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Home > Products >  China Biggest Manufacturer factory sales 99% Purity Gallic Acid CAS 149-91-7

China Biggest Manufacturer factory sales 99% Purity Gallic Acid CAS 149-91-7 CAS NO.149-91-7

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Keywords

  • Gallic Acid
  • Gallic Acid
  • 149-91-7

Quick Details

  • ProName: China Biggest Manufacturer factory sal...
  • CasNo: 149-91-7
  • Molecular Formula: 149-91-7
  • Appearance: white powder
  • Application: Pharm chemicals industry
  • DeliveryTime: 3-5 days
  • PackAge: 25KG/Drum
  • Port: Shanghai Guangzhou Qingdao Shenzhen
  • ProductionCapacity: 200 Metric Ton/Month
  • Purity: 99%
  • Storage: 2-8°C
  • Transportation: By air /Sea/ coruier
  • LimitNum: 1 Kilogram
  • Heavy metal: 10PPM
  • Grade: Industrial Grade,Food Grade,Pharma Gra...
  • Color: white
  • Melting point: ≥350°C
  • Boiling point: 363.24°C (rough estimate)
  • density: 1.667
  • solubility: 1 M NaOH: 10 mg/mL, dark green
  • Water Solubility: <0.1 g/100 mL at 21 oC
  • Stability: Stable. Combustible. Incompatible with...

Superiority

                                    PRODUCT DETAILS       

Name: gallic acid
Synonyms: gallic acid, gallic acid
chemical name: 3,4,5-hydroxybenzoic acid
of the formula: C7H6O5

Molecular weight: 170.12

Structural formula:

Property: This product is white or white crystalline powder, soluble in 85 parts of water, 6 parts of ethanol, 2 parts of boiling water, slightly soluble in ether.

Specifications: The product complies with the national industry standard LY-T1301; European standard (first class); Japanese national JIS standard (first class); United States Pharmacopoeia; superior product

Technical index:

 

Gallic acid monohydrate

Anhydrous gallic acid

Appearance

White powder

White powder

Content%

≥99.0

≥99.0

Loss on drying%

≤10

≤0.5

Residue on ignition%

≤0.1

≤0.1

Chroma

≤180

≤180

Tannic acid ppm

1.0

1.0

Turbidity (50MG/ML ETOH)

clarify

clarify

Other Index

See COA

See COA

 

Uses: This product is widely used in industries such as medicine, dyes, chemical industry and organic synthesis, as well as the analysis of rare metals.

Storage: Avoid moisture and light, sealed tightly, no contact with metal.

Product validity: two years.

Packing: In woven bag with plastic inside and outside, net weight 25 kg per bag. It can be packaged according to customer requirements, such as carton or cardboard drum, and then palletized.

                   

Gallic acid Basic information
Product Name: Gallic acid
Synonyms: Gallic acid, 98% 250GR;Gallic acid, 98% 5GR;Gallic acid 0;3,4,5-Trihydroxybenzoic acid, anhydrous 99%;Gallic acid, 5-Carboxybenzene-1,2,3-triol;BETZ 0276;GALLIC ACID;GALLIC ACID-1-HYDRATE
CAS: 149-91-7
MF: C7H6O5
MW: 170.12
EINECS: 205-749-9
Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Fine chemicals;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Food additive,Antioxidant anticorrosive;Inhibitors
Mol File: 149-91-7.mol
Gallic acid Structure
 
Gallic acid Chemical Properties
Melting point  251 °C (dec.) (lit.)
Boiling point  259.73°C (rough estimate)
density  1.694
refractive index  1.5690 (estimate)
storage temp.  2-8°C
solubility  Methanol (Slightly), Water (Slightly, Heated)
pka 4.41(at 25℃)
form  Powder
color  Off-white
PH 3.75(1 mM solution);3.22(10 mM solution);2.71(100 mM solution)
Water Solubility  12 g/L cold water
Merck  14,4345
BRN  2050274
Stability: Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, acid chlorides, acid anhydrides.
InChIKey LNTHITQWFMADLM-UHFFFAOYSA-N
CAS DataBase Reference 149-91-7(CAS DataBase Reference)
NIST Chemistry Reference Benzoic acid, 3,4,5-trihydroxy-(149-91-7)
EPA Substance Registry System Gallic acid (149-91-7)
 
