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Merck
CN

V003170

Gallic acid

puriss., 98.0%

Synonym(s):

3,4,5-Trihydroxybenzoic acid

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About This Item

Linear Formula:
(HO)3C6H2CO2H
CAS Number:
Molecular Weight:
170.12
EC Number:
205-749-9
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2050274
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InChI

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

InChI key

LNTHITQWFMADLM-UHFFFAOYSA-N

SMILES string

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

grade

puriss.

assay

98.0%

mp

251 °C (dec.) (lit.)

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Biochem/physiol Actions

Gallic acid has an ability to induce apoptosis in promyelocytic leukemia HL-60RG cells. In addition, it also exhibits anti- inflammatory, anti-microbial and radical scavenging activities in- vitro. Gallic acid prevents mast cell-derived inflammatory allergic reactions by inhibiting histamine secretion and pro-inflammatory cytokine expression. Thus, this phenolic acid can be used as a potent therapeutic to treat inflammatory allergic diseases.
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.
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.

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Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Antioxidant, Gallic Acid, Induces Apoptosis in HL-60RG Cells
Inoue M, et al.
Biochemical and Biophysical Research Communications, 204(2), 898-904 (1994)
Anti-Inflammatory Activity of Gallic Acid
Kroes B V, et al.
Planta Medica, 58(06), 499-504 (1992)
Gallic Acid Inhibits Histamine Release and Pro-inflammatory Cytokine Production in Mast Cells
Kim S H, et al.
Toxicological Sciences, 91(1), 123-131 (2005)
T R Aguiar et al.
Journal of dental research, 93(4), 417-422 (2014-02-28)
Although proanthocyanidins (PACs) modify dentin, the effectiveness of different PAC sources and the correlation with their specific chemical composition are still unknown. This study describes the chemical profiling of natural PAC-rich extracts from 7 plants using ultra high pressure/performance liquid
Plant polyphenols (vegetable tannins): gallic acid metabolism.
E Haslam et al.
Natural product reports, 11(1), 41-66 (1994-01-01)

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