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Merck
CN

V003170

Sigma-Aldrich

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:
149-91-7
Molecular Weight:
170.12
Beilstein:
2050274
EC Number:
205-749-9
MDL number:
MFCD00002510
PubChem Substance ID:
329828860

Key Documents

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grade

puriss.

Assay

98.0%

mp

251 °C (dec.) (lit.)

SMILES string

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)

InChI key

LNTHITQWFMADLM-UHFFFAOYSA-N

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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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
DCBD8580
DCBD6384V
DCBD5817V

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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)
Anti-Inflammatory Activity of Gallic Acid
Kroes B V, et al.
Planta Medica, 58(06), 499-504 (1992)
Antioxidant, Gallic Acid, Induces Apoptosis in HL-60RG Cells
Inoue M, et al.
Biochemical and Biophysical Research Communications, 204(2), 898-904 (1994)
Plant polyphenols (vegetable tannins): gallic acid metabolism.
E Haslam et al.
Natural product reports, 11(1), 41-66 (1994-01-01)
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
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