Safety Information
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25-37/39
WGK Germany  2
RTECS  LW7525000
8-9-23
TSCA  Yes
HS Code  29182900
Hazardous Substances Data 149-91-7(Hazardous Substances Data)
Toxicity LD50 in rabbits (g/kg): 5.0 orally (Dollahite)
MSDS Information
Provider Language
3,4,5-Trihydroxybenzoic acid English
SigmaAldrich English
ACROS English
ALFA English
 
Gallic acid Usage And Synthesis
Description Gallic acid is a tri hydroxy benzoic acid, a type of phenolic acid, a type of organic acid, also known as 3,4,5- tri hydroxy benzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H2(OH)3COOH. Gallic acid is found both free and as part of hydrolyzable tannins.
Salts and esters of gallic acid are termed 'gallates'. Despite its name, it does not contain gallium.
Gallic acid is commonly used in the pharmaceutical industry. It is used as a standard for determining the phenol content of various analytes by the Folin - Ciocalteau assay; results are reported in gallic acid equivalents. Gallic acid can also be used as a starting material in the synthesis of the psychedelic alkaloid mescaline.
Gallic acid seems to have anti-fungal and anti - viral properties. Gallic acid acts as an antioxidant and helps to protect human cells against oxidative damage. Gallic acid was found to show cytotoxicity against cancer cells, without harming healthy cells. Gallic acid is used as a remote astringent in cases of internal haemorrhage. Gallic acid is also used to treat albuminuria and diabetes. Some ointments to treat psoriasis and external haemorrhoids contain gallic acid.
Description Gallic acid is a phenol that has been found in C. sinensis and has diverse biological activities. It scavenges DPPH (Item No. 14805) and hydroxyl radicals in cell-free assays (IC50s = 9.4 and 191 μM, respectively). Gallic acid (1-100 μM) reverses abscisic acid-induced inhibition of hypocotyl growth in A. caudatus seedlings. In vivo, gallic acid (21.8 g/kg) inhibits morpholine- and sodium nitrite-induced adenocarcinoma formation in mice. It also inhibits passive cutaneous anaphylaxis in mice when administered at a dose of 50 mg/kg.
Chemical Properties Colorless crystalline needles or prisms obtained from nutgall tannins,gallic acid is soluble in water and alcohol and melts at 235 to 240 °C. Also known as trihydroxybenzoic acid, it is used in photography, tanning, ink manufacture and pharmaceuticals.
Occurrence Gallic acid is found in a number of land plants. It is also found in the aquatic plant Myriophyllum spicatum and shows an allelopathic effect on the growth of the blue-green alga Microcystis aeruginosa.
In food
Areca nut
Bearberry (Arctostaphylos sp)
Bergenia sp
Blackberry
Hot chocolate
Juglans regia (Common walnut)
Mango in peels and leaves
Phyllanthus emblica (Indian gooseberry) in fruits
Raspberry
Syzygium aromaticum (clove)
Vinegar
wine
Witch hazel (Hamamelis virginiana)
White tea.
Uses Gallic acid is an important component of iron gall ink, the standard European writing and drawing ink from the 12 th to 19th century with a history extending to the Roman empire and the Dead Sea Scrolls. Pliny the Elder (23-79 AD) describes his experiments with it and writes that it was used to produce dyes. Galls (also known as oak apples) from oak trees were crushed and mixed with water, producing tannic acid (a macromolecular complex containing gallic acid). It could then be mixed with green vitriol (ferrous sulfate) — obtained by allowing sulfate - saturated water from a spring or mine drainage to evaporate — and gum arabic from acacia trees; this combination of ingredients produced the ink.
Gallic acid was one of the substances used by Angelo Mai (1782–1854), among other early investigators of palimpsests, to clear the top layer of text off and reveal hidden manuscripts underneath. Mai was the first to employ it, but did so "with a heavy hand", often rendering manuscripts too damaged for subsequent study by other researchers.
Early photographers, including Joseph Bancroft Reade (1801– 1870) and William Fox Talbot (1800 – 1877), used gallic acid for developing latent images in calotypes. It has also been used as a coating agent in zincography.
Uses It can be used to produce polyesters based on phloretic acid and gallic acid.
