suppressing the activation of the mitochondrial pathway and the caspase-8- and Bid-dependent pathways. The preventive effect of 3,4,5-Tricaffeoylquinic acid appears to be attributed to its inhibitory effect on the formation of reactive oxygen species and depletion of GSH.

3,4,5-Tricaffeoylquinic acid Dilution Calculator

Concentration (start)
x
Volume (start)
=
Concentration (final)
x
Volume (final)
 
 
 
C1
V1
C2
V2

calculate

3,4,5-Tricaffeoylquinic acid Molarity Calculator

Mass
=
Concentration
x
Volume
x
MW*
 
 
 
g/mol

calculate

Preparing Stock Solutions of 3,4,5-Tricaffeoylquinic acid

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.4736 mL 7.3682 mL 14.7364 mL 29.4729 mL 36.8411 mL
5 mM 0.2947 mL 1.4736 mL 2.9473 mL 5.8946 mL 7.3682 mL
10 mM 0.1474 mL 0.7368 mL 1.4736 mL 2.9473 mL 3.6841 mL
50 mM 0.0295 mL 0.1474 mL 0.2947 mL 0.5895 mL 0.7368 mL
100 mM 0.0147 mL 0.0737 mL 0.1474 mL 0.2947 mL 0.3684 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.

Organizitions Citing Our Products recently

 
 
 

Calcutta University

University of Minnesota

University of Maryland School of Medicine

University of Illinois at Chicago

The Ohio State University

University of Zurich

Harvard University

Colorado State University

Auburn University

Yale University

Worcester Polytechnic Institute

Washington State University

Stanford University

University of Leipzig

Universidade da Beira Interior

The Institute of Cancer Research

Heidelberg University

University of Amsterdam

University of Auckland
TsingHua University
TsingHua University
The University of Michigan
The University of Michigan
Miami University
Miami University
DRURY University
DRURY University
Jilin University
Jilin University
Fudan University
Fudan University
Wuhan University
Wuhan University
Sun Yat-sen University
Sun Yat-sen University
Universite de Paris
Universite de Paris
Deemed University
Deemed University
Auckland University
Auckland University
The University of Tokyo
The University of Tokyo
Korea University
Korea University
Featured Products
New Products
 

References on 3,4,5-Tricaffeoylquinic acid

3,4,5-Tricaffeoylquinic acid inhibits tumor necrosis factor-alpha-stimulated production of inflammatory mediators in keratinocytes via suppression of Akt- and NF-kappaB-pathways.[Pubmed:21704193]

Int Immunopharmacol. 2011 Nov;11(11):1715-23.

Keratinocytes may play an important role in the pathogenesis of skin disease in atopic dermatitis. Caffeoyl derivatives are demonstrated to have anti-inflammatory and anti-oxidant effects. However, the effect of 3,4,5-Tricaffeoylquinic acid prepared from Aconium koreanum on the pro-inflammatory cytokine-stimulated keratinocyte responses remains uncertain. In human keratinocytes, we investigated the effect of 3,4,5-Tricaffeoylquinic acid on the tumor necrosis factor (TNF)-alpha-stimulated production of inflammatory mediators in relation to the nuclear factor (NF)-kappaB and cell signaling Akt, which regulates the transcription genes involved in immune and inflammatory responses. 3,4,5-Tricaffeoylquinic acid inhibited the TNF-alpha-stimulated production of cytokines (IL-1beta and IL-8) and chemokine (CCL17 and CCL27) in keratinocytes. Bay 11-7085 (an inhibitor of NF-kappaB activation) and Akt inhibitor attenuated the TNF-alpha-induced formation of inflammatory mediators. 3,4,5-Tricaffeoylquinic acid, Bay 11-7085, Akt inhibitor and N-acetylcysteine inhibited the TNF-alpha-induced activation of NF-kappaB, activation of Akt, and formation of reactive oxygen and nitrogen species. The results show that 3,4,5-Tricaffeoylquinic acid seems to attenuate the TNF-alpha-stimulated inflammatory mediator production in keratinocytes by suppressing the activation of Akt and NF-kappaB pathways which may be mediated by reactive oxygen species. The findings suggest that 3,4,5-Tricaffeoylquinic acid may exert an inhibitory effect against the pro-inflammatory mediator-induced skin disease.

