Gallic acid
featured

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 540149

CAS#: 149-91-7

Description: Gallic acid is found in varitingous plant sources and used to determine phenol content of analytes. It displays many biological activities, including inducing Fas-mediated apoptosis in breast cancer cells inhibiting the production of α-hemolysin and cell adhesion in Staphylococcus, and increasing levels of antioxidatice enzymes, limiting oxidative damage.


Price and Availability

Size
Price

100g
USD 150
1kg
USD 750
Size
Price

250g
USD 250
Size
Price

500g
USD 450

Gallic acid, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 540149
Name: Gallic acid
CAS#: 149-91-7
Chemical Formula: C7H6O5
Exact Mass: 170.0215
Molecular Weight: 170.12
Elemental Analysis: C, 49.42; H, 3.56; O, 47.02


Synonym: Gallic acid; HSDB 2117; HSDB2117; HSDB-2117; NSC 20103; NSC20103; NSC-20103

IUPAC/Chemical Name: 3,4,5-trihydroxybenzoic acid

InChi Key: LNTHITQWFMADLM-UHFFFAOYSA-N

InChi Code: InChI=1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)

SMILES Code: O=C(O)C1=CC(O)=C(O)C(O)=C1


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Daglia M, Di Lorenzo A, Nabavi SF, Talas ZS, Nabavi SM. Polyphenols: well beyond the antioxidant capacity: gallic acid and related compounds as neuroprotective agents: you are what you eat! Curr Pharm Biotechnol. 2014;15(4):362-72. Review. PubMed PMID: 24938889.

2: Zhang Z, Pang Q, Li M, Zheng H, Chen H, Chen K. Optimization of the condition for adsorption of gallic acid by Aspergillus oryzae mycelia using Box-Behnken design. Environ Sci Pollut Res Int. 2015 Jan;22(2):1085-94. doi: 10.1007/s11356-014-3409-3. Epub 2014 Aug 12. PubMed PMID: 25109471.

3: Choubey S, Varughese LR, Kumar V, Beniwal V. Medicinal importance of gallic acid and its ester derivatives: a patent review. Pharm Pat Anal. 2015;4(4):305-15. doi: 10.4155/ppa.15.14. Review. PubMed PMID: 26174568.

4: Filipiak K, Hidalgo M, Silvan JM, Fabre B, Carbajo RJ, Pineda-Lucena A, Ramos A, de Pascual-Teresa B, de Pascual-Teresa S. Dietary gallic acid and anthocyanin cytotoxicity on human fibrosarcoma HT1080 cells. A study on the mode of action. Food Funct. 2014 Feb;5(2):381-9. doi: 10.1039/c3fo60465a. PubMed PMID: 24413695.

5: Gandhi GR, Jothi G, Antony PJ, Balakrishna K, Paulraj MG, Ignacimuthu S, Stalin A, Al-Dhabi NA. Gallic acid attenuates high-fat diet fed-streptozotocin-induced insulin resistance via partial agonism of PPARγ in experimental type 2 diabetic rats and enhances glucose uptake through translocation and activation of GLUT4 in PI3K/p-Akt signaling pathway. Eur J Pharmacol. 2014 Dec 15;745:201-16. doi: 10.1016/j.ejphar.2014.10.044. Epub 2014 Nov 5. PubMed PMID: 25445038.

6: Verma S, Singh A, Mishra A. Gallic acid: molecular rival of cancer. Environ Toxicol Pharmacol. 2013 May;35(3):473-85. doi: 10.1016/j.etap.2013.02.011. Epub 2013 Feb 20. Review. PubMed PMID: 23501608.

7: Cheng Y, Zhao J, Tse HF, Le XC, Rong J. Plant Natural Products Calycosin and Gallic Acid Synergistically Attenuate Neutrophil Infiltration and Subsequent Injury in Isoproterenol-Induced Myocardial Infarction: A Possible Role for Leukotriene B4 12-Hydroxydehydrogenase? Oxid Med Cell Longev. 2015;2015:434052. doi: 10.1155/2015/434052. Epub 2015 Jul 21. PubMed PMID: 26265982; PubMed Central PMCID: PMC4523677.

8: Asnaashari M, Farhoosh R, Sharif A. Antioxidant activity of gallic acid and methyl gallate in triacylglycerols of Kilka fish oil and its oil-in-water emulsion. Food Chem. 2014 Sep 15;159:439-44. doi: 10.1016/j.foodchem.2014.03.038. Epub 2014 Mar 18. PubMed PMID: 24767079.