Uses gallic acid is a potential bleaching agent and anti-oxidant, it is also astringent and potentially anti-microbial and anti-fungal. Scientists are finding that gallic acid may serve as a skin-lightening agent by inhibiting the action of the tyrosinase and peroxidase enzymes. Some studies indicate that it is more effective than hydroquinone when combined with the proper ingredients. It is also incorporated into anti-aging formulations for its ability to prevent mucopolysaccaride deterioration. It is a constituent of witch hazel and oak bark, among many other plants; however, it is generally obtained from nutgalls for commercial purposes.
Uses antineoplastic, astringent, antibacterial
Uses Gallic acid is a trihydroxybenzoic acid found in many plants as either the free acid or in the esterified form of gallotannins and ellagitannins. It demonstrates antioxidant activity by scavenging 2,2-diphenyl-1-picrylhydrazyl and hydroxyl free radicals with IC50 values of 9.4 and 191 μM, respectively, and inhibiting microsomal lipid peroxidation with an IC50 value of 1.51 μM. Gallic acid is often used as a standard for determining the phenol content of various analytes by the Folin-Ciocalteau assay where results are reported in gallic acid equivalents.[Cayman Chemical]
Uses A cyclooxygease inhibitor substance found in plants.
Definition ChEBI: A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.
Biotechnological Production The production of gallic acid is challenging. Conventionally, it has been produced by acid hydrolysis of tannic acid. However, this process is expensive due to low yields and high impurities. To overcome this problem, microbial production of gallic acid has been suggested. For example, in a solid-state fermentation of Teri pod cover powder containing tannin using Rhizopus oryzae, a yield of 90.9 % based on the tannin content of 58 % of the substrate was observed. In a submerged culture of Aspergillus aceleatus DBF9 growing on a medium with 3 % tannin, a maximal product concentration of 6.8 g.L-1 was reported. With tannic acid, even higher product concentrations of up to 25 g.L-1, a yield of 0.83 g of gallic acid per gram of tannic acid, and a productivity of 0,56 g.L-1.h-1 were shown using Apergillus fischeri MTCC 150 in submerged cultivation. An alternative is the enzymatic hydrolysis of tannic acids using tannase produced by microorganisms (e.g. Aspergillus fischeri or R. oryzae). For example, propyl gallate could be produced using a tannase from Emericela nidulans immobilized on ionic and covalent supports.
General Description Odorless white solid. Sinks in water.
Air & Water Reactions Sparingly water soluble
Reactivity Profile Phenols, such as Gallic acid, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
Health Hazard Inhalation of dust may irritate nose and throat. Contact with eyes or skin causes irritation.
Fire Hazard Flash point data for Gallic acid are not available. Gallic acid is probably combustible.
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.
Side effects It is a weak carbonic anhydrase inhibitor.
Metabolism Biosynthesis
Chemical structure of 3,5- didehydro shikimate Gallic acid is formed from 3-dehydro shikimate by the action of the enzyme shikimate dehydro genase to produce 3,5-didehydro shikimate. This latter compound tautomerizes to form the redox equivalent gallic acid, where the equilibrium lies essentially entirely toward gallic acid because of the coincidently occurring aromatization.
Degradation
Gallate dioxygenase is an enzyme found in Pseudomonas putida that catalyzes the reaction :
gallate + O2 → (1E)-4-oxobut-1-ene-1,2,4-tri carboxylate.
Gallate decarboxylase is another enzyme in the degradation of gallic acid.
Conjugation
Gallate 1-beta-glucosyltransferase is an enzyme that uses UDPglucose and gallate, whereas its two products are UDP and 1-galloylbeta- D-glucose.
Purification Methods Crystallise gallic from water. The tri-O-acetyl derivative has m 172o (from MeOH), and the anilide has m 207o(from EtOH). [Beilstein 10 H 470, 10 IV 1993.]
Esters Also known as galloylated esters:
Methyl gallate
Ethyl gallate, a food additive with E number E313 Propyl gallate, or propyl 3,4,5-trihydroxybenzoate, an ester formed by the condensation of gallic acid and propanol
Octyl gallate, the ester of octanol and gallic acid
Dodecyl gallate, or lauryl gallate, the ester of dodecanol and gallic acid
Epicatechin gallate, a flavan-3-ol, a type of flavonoid, present in green tea
Epigallocatechin gallate (EGCG), also known as epigallocatechin 3-gallate, the ester of epigallocatechin and gallic acid, and a type of catechin
Gallocatechin gallate (GCG), the ester of gallocatechin and gallic acid and a type of flavan-3ol
Theaflavin-3-gallate, a theaflavin derivative.
 
