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Key Documents

G7384

Sigma-Aldrich

Gallic acid

97.5-102.5% (titration)

Synonyme(s) :

3,4,5-Trihydroxybenzoic acid

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About This Item

Formule linéaire :
(HO)3C6H2CO2H
Numéro CAS:
Poids moléculaire :
170.12
Numéro Beilstein :
2050274
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352205
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Source biologique

plant fruit

Niveau de qualité

Pureté

97.5-102.5% (titration)

Forme

powder

Technique(s)

HPLC: suitable

Couleur

white to beige

Pf

251 °C (dec.) (lit.)

Solubilité

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

Adéquation

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

Chaîne SMILES 

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

InChI

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

Clé InChI

LNTHITQWFMADLM-UHFFFAOYSA-N

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Description générale

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.

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Autres remarques

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Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves


Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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
Zahra Mehraban et al.
Urology journal, 17(1), 78-85 (2019-03-19)
This study aimed to investigate the protective effect of Gallic acid (GA) on the Cyclophosphamide (CP) toxicity induced in the reproductive system. After a pilot study for dose responses of Gallic acid ,Forty adult male NMRI mice were divided into
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
Plant polyphenols (vegetable tannins): gallic acid metabolism.
E Haslam et al.
Natural product reports, 11(1), 41-66 (1994-01-01)

Protocoles

HPLC Analysis of Polyphenols in Nero d'Avola Red Wine on Discovery® HS C18 (UV 280 nm)

Coumaric acid; Quercitrin; Myricetin; Quercetin

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