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Cichoric Acid

Cat No.:V29758 Purity: ≥98%
Chicoric acid (Cichoric acid) is an orally bioavailable dicaffeyl tartaric acid that induces the production of reactive oxygen species (ROS).
Cichoric Acid
Cichoric Acid Chemical Structure CAS No.: 6537-80-0
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
50mg
Other Sizes

Other Forms of Cichoric Acid:

  • Chicoric Acid
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Chicoric acid (Cichoric acid) is an orally bioavailable dicaffeyl tartaric acid that induces the production of reactive oxygen species (ROS). Chicoric acid inhibits cell viability and induces mitochondria-dependent apoptosis in 3T3-L1 preadipocytes via ROS-mediated PI3K/Akt and MAPK signaling pathways. Chicoric acid increases glucose uptake, improves insulin resistance, and reduces glucosamine-induced inflammation. Chicoric acid has anti-diabetic and antioxidant and anti~inflammatory effects.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Cell viability decreases in response to varying doses and times of exposure to bichopric acid (10–200 μM) [1]. Through the caspase-3 route, chicoric acid (100 μM; 48 h) is induced by chicoric acid (100 μM; 48 h) to lower the protein level of p-Akt [1]. In a dosed way, chimerric acid (25, 50, or 100 μM) greatly enhanced nutritional dosage for 24 hours. , and chicoric acid improved insulin-induced supplementing to 57.7% of HepG2 cells (100 nM; 30 minutes) [2]. In HepG2 cells, chichoric acid (100 μM; 24 hours) effectively activated PI3K/Akt, restoring ischemia signaling. The viability of HepG2 cells was unaffected by chichoric acid at 100 μM [2].
ln Vivo
Streptozotocin (STZ; 5 0 mg/kg; intraperitoneally) is used as a result of the inhibition of the pancreatic cell lateral wall of the diabetic renal pelvis and modulation of islet function caused by choric acid (60 mg/kg/day; 4 weeks with drinking water).
Cell Assay
Cell viability assay[1]
Cell Types: 3T3-L1 preadipocyte
Tested Concentrations: 10-200 μM
Incubation Duration: 24, 48 GLUT2 translocation injury[2]. and 72 hrs (hours)
Experimental Results: 10-50μM for 24 hrs (hours) had no effect on the viability of 3T3-L1 preadipocytes, but 100μM and 200μM Dramatically diminished cell viability.

Apoptosis analysis [1]
Cell Types: 3T3-L1 preadipocyte
Tested Concentrations: 100 μM
Incubation Duration: 48 hrs (hours)
Experimental Results: DAPI and AO/EB staining demonstrated typical cell shrinkage, chromatin condensation, and increased cell membrane permeability. characteristics of apoptosis.

Western Blot Analysis[1]
Cell Types: 3T3-L1 Preadipocytes
Tested Concentrations: 100 μM
Incubation Duration: 48 hrs (hours)
Experimental Results: p-Akt protein levels diminished in a dose- and time-dependent manner. Total Akt protein levels are not affected
Animal Protocol
Animal/Disease Models: C57BL/6J mice The generation and death of C57BL/6J mice with STZ (50 mg/kg; ip; for 5 days) [3]. kg
Route of Administration: drinking water; daily; continued for 4 weeks
Experimental Results: Inhibited pancreatic cell apoptosis and adjusted pancreatic islet function in diabetic mice, resulting in increased insulin production and secretion. Regulates mitochondrial biogenesis, glycogen synthesis and suppresses inflammation by activating antioxidant responses. From the 7th week onwards, there was a significant weight gain.
References

[1]. Chicoric acid induces apoptosis in 3T3-L1 preadipocytes through ROS-mediated PI3K/Akt and MAPK signaling pathways. J Agric Food Chem. 2013 Feb 20;61(7):1509-20.

[2]. Cichoric Acid Reverses Insulin Resistance and Suppresses Inflammatory Responses in the Glucosamine-Induced HepG2 Cells. J Agric Food Chem. 2015 Dec 30;63(51):10903-13.

[3]. Cichoric acid improved hyperglycaemia and restored muscle injury via activating antioxidant response in MLD-STZ-induced diabetic mice. Food Chem Toxicol. 2017 Sep;107(Pt A):138-149.

Additional Infomation
Chicoric acid is an organooxygen compound. It has a role as a HIV-1 integrase inhibitor and a geroprotector. It is functionally related to a tetracarboxylic acid.
Chicoric acid has been reported in Camellia sinensis, Hydrastis canadensis, and other organisms with data available.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C22H18O12
Molecular Weight
474.3711
Exact Mass
474.079
CAS #
6537-80-0
Related CAS #
L-Chicoric Acid;70831-56-0
PubChem CID
5281764
Appearance
White to yellow solid powder
Density
1.6±0.1 g/cm3
Boiling Point
785.0±60.0 °C at 760 mmHg
Flash Point
272.9±26.4 °C
Vapour Pressure
0.0±2.9 mmHg at 25°C
Index of Refraction
1.726
LogP
3.81
Hydrogen Bond Donor Count
6
Hydrogen Bond Acceptor Count
12
Rotatable Bond Count
11
Heavy Atom Count
34
Complexity
740
Defined Atom Stereocenter Count
2
SMILES
C1=CC(=C(C=C1/C=C/C(=O)O[C@@H](C(=O)O)[C@@H](OC(=O)/C=C/C2=CC(=C(C=C2)O)O)C(=O)O)O)O
InChi Key
YDDGKXBLOXEEMN-IABMMNSOSA-N
InChi Code
InChI=1S/C22H18O12/c23-13-5-1-11(9-15(13)25)3-7-17(27)33-19(21(29)30)20(22(31)32)34-18(28)8-4-12-2-6-14(24)16(26)10-12/h1-10,19-20,23-26H,(H,29,30)(H,31,32)/b7-3+,8-4+/t19-,20-/m1/s1
Chemical Name
(2R,3R)-2,3-bis[[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy]butanedioic 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)
H2O : ~100 mg/mL (~210.81 mM)
DMSO : ~1 mg/mL (~2.11 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 50 mg/mL (105.40 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1081 mL 10.5403 mL 21.0806 mL
5 mM 0.4216 mL 2.1081 mL 4.2161 mL
10 mM 0.2108 mL 1.0540 mL 2.1081 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

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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?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
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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
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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)
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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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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