Gallic acid Preparation Products And Raw materials
Raw materials Tannic acid-->Gallic acid monohydrate-->Rhaponticin 6''-O-gallate
Preparation Products 3,4,5-TRIETHOXYBENZOIC ACID-->1,2,3-Trimethoxybenzene-->Methyl gallate-->Ethyl gallate-->2,3,4-Trimethoxybenzaldehyde-->2,3,4-Trihydroxybenzaldehyde-->3,4,5-Trimethoxy benzoic acid-->Procyanidin B1-->(4'-O-methyl)methyl gallate-->5-BROMOMETHYL-1,2,3-TRIMETHOXY-BENZENE-->Octyl gallate-->Methyl 4,5-dimethoxy-3-hydroxybenzoate-->GALLEIN-->C.I. Mordant Violet 35 (8CI)-->ANTHRACENE BROWN-->Mordant Violet 55
 

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Leader Biochemical Group is a large leader incorporated industry manufacturers and suppliers of advanced refined raw materials From the year of 1996 when our factory was put into production to year of 2020, our group has successively invested in more than 52 factories with shares and subordinates.We focus on manufacture Pharm & chemicals, functional active ingredients, nutritional Ingredients, health care products, cosmetics, pharmaceutical and refined feed, oil, natural plant ingredients industries to provide top quality of GMP standards products.All the invested factories' product lines cover API and intermediates, vitamins, amino acids, plant extracts, daily chemical products, cosmetics raw materials, nutrition and health care products, food additives, feed additives, essential oil products, fine chemical products and agricultural chemical raw materials And flavors and fragrances. Especially in the field of vitamins, amino acids, pharmaceutical raw materials and cosmetic raw materials, we have more than 20 years of production and sales experience. All products meet the requirements of high international export standards and have been recognized by customers all over the world. Our manufacture basement & R&D center located in National Aerospace Economic & Technical Development Zone Xi`an Shaanxi China. Now not only relying on self-cultivation and development as well as maintains good cooperative relations with many famous research institutes and universities in China. Now, we have closely cooperation with Shanghai Institute of Organic Chemistry of Chinese Academy of Science, Beijing Institute of Material Medical of Chinese Academy of Medical Science, China Pharmaceutical University, Zhejiang University. Closely cooperation with them not only integrating Science and technology resources, but also increasing the R&D speed and improving our R&D power. Offering Powerful Tech supporting Platform for group development. Keep serve the manufacture and the market as the R&D central task, focus on the technical research.  Now there are 3 technology R & D platforms including biological extract, microorganism fermentation and chemical synthesis, and can independently research and develop kinds of difficult APIs and pharmaceutical intermediates. With the strong support of China State Institute of Pharmaceutical Industry (hereinafter short for CSIPI), earlier known as Shanghai Institute of Pharmaceutical Industry (SIPI), we have unique advantages in the R & D and industrialization of high-grade, precision and advanced products.  Now our Group technical force is abundant, existing staff more that 1000 people, senior professional and technical staff accounted for more than 50% of the total number of employees, including 15 PhD research and development personnel, 5 master′ S degree in technical and management personnel 9 people. We have advanced equipment like fermentation equipment and technology also extraction, isolation, purification, synthesis with rich production experience and strict quality control system, According to the GMP required, quickly transforming the R&D results to industrial production in time, it is our advantages and our products are exported to North and South America, Europe, Middle East, Africa, and other five continents and scale the forefront in the nation, won good international reputation.  We believe only good quality can bring good cooperation, quality is our key spirit during our production, we are warmly welcome clients and partner from all over the world contact us for everlasting cooperation, Leader will be your strong, sincere and reliable partner in China.

