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Merck

G7384

Gallic acid

97.5-102.5% (titration)

Synonyme(s) :

3,4,5-Trihydroxybenzoic acid

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A propos de cet article

Formule linéaire :
(HO)3C6H2CO2H
Numéro CAS:
Poids moléculaire :
170.12
UNSPSC Code:
12352205
NACRES:
NA.25
PubChem Substance ID:
EC Number:
205-749-9
Beilstein/REAXYS Number:
2050274
MDL number:
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Nom du produit

Gallic acid, 97.5-102.5% (titration)

InChI key

LNTHITQWFMADLM-UHFFFAOYSA-N

InChI

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

SMILES string

OC(=O)c1cc(O)c(O)c(O)c1

biological source

plant fruit

assay

97.5-102.5% (titration)

form

powder

technique(s)

HPLC: suitable

color

white to beige

mp

251 °C (dec.) (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

suitability

suitable for UV spectrophotometry and general use
suitable for absorption spectrum analysis

application(s)

agriculture
metabolomics
microbiology
vitamins, nutraceuticals, and natural products
vitamins, nutraceuticals, and natural products

Quality Level

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Application

Gallic acid has been used:
  • as a standard for the quantification of extractable phenolics by external calibration
  • as a standard to determine the total tannin content of oak root powder using the Folin-Ciocalteu method
  • as a phenolic acid to study it′s in vitro antiviral, antibacterial, cytotoxicity and antifungal activities

Gallic acid is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical and biochemical research.

Biochem/physiol Actions

Gallic acid is a water soluble phenolic acid present in grapes and in the leaves of many plants. Gallic acid esters, such as tannins, catechin gallates and aliphatic gallates are potent antioxidants in vitro. However, gallic acid itself also appears to have antioxidant, anticarcinogenic and antiangiogenic activity in vitro.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

General description

Gallic acid, also known as 3,4,5-Trihydroxybenzoic acid, is a natural polyhydroxyphenolic compound commonly found in many fruits and plants, including grapes, tea, and oak bark, either in the free acid form or esterified as gallotannins and ellagitannins. Existing research suggests that this plant-derived metabolite is an astringent, a cyclooxygenase-2 (COX-2) and histone acetyltransferase inhibitor, and an apoptosis inducer with various biological activities. These activities include antioxidant, antifungal, gastroprotective, neuroprotective, cardioprotective, antimicrobial, anti-inflammatory, anti-tumor, anti-tyrosinase, and anticancer effects.

Other Notes

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pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Consulter la Bibliothèque de documents

Robyn E Goacher et al.
Physiologia plantarum, 164(1), 5-16 (2017-12-30)
The modification and degradation of lignin play a vital role in carbon cycling as well as production of biofuels and bioproducts. The possibility of using bacterial laccases for the oxidation of lignin offers a route to utilize existing industrial protein
José Agustín Tapia-Hernández et al.
Journal of food science, 84(4), 818-831 (2019-02-26)
Currently, electrospraying is a novel process for obtaining the nanoparticles from biopolymers. Zein nanoparticles have been obtained by this method and used to protect both hydrophilic and hydrophobic antioxidant molecules from environmental factors. The objective of this work was to
Varittha Sritalahareuthai et al.
Foods (Basel, Switzerland), 9(9) (2020-09-06)
Kadsura spp. in the Schisandraceae family are woody vine plants, which produce edible red fruits that are rich in nutrients and antioxidant activities. Despite their valuable food applications, Kadsura spp. are only able to grow naturally in the forest, and
Luis Varela-Rodríguez et al.
BMC complementary medicine and therapies, 20(1), 110-110 (2020-04-12)
Ovarian cancer is the leading cause of mortality among malignant gynecological tumors. Surgical resection and chemotherapy with intravenous platinum/taxanes drugs are the treatments of choice, with little effectiveness in later stages and severe toxicological effects. Therefore, this study aimed to
S Shahrzad et al.
The Journal of nutrition, 131(4), 1207-1210 (2001-04-04)
Gallic acid (GA), a food component that is especially abundant in tea, is an antimutagenic, anticarcinogenic and anti-inflammatory agent. We conducted a study using acidum gallicum tablets that contained 10% GA and 90% glucose and a black tea brew that

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