Ellagic acid

Alias: Elagostasine, Gallogen; Alizarine Yellow; Benzoaric acid; CCRIS 774; HSDB 7574; CCRIS774; HSDB7574; CCRIS-774; HSDB-7574; Lagistase
Cat No.:V1403 Purity: ≥98%
Ellagic acid (Elagostasine, Gallogen; Alizarine Yellow; Benzoaric acid; CCRIS-774; HSDB-7574; Lagistase), the dilactone of hexahydroxydiphenic acid, is a naturally occuring phenol and an antioxidant found in numerous fruits and vegetables.
Ellagic acid Chemical Structure CAS No.: 476-66-4
Product category: Topoisomerase
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
500mg
1g
2g
5g
10g
Other Sizes

Other Forms of Ellagic acid:

  • Ellagic acid dihydrate
  • Ellagic acid (hydrate)
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ellagic acid (Elagostasine, Gallogen; Alizarine Yellow; Benzoaric acid; CCRIS-774; HSDB-7574; Lagistase), the dilactone of hexahydroxydiphenic acid, is a naturally occuring phenol and an antioxidant found in numerous fruits and vegetables. It possesses antioxidant and antiproliferative qualities in several in vitro and small animal models. Research on Ellagic acid's possible health benefits has been spurred by its antioxidant and antiproliferative qualities. Because it can directly prevent some carcinogens, such as nitrosamines and polycyclic aromatic hydrocarbons, from binding to DNA, Ellagic acid may have antiproliferative effects.

Biological Activity I Assay Protocols (From Reference)
Targets
CK2 ( IC50 = 40 nM )
ln Vitro

Ellagic acid has an IC50 of 40 nM and a Ki of 20 nM, making it a strong CK2 inhibitor. Ellagic acid also inhibits other kinases, with IC50s of 2.9, 3.5, 4.3, 7.5, 9.4, and 13.0 μM for LYN, PKA, SYK, GSK3, FGR, and CK1, respectively. It has no discernible effects on DYRK1a, CSK, NPM-ALK, RET, and FLT3 (IC50s > 40 μM). Karpas299, SUDHL1, SR786, and FE-PD cell lines exhibit inhibitory activities when exposed to elagic acid (5-100 μM)[1]. Ellagic acid (10 μM) causes cytotoxicity in MCF-7 cells following radiation treatment. When Ellagic acid (10 μM) and Irradiation (IR) are combined, MCF-7 cells' ability to form colonies is significantly reduced compared to single treatments. Ellagic acid combined with IR also causes cell apoptosis and helps MCF-7 cells downregulate Bcl-2 and upregulate pro-apoptotic Bax[3].

ln Vivo
Ellagic acid (EA; 10 mg/kg/day; p.o., 14 days) significantly lowers brain MDA content by 17% and brain TNF-α levels by 42% in rats. Ellagic acid significantly raises the decreased levels of dopamine (DA, 71%) norepinephrine (NE, 77%) and 5-HT (39%). In rats, elastabic acid (10 mg/kg, p.o., 14 days) reduces the histopathological alterations brought on by doxorubicin[2].
Enzyme Assay
The CK2 and CK1 phosphorylation tests are conducted at 37°C with increasing concentrations of each inhibitor (Ellagic acid) in a final volume of 25 µL that contains 50 mM, pH 7.5 Tris-HCl, 100 mM NaCl, 12 mM MgCl2, and 0.02 mM [33P-ATP] (500-1000 cpm/pmol), unless otherwise specified. For CK1 and CK2, the phosphorylatable substrates are RRKHAAIGDDDDAYSITA (200 µM) and RRRADDSDDDDD (100 µM), respectively, synthetic peptide substrates. The kinase was added first, and after 10 minutes, the reaction was stopped by adding 5 µL of 0.5 M orthophosphoric acid. This was done before aliquots were placed onto phosphocellulose filters. After the radiolabeled samples are separated by SDS-PAGE, filters are cleaned in a 75 mM phosphoric acid substrate. The tyrosine kinase activities of DYRK1A are measured using the peptide RRRFRPASPLRGPPK[1].
Cell Assay
MTT assay is used to determine ALCL cell viability. In short, 12 hours before adding ellagic acid, 0.1 × 105 cells are seeded onto 96-well microculture plates. The cells are cultured in 200 µL of full RPMI-1640 medium for 48 hours, either with or without the medication (elagic acid), following standard tissue-culture procedures. Next, add 20 µL of MTT solution (5 mg/mL) to the cell suspension and let it sit for 4 hours. 150 µL of DMSO is used to dissolve the intracellular formazan crystals, and the optical density—which is determined at 540 nm using a spectrophotometer—represents the average (± SD) of three replicate cultures[1].
Animal Protocol
Fifty adult male Sprague-Dawley rats are split into five groups at random, which are as follows: As a vehicle and standard control, Group (1) is given oral corn oil. Doxorubicin (DOX) injections (5 mg/kg, i.p.) are given to Group (2) twice a week for a duration of 14 days. For a duration of 14 days, Group 3 is administered Ellagic acid (10 mg/kg, p.o.; daily) and DOX (5 mg/kg, i.p.) twice a week. For 14 days, rosmarinic acid (RA; 75 mg/kg, p.o.; daily) and DOX (5 mg/kg, i.p.) are given to Group 4. For a duration of 14 days, Group 5 is administered Ellagic acid (10 mg/kg, p.o.; daily) along with RA (75 mg/kg, p.o.; daily) and a DOX injection (5 mg/kg, i.p.) twice a week[2].
References