 

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Gallic acid

Name: gallic acid
Synonyms: gallic acid, gallic acid
chemical name: 3,4,5-hydroxybenzoic acid
of the formula: C7H6O5

Molecular weight: 170.12

Structural formula:

Property: This product is white or white crystalline powder, soluble in 85 parts of water, 6 parts of ethanol, 2 parts of boiling water, slightly soluble in ether.

Specifications: The product complies with the national industry standard LY-T1301; European standard (first class); Japanese national JIS standard (first class); United States Pharmacopoeia; superior product

Technical index:

 

Gallic acid monohydrate

Anhydrous gallic acid

Appearance

White powder

White powder

Content%

≥99.0

≥99.0

Loss on drying%

≤10

≤0.5

Residue on ignition%

≤0.1

≤0.1

Chroma

≤180

≤180

Tannic acid ppm

1.0

1.0

Turbidity (50MG/ML ETOH)

clarify

clarify

Other Index

See COA

See COA

 

Uses: This product is widely used in industries such as medicine, dyes, chemical industry and organic synthesis, as well as the analysis of rare metals.

Storage: Avoid moisture and light, sealed tightly, no contact with metal.

Product validity: two years.

Packing: In woven bag with plastic inside and outside, net weight 25 kg per bag. It can be packaged according to customer requirements, such as carton or cardboard drum, and then palletized.

 

Gallic acid Basic information
Product Name: Gallic acid
Synonyms: Gallic acid, 98% 250GR;Gallic acid, 98% 5GR;Gallic acid 0;3,4,5-Trihydroxybenzoic acid, anhydrous 99%;Gallic acid, 5-Carboxybenzene-1,2,3-triol;BETZ 0276;GALLIC ACID;GALLIC ACID-1-HYDRATE
CAS: 149-91-7
MF: C7H6O5
MW: 170.12
EINECS: 205-749-9
Product Categories: chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Fine chemicals;Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Food additive,Antioxidant anticorrosive;Inhibitors
Mol File: 149-91-7.mol
Gallic acid Structure
 
Gallic acid Chemical Properties
Melting point  251 °C (dec.) (lit.)
Boiling point  259.73°C (rough estimate)
density  1.694
refractive index  1.5690 (estimate)
storage temp.  2-8°C
solubility  Methanol (Slightly), Water (Slightly, Heated)
pka 4.41(at 25℃)
form  Powder
color  Off-white
PH 3.75(1 mM solution);3.22(10 mM solution);2.71(100 mM solution)
Water Solubility  12 g/L cold water
Merck  14,4345
BRN  2050274
Stability: Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, acid chlorides, acid anhydrides.
InChIKey LNTHITQWFMADLM-UHFFFAOYSA-N
CAS DataBase Reference 149-91-7(CAS DataBase Reference)
NIST Chemistry Reference Benzoic acid, 3,4,5-trihydroxy-(149-91-7)
EPA Substance Registry System Gallic acid (149-91-7)
 
Safety Information
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25-37/39
WGK Germany  2
RTECS  LW7525000
8-9-23
TSCA  Yes
HS Code  29182900
Hazardous Substances Data 149-91-7(Hazardous Substances Data)
Toxicity LD50 in rabbits (g/kg): 5.0 orally (Dollahite)
MSDS Information
Provider Language
3,4,5-Trihydroxybenzoic acid English
SigmaAldrich English
ACROS English
ALFA English
 
