An ellagitannin with diverse biological activities
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Ethyl Gallate

Item No. 34193

Technical Information
Formal Name
3,4,5-trihydroxy-benzoic acid, ethyl ester
CAS Number
831-61-8
Synonyms
  • Ethyl 3,4,5-trihydroxybenzoate
  • Gallic Acid
  • NSC 402626
  • Phyllemblin
Molecular Formula
C9H10O5
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
220, 276 nm
SMILES
O=C(C1=CC(O)=C(C(O)=C1)O)OCC
InChi Code
InChI=1S/C9H10O5/c1-2-14-9(13)5-3-6(10)8(12)7(11)4-5/h3-4,10-12H,2H2,1H3
InChi Key
VFPFQHQNJCMNBZ-UHFFFAOYSA-N
Origin
Semi-synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

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    Product Description

    Ethyl gallate is an ellagitannin that has been found in A. nilotica and has diverse biological activities.1,2,3,4,5 It inhibits squalene epoxidase with an IC50 value of 4.2 µM for the rat enzyme.1 Ethyl gallate scavenges DPPH (Item No. 14805) radicals in a cell-free assay (IC50 = 4.96 µg/ml).2 It inhibits the proliferation of, and induces apoptosis in, HL-60 leukemia cells when used at a concentration of 100 µM.3 Ethyl gallate is also active against the Gram-negative bacterium M. catarrhalis (IC50 = 1.15 µg/ml).4 It reverses decreases in mean arterial blood pressure (MAP) and systemic vascular resistance in a dog model of E. coli-induced septic shock when administered at a dose of 80 mg/kg.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Abe, I., Kashiwagi, Y., Noguchi, H., et alEllagitannins and hexahydroxydiphenoyl esters as inhibitors of vertebrate squalene epoxidase. J. Nat. Prod. 64(8), 1010-1014 (2001).

    2. Kalaivani, T., Rajasekaran, C., and Mathew, L. Free radical scavenging, cytotoxic, and hemolytic activities of an active antioxidant compound ethyl gallate from leaves of Acacia nilotica (L.) Wild. Ex. Delile subsp. indica (Benth.) Brenan. J. Food Sci. 76(6), T144-T149 (2011).

    3. Kim, W.-H., Song, H.-O., Choi, H.-J., et alEthyl gallate induces apoptosis of HL-60 cells by promoting the expression of caspases-8, -9, -3, apoptosis-inducing factor and endonuclease G. Int. J. Mol. Sci. 13(9), 11912-11922 (2012).

    4. Cueva, C., Mingo, S., Muñoz-González, I., et alAntibacterial activity of wine phenolic compounds and oenological extracts against potential respiratory pathogens. Lett. Appl. Microbiol. 54(6), 557-563 (2012).

    5. Mink, S.N., Jacobs, H., Gotes, J., et alEthyl gallate, a scavenger of hydrogen peroxide that inhibits lysozyme-induced hydrogen peroxide signaling in vitro, reverses hypotension in canine septic shock. J. Appl. Physiol. 110(2), 359-374 (2011).