[1]. Identification of ellagic acid as potent inhibitor of protein kinase CK2: a successful example of a virtual screening application. J Med Chem. 2006 Apr 20;49(8):2363-6.

[2]. Prophylactic effects of ellagic acid and rosmarinic acid on doxorubicin-induced neurotoxicity in rats. J Biochem Mol Toxicol. 2017 Dec;31(12).

[3]. Ellagic Acid Enhances Apoptotic Sensitivity of Breast Cancer Cells to γ-Radiation. Nutr Cancer. 2017 Aug-Sep;69(6):904-910.

[4]. Discovery of ellagic acid as a competitive inhibitor of Src homology phosphotyrosyl phosphatase 2 (SHP2) for cancer treatment: In vitro and in silico study. Int J Biol Macromol. 2023 Nov 5;254(Pt 2):127845.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C14H6O8
Molecular Weight
302.19
Exact Mass
302.01
Elemental Analysis
C, 55.64; H, 2.00; O, 42.35
CAS #
476-66-4
Related CAS #
133039-73-3;314041-08-2
Appearance
Solid powder
SMILES
C1=C2C3=C(C(=C1O)O)OC(=O)C4=CC(=C(C(=C43)OC2=O)O)O
InChi Key
AFSDNFLWKVMVRB-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H6O8/c15-5-1-3-7-8-4(14(20)22-11(7)9(5)17)2-6(16)10(18)12(8)21-13(3)19/h1-2,15-18H
Chemical Name
6,7,13,14-tetrahydroxy-2,9-dioxatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),4,6,8(16),11,13-hexaene-3,10-dione
Synonyms
Elagostasine, Gallogen; Alizarine Yellow; Benzoaric acid; CCRIS 774; HSDB 7574; CCRIS774; HSDB7574; CCRIS-774; HSDB-7574; Lagistase
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: ~3 mg/mL (~9.9 mM)
Water: <1 mg/mL
Ethanol: <1 mg/mL
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
View More

Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
View More

Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.3092 mL 16.5459 mL 33.0918 mL
5 mM 0.6618 mL 3.3092 mL 6.6184 mL
10 mM 0.3309 mL 1.6546 mL 3.3092 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
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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.)
+
+
+

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.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT04011618 Active
Recruiting
Drug: Ellagic Acid / Pomegranate
Extract
Drug: Placebo oral capsule
Metabolic Syndrome University of Guadalajara September 17, 2019 Phase 2
NCT04066816 Completed Other: Walnuts Colo-rectal Cancer
Colon Cancer
UConn Health May 20, 2019 Not Applicable
NCT04066816 Completed Other: Walnuts Colo-rectal Cancer
Colon Cancer
UConn Health May 20, 2019 Not Applicable
NCT03713164 Completed Dietary Supplement:
Pomegranate Juice
Dietary Supplement:
Ellagic Acid
Healthy University of California,
Los Angeles
February 22, 2018 Not Applicable
NCT02263378 Completed Drug: ellagic acid +
annona muricata
HPV Infection University of Messina September 2014 Not Applicable
Contact Us Back to top