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Caftaric acid

Cat No.:V29663 Purity: ≥98%
Caftaric acid is a natural compound.
Caftaric acid
Caftaric acid Chemical Structure CAS No.: 67879-58-7
Product category: Plants
This product is for research use only, not for human use. We do not sell to patients.
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25mg
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Product Description
Caftaric acid is a natural compound.
Caftaric acid (CAS 67879-58-7) is a hydroxycinnamic acid and a tartaric acid ester form of caffeic acid. With a molecular formula of C₁₃H₁₂O₉ and a molecular weight of 312.23 g/mol, this phenolic acid is a major dietary polyphenol present in various foods. Caftaric acid is an inhibitor of the protein-protein interactions mediated by the Src-family kinases and has anti-mutagenicity. It exhibits potent antioxidant, anti-inflammatory, and anti-carcinogenic properties, making it a valuable tool for biomedical and nutraceutical research. The compound is widely studied for its ability to scavenge free radicals, protect against oxidative stress, and modulate cellular signaling pathways. It has been reported in Vitis longii, Hydrastis canadensis, and other organisms. It is also a metabolite found in or produced by Saccharomyces cerevisiae.
Biological Activity I Assay Protocols (From Reference)
Targets
Caftaric acid targets multiple pathways involved in oxidative stress, inflammation, and cancer. It inhibits protein-protein interactions mediated by Src-family kinases. Its antioxidant activity is attributed to its ability to scavenge free radicals and protect against oxidative stress. Its anti-inflammatory effects are mediated through the modulation of cellular signaling pathways. The compound's anti-carcinogenic properties suggest potential for cancer prevention. Its ability to inhibit Src-family kinases indicates potential for modulating cell signaling pathways involved in proliferation and survival.
ln Vitro
In vitro studies have demonstrated that caftaric acid exhibits potent antioxidant, anti-inflammatory, and anti-carcinogenic properties. It scavenges free radicals and protects against oxidative stress in various cell-based models. The compound inhibits protein-protein interactions mediated by Src-family kinases. It has anti-mutagenicity. Its ability to modulate cellular signaling pathways contributes to its biological activities. The compound's activity profile makes it a valuable tool for studying oxidative stress, inflammation, and cancer.
ln Vivo
In vivo, caftaric acid has been shown to prevent liver toxicity and oxidative stress when administered before methamphetamine injections. Its antioxidant and anti-inflammatory properties suggest potential therapeutic applications in various diseases. However, comprehensive in vivo efficacy and safety studies are needed to fully evaluate its therapeutic potential. The compound's natural occurrence in various foods supports its potential as a nutraceutical agent.
Enzyme Assay
In vitro non-cell enzyme assays for caftaric acid typically involve measuring its antioxidant activity using DPPH, ABTS, or FRAP assays. The compound is incubated with the radical-generating system, and the decrease in absorbance is measured spectrophotometrically to calculate the scavenging activity and IC₅₀ values. The inhibition of Src-family kinase-mediated protein-protein interactions can be assessed using cell-free assays with purified proteins. These assays provide quantitative data on the compound's direct effects on its molecular targets.
Cell Assay
In vitro cell-based assays for caftaric acid use various cell lines to study its biological activities. For antioxidant studies, cells are exposed to oxidative stress (e.g., H₂O₂) and treated with caftaric acid, and parameters such as cell viability (MTT or CCK-8 assays), reactive oxygen species levels (DCFH-DA staining), and antioxidant enzyme activities are assessed. For anti-inflammatory studies, macrophages or other immune cells stimulated with LPS are used, and the production of inflammatory cytokines is measured by ELISA. For anti-carcinogenic studies, cancer cell lines are used, and cell proliferation and apoptosis are assessed.
Animal Protocol
In vivo animal studies for caftaric acid would likely employ models of oxidative stress, inflammation, and cancer. For antioxidant studies, models such as methamphetamine-induced liver toxicity are used, and parameters such as liver function markers, oxidative stress markers, and histopathology of liver tissues are assessed. For anti-inflammatory studies, standard models such as carrageenan-induced paw edema are used. For anti-carcinogenic studies, models of chemical carcinogenesis are used, and the incidence and size of tumors are assessed. Pharmacokinetic studies in these models provide information about the compound's absorption, distribution, metabolism, and excretion.
ADME/Pharmacokinetics
Caftaric acid has a molecular weight of 312.23 g/mol and a molecular formula of C₁₃H₁₂O₉. It is a hydroxycinnamic acid and a tartaric acid ester form of caffeic acid. The compound is a major dietary polyphenol present in various foods. It has been reported in Vitis longii, Hydrastis canadensis, and other organisms. It is also a metabolite found in or produced by Saccharomyces cerevisiae. The compound should be stored under appropriate conditions as recommended by the manufacturer. Detailed pharmacokinetic parameters have not been extensively characterized.
Toxicity/Toxicokinetics
The toxicity profile of caftaric acid has not been comprehensively evaluated in published studies. As a natural polyphenol found in various foods, it is generally considered to have low toxicity. The compound's ability to prevent liver toxicity and oxidative stress suggests a protective rather than toxic effect. The compound is classified as a research reagent and is not intended for human therapeutic use without further safety evaluation. Standard laboratory safety precautions should be followed when handling the compound.
References