3,4,5-tricaffeoylquinic Acid inhibits the lipopolysaccharide-stimulated production of inflammatory mediators in keratinocytes.[Pubmed:22947851]

Pharmacology. 2012;90(3-4):183-92.

BACKGROUND AND PURPOSE: Microbial product lipopolysaccharide (LPS) has been shown to be involved in the pathogenesis of inflammatory skin diseases. Caffeoyl derivatives have demonstrated anti-inflammatory and antioxidant effects. However, the effect of 3,4,5-Tricaffeoylquinic acid (3,4,5-triCQA) on the production of microbial product-induced inflammatory mediators in keratinocytes has not yet been studied. EXPERIMENTAL APPROACH: Using human keratinocytes, we investigated the effect of 3,4,5-triCQA on the LPS-stimulated production of inflammatory mediators in relation to the nuclear factor (NF)-kB, Akt and ERK pathways. RESULTS: 3,4,5-triCQA inhibited the LPS-induced expression of Toll-like receptor 4, and the production of cytokines and chemokines in keratinocytes. 3,4,5-triCQA, Bay 11-7085, Akt inhibitor and ERK inhibitor each attenuated the LPS-induced production of inflammatory mediators by inhibiting the NF-kB, Akt and ERK pathways. CONCLUSIONS AND IMPLICATIONS: 3,4,5-triCQA may attenuate the LPS-stimulated production of inflammatory mediators in keratinocytes by suppressing the Toll-like receptor 4 expression-mediated activation of the Akt, ERK and NF-kB pathways. 3,4,5-triCQA may exert a preventive effect against microbial product-induced inflammatory skin diseases.

3,4,5-tricaffeoylquinic acid attenuates proteasome inhibition-mediated programmed cell death in differentiated PC12 cells.[Pubmed:24825618]

Neurochem Res. 2014 Aug;39(8):1416-25.

The dysfunction of the proteasome system is suggested to be implicated in neuronal degeneration. Caffeoylquinic acid derivatives have demonstrated anti-oxidant and anti-inflammatory effects. However, the effect of 3,4,5-Tricaffeoylquinic acid on the neuronal cell death induced by proteasome inhibition has not been studied. Therefore, in the respect of cell death process, we assessed the effect of 3,4,5-Tricaffeoylquinic acid on the proteasome inhibition-induced programmed cell death using differentiated PC12 cells. The proteasome inhibitors MG132 and MG115 induced a decrease in Bid, Bcl-2, and survivin protein levels, an increase in Bax, loss of the mitochondrial transmembrane potential, cytochrome c release, activation of caspases (-8, -9 and -3), and an increase in the tumor suppressor p53 levels. Treatment with 3,4,5-Tricaffeoylquinic acid attenuated the proteasome inhibitor-induced changes in the programmed cell death-related protein levels, formation of reactive oxygen species, GSH depletion and cell death. The results show that 3,4,5-Tricaffeoylquinic acid may attenuate the proteasome inhibitor-induced programmed cell death in PC12 cells by suppressing the activation of the mitochondrial pathway and the caspase-8- and Bid-dependent pathways. The preventive effect of 3,4,5-Tricaffeoylquinic acid appears to be attributed to its inhibitory effect on the formation of reactive oxygen species and depletion of GSH.

Keywords:

3,4,5-Tricaffeoylquinic acid,86632-03-3,Natural Products, buy 3,4,5-Tricaffeoylquinic acid , 3,4,5-Tricaffeoylquinic acid supplier , purchase 3,4,5-Tricaffeoylquinic acid , 3,4,5-Tricaffeoylquinic acid cost , 3,4,5-Tricaffeoylquinic acid manufacturer , order 3,4,5-Tricaffeoylquinic acid , high purity 3,4,5-Tricaffeoylquinic acid

Online Inquiry for:

      Fill out the information below

      • Size:Qty: - +

      * Required Fields

                                      Result: