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Gallic Acid

Base Information Edit
  • Chemical Name:Gallic Acid
  • CAS No.:149-91-7
  • Molecular Formula:C7H6O5
  • Molecular Weight:170.122
  • Hs Code.:2918.90
  • European Community (EC) Number:205-749-9
  • ICSC Number:1174
  • NSC Number:755825,674319,36997,20103
  • UNII:632XD903SP
  • DSSTox Substance ID:DTXSID0020650
  • Nikkaji Number:J3.065.593A,J7.408J
  • Wikipedia:Gallic acid
  • Wikidata:Q375837,Q82231765
  • NCI Thesaurus Code:C63648
  • Pharos Ligand ID:V6Z78BFPP5YB
  • Metabolomics Workbench ID:38768
  • ChEMBL ID:CHEMBL288114
  • Mol file:149-91-7.mol
Gallic Acid

Synonyms:3,4,5-Trihydroxybenzoic Acid;Acid, Gallic;Gallic Acid

Suppliers and Price of Gallic Acid
Supply Marketing:Edit
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • Usbiological
  • Gallic acid
  • 100mg
  • $ 255.00
  • TRC
  • Gallic acid
  • 5g
  • $ 55.00
  • TRC
  • Gallic acid
  • 25g
  • $ 85.00
  • TRC
  • Gallic acid
  • 500mg
  • $ 45.00
  • SynQuest Laboratories
  • 3,4,5-Trihydroxybenzoic acid, anhydrous 99%
  • 250 g
  • $ 40.00
  • SynQuest Laboratories
  • 3,4,5-Trihydroxybenzoic acid, anhydrous 99%
  • 1 kg
  • $ 104.00
  • SynQuest Laboratories
  • 3,4,5-Trihydroxybenzoic acid, anhydrous 99%
  • 5 kg
  • $ 368.00
  • Sigma-Aldrich
  • Gallic acid 97.5-102.5% (titration)
  • 1kg
  • $ 384.00
  • Sigma-Aldrich
  • Gallic acid 97.5-102.5% (titration)
  • 100g
  • $ 89.00
  • Sigma-Aldrich
  • Gallic acid 97.5-102.5% (titration)
  • 250g
  • $ 146.00
Total 268 raw suppliers
Chemical Property of Gallic Acid Edit
Chemical Property:
  • Appearance/Colour:white crystalline powder 
  • Vapor Pressure:7.32E-11mmHg at 25°C 
  • Melting Point:252 °C (dec.)(lit.) 
  • Refractive Index:1.73 
  • Boiling Point:501.1 °C at 760 mmHg 
  • PKA:4.41(at 25℃) 
  • Flash Point:271 °C 
  • PSA:97.99000 
  • Density:1.749 g/cm3 
  • LogP:0.50160 
  • Storage Temp.:Store below +30°C. 
  • Solubility.:It is soluble in alcohol, ether, glycerol, acetone negligible in benzene, chloroform, petroleum ether. 
  • Water Solubility.:12 g/L cold water 
  • XLogP3:0.7
  • Hydrogen Bond Donor Count:4
  • Hydrogen Bond Acceptor Count:5
  • Rotatable Bond Count:1
  • Exact Mass:170.02152329
  • Heavy Atom Count:12
  • Complexity:169
Purity/Quality:

99.0%min *data from raw suppliers

Gallic acid *data from reagent suppliers

Safty Information:
  • Pictogram(s): IrritantXi 
  • Hazard Codes:Xi 
  • Statements: 36/37/38 
  • Safety Statements: 26-36-24/25-37/39 
MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:
  • Chemical Classes:Other Classes -> Benzoic Acid Derivatives
  • Canonical SMILES:C1=C(C=C(C(=C1O)O)O)C(=O)O
  • Inhalation Risk:Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.
  • General Description Gallic acid is a trihydroxybenzoic acid derivative with notable pharmacological properties, including potential roles as a liver-protective agent, an antidiabetic compound (as seen in its involvement in penta-O-galloyl-D-glucopyranose), and an inhibitor of α-synuclein aggregation in neurodegenerative diseases. Its structure allows for chemical modifications, such as amide derivatization, to enhance lipophilicity and blood-brain barrier penetration, improving therapeutic efficacy. Additionally, gallic acid serves as a key intermediate in synthesizing bioactive compounds, demonstrating its versatility in medicinal chemistry and material science applications.
Technology Process of Gallic Acid

There total 291 articles about Gallic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Refernces Edit

Synthesis and antihepatotoxicity of some Wuweizisu analogues

10.1016/0223-5234(92)90148-T

The research focuses on the synthesis and antihepatotoxicity evaluation of Wuweizisu analogues. The purpose of the study is to develop new liver-protective agents by synthesizing and testing the efficacy of certain chemical compounds derived from Schisandra sinensis (Wuweizi), a traditional Chinese medicine known for its various pharmacological properties, especially its antihepatotoxic effects. The researchers synthesized a series of compounds, including dimethyl 4,4’-dimethoxy-5,6,5’,6’-dimethylenedioxybiphenyl-2,2’-dicarboxylate (VII) and 6-phenyl-3,9-dimethoxy-1,2-methylenedioxy-10,11-methylenedioxy-6,7-dihydro-5H-dibenz(c,e)azepin (X), using key chemicals such as gallic acid, dimethyl sulfate, bromine, aniline, and lithium aluminum hydride. The synthesized compounds were tested for their ability to protect against carbon tetrachloride-induced liver damage in primary cultured rat hepatocytes. The results showed that compound X exhibited superior antihepatotoxic activity compared to the known protective agents DDB and silymarin. This suggests that the synthesized compounds, particularly those with a dibenzoazepin structure, could serve as potential new liver-protective agents, offering a novel route for the development of such pharmaceuticals.

Synthesis and structure-activity relationship study of antidiabetic penta-O-galloyl-D-glucopyranose and its analogues

10.1021/jm060087k

The research investigates the antidiabetic properties of penta-O-galloyl-D-glucopyranose (PGG) and its analogues. The study explores the structure-activity relationship of PGG's R- and α-anomers, which act as insulin mimetics, stimulating glucose transport in adipocytes and reducing blood glucose and insulin levels in diabetic and obese animals. The researchers synthesized and tested various novel compounds, finding that both the glucose core and the galloyl groups are crucial for activity. The galloyl groups linked to positions 1, 2, 3, and 4 of glucose are essential, while the one at position 6 is not. Notably, 6-chloro-6-deoxy-1,2,3,4-tetra-O-galloyl-R-D-glucopyranose (80) exhibited significantly higher glucose transport stimulatory activity than PGG, comparable to insulin. Key chemicals used in the research include PGG, gallic acid, methyl galloate, ellagic acid, and various derivatives of glucose and galloyl groups. The study provides insights into the development of new antidiabetic therapeutics that can address both hyperglycemia and adiposity.

Steering the conformation and chiroptical properties of poly(dithienopyrrole)s substituted with chiral OPV side chains

10.1021/ma902762z

The research investigates the conformation and chiroptical properties of poly(dithienopyrrole)s (PDTPs) substituted with oligo(phenylenevinylene) (OPV) side chains, aiming to understand how the substitution of the OPV moiety influences these features. The study used various chemicals including gallic acid moieties to promote the formation of a helical conformation in poor solvents. The polymers were prepared by Stille-couplings and characterized by GPC, NMR, UV-vis, CD, and emission spectroscopy. The study found that OPV-PDTPs with chiral alkyl groups at the terminal gallic acid group tend to adopt a helical conformation but show no chiral expression. Additional substitution allows for discrimination of helical senses, enabling the OPV side chains to be chirally organized by the helical PDTP backbone. However, substitution in the R-position of the OPV sterically excludes helical conformation, resulting in a lamellar supramolecular structure in poor solvents. The research concludes that the conformation and chiroptical properties of PDTPs can be significantly influenced by the substitution of the OPV side chains, and the OPV side chains can contribute significantly to the optical properties of the material.

VOM RADIOAKTIVEN CONIFERIN ZUM MARKIERTEN TURGORIN

10.1016/0008-6215(87)80115-5

Heinz Schildknecht and Rainer Milde details the synthesis of the first Periodic Leaf Movement Factor (PLMF 1) and its 14C-carboxyl-labeled analog. PLMF 1, 4-O-(?-D-glucopyranosyl-6-sulfate)gallic acid, is a chemonastic compound that affects the sensitive plant Mimosa pudica L. The synthesis involved a Koenigs-Knorr reaction of a D-glucose derivative with a suitably blocked gallic acid to produce 4-O-?-D-glucopyranosylgallic acid, followed by regioselective sulfation with sulfur trioxide-pyridine to obtain PLMF 1. The 14C-labeled analog was synthesized via regioselective glucosylation of methyl [carboxy-14C]galloate with 2,3,4,6-tetra-D-acetyl-a-D-glucopyranosyl bromide and subsequent sulfation. The study confirmed the structure and biological activity of PLMF 1 through synthesis, providing a foundation for future physiological and biosynthetic studies.

Amide derivatives of Gallic acid: Design, synthesis and evaluation of inhibitory activities against in vitro α-synuclein aggregation

10.1016/j.bmc.2020.115596

This research aimed to design, synthesize, and evaluate the inhibitory activities of amide derivatives of gallic acid (GA) against in vitro α-synuclein aggregation, which is implicated in neurodegenerative diseases like Parkinson's. The study hypothesized that modifying GA's structure could enhance its lipophilicity and improve its ability to cross the blood-brain barrier, making it a more effective inhibitor of α-synuclein aggregation. A series of amide derivatives were synthesized, featuring sheet-like conjugated structures and suitable LogP values, which are crucial for crossing the blood-brain barrier. The biological evaluation showed that some of these derivatives exhibited better anti-aggregation activities than GA itself, with IC50 values as low as 0.98 μM.

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