9: Guo P, Liu Y, Liu C. Effects of chitosan, gallic acid, and algicide on the physiological and biochemical properties of Microcystis flos-aquae. Environ Sci Pollut Res Int. 2015 Sep;22(17):13514-21. doi: 10.1007/s11356-015-4500-0. Epub 2015 May 6. PubMed PMID: 25943506.

10: Lee DS, Je JY. Gallic acid-grafted-chitosan inhibits foodborne pathogens by a membrane damage mechanism. J Agric Food Chem. 2013 Jul 3;61(26):6574-9. doi: 10.1021/jf401254g. Epub 2013 May 14. PubMed PMID: 23635088.

11: Bak EJ, Kim J, Jang S, Woo GH, Yoon HG, Yoo YJ, Cha JH. Gallic acid improves glucose tolerance and triglyceride concentration in diet-induced obesity mice. Scand J Clin Lab Invest. 2013 Dec;73(8):607-14. doi: 10.3109/00365513.2013.831470. PubMed PMID: 24219649.

12: Đorović J, Marković JM, Stepanić V, Begović N, Amić D, Marković Z. Influence of different free radicals on scavenging potency of gallic acid. J Mol Model. 2014 Jul;20(7):2345. doi: 10.1007/s00894-014-2345-y. Epub 2014 Jun 26. PubMed PMID: 24965934.

13: Wang L, Halquist MS, Sweet DH. Simultaneous determination of gallic acid and gentisic acid in organic anion transporter expressing cells by liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Oct 15;937:91-6. doi: 10.1016/j.jchromb.2013.08.024. Epub 2013 Aug 26. PubMed PMID: 24022056.

14: de Oliveira LS, Thomé GR, Lopes TF, Reichert KP, de Oliveira JS, da Silva Pereira A, Baldissareli J, da Costa Krewer C, Morsch VM, Chitolina Schetinger MR, Spanevello RM. Effects of gallic acid on delta - aminolevulinic dehydratase activity and in the biochemical, histological and oxidative stress parameters in the liver and kidney of diabetic rats. Biomed Pharmacother. 2016 Dec;84:1291-1299. doi: 10.1016/j.biopha.2016.10.021. Epub 2016 Oct 28. PubMed PMID: 27810786.

15: Dorniani D, Kura AU, Hussein-Al-Ali SH, Bin Hussein MZ, Fakurazi S, Shaari AH, Ahmad Z. In vitro sustained release study of gallic acid coated with magnetite-PEG and magnetite-PVA for drug delivery system. ScientificWorldJournal. 2014 Mar 5;2014:416354. doi: 10.1155/2014/416354. eCollection 2014. PubMed PMID: 24737969; PubMed Central PMCID: PMC3967779.

16: Hu XY, Deng JG, Wang L, Yuan YF. Synthesis and anti-tumor activity evaluation of gallic acid-mangiferin hybrid molecule. Med Chem. 2013 Dec;9(8):1058-62. PubMed PMID: 23627273.

17: Hirun N, Sangfai T, Tantishaiyakul V. Characterization of freeze-dried gallic acid/xyloglucan. Drug Dev Ind Pharm. 2015 Feb;41(2):194-200. doi: 10.3109/03639045.2013.858730. Epub 2013 Nov 14. PubMed PMID: 24229065.

18: Trevisan G, Rossato MF, Tonello R, Hoffmeister C, Klafke JZ, Rosa F, Pinheiro KV, Pinheiro FV, Boligon AA, Athayde ML, Ferreira J. Gallic acid functions as a TRPA1 antagonist with relevant antinociceptive and antiedematogenic effects in mice. Naunyn Schmiedebergs Arch Pharmacol. 2014 Jul;387(7):679-89. doi: 10.1007/s00210-014-0978-0. Epub 2014 Apr 11. PubMed PMID: 24722818.

19: Martí M, Martínez V, Carreras N, Alonso C, Lis MJ, Parra JL, Coderch L. Textiles with gallic acid microspheres: in vitro release characteristics. J Microencapsul. 2014;31(6):535-41. doi: 10.3109/02652048.2014.885605. Epub 2014 Apr 3. PubMed PMID: 24697181.

20: Mata-Gómez M, Mussatto SI, Rodríguez R, Teixeira JA, Martinez JL, Hernandez A, Aguilar CN. Gallic Acid Production with Mouldy Polyurethane Particles Obtained from Solid State Culture of Aspergillus niger GH1. Appl Biochem Biotechnol. 2015 Jun;176(4):1131-40. doi: 10.1007/s12010-015-1634-y. Epub 2015 Apr 29. PubMed PMID: 25920332.