[1]. Enhanced production of caftaric acid, chlorogenic acid and cichoric acid in suspension cultures of Echinacea purpurea by the manipulation of incubation temperature and photoperiod. Biochemical Engineering Journal Volume 36, Issue 3, 1.

[2]. Trousdale E., Caftaric acid disappearance and conversion to products of enzymic oxidation in grape must and wine. American Journal Of Enology & Viticulture, 1985, 50-56.

Additional Infomation
Caffeic acid is a hydroxycinnamic acid. It has been reported to be found in grapes (Vitis longii), Canadian ginseng (Hydrastis canadensis), and other organisms with relevant data. Caffeic acid is a metabolite found in or produced by the yeast Saccharomyces cerevisiae.
Caftaric acid is a hydroxycinnamic acid and a tartaric acid ester form of caffeic acid. It is a major dietary polyphenol present in various foods. The compound is an inhibitor of protein-protein interactions mediated by Src-family kinases and has anti-mutagenicity. It exhibits potent antioxidant, anti-inflammatory, and anti-carcinogenic properties. Caftaric acid is widely studied for its ability to scavenge free radicals, protect against oxidative stress, and modulate cellular signaling pathways. It has been reported in Vitis longii, Hydrastis canadensis, and other organisms. Not approved for clinical use; intended for research purposes only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C13H12O9
Molecular Weight
312.2290
Exact Mass
312.048
CAS #
67879-58-7
PubChem CID
6440397
Appearance
Off-white to yellow solid
Density
1.7±0.1 g/cm3
Boiling Point
618.2±55.0 °C at 760 mmHg
Melting Point
124-125ºC
Flash Point
236.3±25.0 °C
Vapour Pressure
0.0±1.9 mmHg at 25°C
Index of Refraction
1.694
LogP
1.14
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
7
Heavy Atom Count
22
Complexity
458
Defined Atom Stereocenter Count
2
SMILES
O(C(/C(/[H])=C(\[H])/C1C([H])=C([H])C(=C(C=1[H])O[H])O[H])=O)[C@@]([H])(C(=O)O[H])[C@]([H])(C(=O)O[H])O[H]
InChi Key
SWGKAHCIOQPKFW-JTNORFRNSA-N
InChi Code
InChI=1S/C13H12O9/c14-7-3-1-6(5-8(7)15)2-4-9(16)22-11(13(20)21)10(17)12(18)19/h1-5,10-11,14-15,17H,(H,18,19)(H,20,21)/b4-2+/t10-,11-/m1/s1
Chemical Name
(2R,3R)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy-3-hydroxybutanedioic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~50 mg/mL (~160.14 mM)
H2O : ~50 mg/mL (~160.14 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (8.01 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.01 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (8.01 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.


Solubility in Formulation 4: 25 mg/mL (80.07 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2028 mL 16.0138 mL 32.0277 mL
5 mM 0.6406 mL 3.2028 mL 6.4055 mL
10 mM 0.3203 mL 1.6014 mL 3.2028 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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