Gallic acid Usage And Synthesis
Description Gallic acid is a tri hydroxy benzoic acid, a type of phenolic acid, a type of organic acid, also known as 3,4,5- tri hydroxy benzoic acid, found in gallnuts, sumac, witch hazel, tea leaves, oak bark, and other plants. The chemical formula is C6H2(OH)3COOH. Gallic acid is found both free and as part of hydrolyzable tannins.
Salts and esters of gallic acid are termed 'gallates'. Despite its name, it does not contain gallium.
Gallic acid is commonly used in the pharmaceutical industry. It is used as a standard for determining the phenol content of various analytes by the Folin - Ciocalteau assay; results are reported in gallic acid equivalents. Gallic acid can also be used as a starting material in the synthesis of the psychedelic alkaloid mescaline.
Gallic acid seems to have anti-fungal and anti - viral properties. Gallic acid acts as an antioxidant and helps to protect human cells against oxidative damage. Gallic acid was found to show cytotoxicity against cancer cells, without harming healthy cells. Gallic acid is used as a remote astringent in cases of internal haemorrhage. Gallic acid is also used to treat albuminuria and diabetes. Some ointments to treat psoriasis and external haemorrhoids contain gallic acid.
Description Gallic acid is a phenol that has been found in C. sinensis and has diverse biological activities. It scavenges DPPH (Item No. 14805) and hydroxyl radicals in cell-free assays (IC50s = 9.4 and 191 μM, respectively). Gallic acid (1-100 μM) reverses abscisic acid-induced inhibition of hypocotyl growth in A. caudatus seedlings. In vivo, gallic acid (21.8 g/kg) inhibits morpholine- and sodium nitrite-induced adenocarcinoma formation in mice. It also inhibits passive cutaneous anaphylaxis in mice when administered at a dose of 50 mg/kg.
Chemical Properties Colorless crystalline needles or prisms obtained from nutgall tannins,gallic acid is soluble in water and alcohol and melts at 235 to 240 °C. Also known as trihydroxybenzoic acid, it is used in photography, tanning, ink manufacture and pharmaceuticals.
Occurrence Gallic acid is found in a number of land plants. It is also found in the aquatic plant Myriophyllum spicatum and shows an allelopathic effect on the growth of the blue-green alga Microcystis aeruginosa.
In food
Areca nut
Bearberry (Arctostaphylos sp)
Bergenia sp
Blackberry
Hot chocolate
Juglans regia (Common walnut)
Mango in peels and leaves
Phyllanthus emblica (Indian gooseberry) in fruits
Raspberry
Syzygium aromaticum (clove)
Vinegar
wine
Witch hazel (Hamamelis virginiana)
White tea.
Uses Gallic acid is an important component of iron gall ink, the standard European writing and drawing ink from the 12 th to 19th century with a history extending to the Roman empire and the Dead Sea Scrolls. Pliny the Elder (23-79 AD) describes his experiments with it and writes that it was used to produce dyes. Galls (also known as oak apples) from oak trees were crushed and mixed with water, producing tannic acid (a macromolecular complex containing gallic acid). It could then be mixed with green vitriol (ferrous sulfate) — obtained by allowing sulfate - saturated water from a spring or mine drainage to evaporate — and gum arabic from acacia trees; this combination of ingredients produced the ink.
Gallic acid was one of the substances used by Angelo Mai (1782–1854), among other early investigators of palimpsests, to clear the top layer of text off and reveal hidden manuscripts underneath. Mai was the first to employ it, but did so "with a heavy hand", often rendering manuscripts too damaged for subsequent study by other researchers.
Early photographers, including Joseph Bancroft Reade (1801– 1870) and William Fox Talbot (1800 – 1877), used gallic acid for developing latent images in calotypes. It has also been used as a coating agent in zincography.
Uses It can be used to produce polyesters based on phloretic acid and gallic acid.
Uses gallic acid is a potential bleaching agent and anti-oxidant, it is also astringent and potentially anti-microbial and anti-fungal. Scientists are finding that gallic acid may serve as a skin-lightening agent by inhibiting the action of the tyrosinase and peroxidase enzymes. Some studies indicate that it is more effective than hydroquinone when combined with the proper ingredients. It is also incorporated into anti-aging formulations for its ability to prevent mucopolysaccaride deterioration. It is a constituent of witch hazel and oak bark, among many other plants; however, it is generally obtained from nutgalls for commercial purposes.
Uses antineoplastic, astringent, antibacterial
Uses Gallic acid is a trihydroxybenzoic acid found in many plants as either the free acid or in the esterified form of gallotannins and ellagitannins. It demonstrates antioxidant activity by scavenging 2,2-diphenyl-1-picrylhydrazyl and hydroxyl free radicals with IC50 values of 9.4 and 191 μM, respectively, and inhibiting microsomal lipid peroxidation with an IC50 value of 1.51 μM. Gallic acid is often used as a standard for determining the phenol content of various analytes by the Folin-Ciocalteau assay where results are reported in gallic acid equivalents.[Cayman Chemical]
Uses A cyclooxygease inhibitor substance found in plants.
Definition ChEBI: A trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5.
Biotechnological Production The production of gallic acid is challenging. Conventionally, it has been produced by acid hydrolysis of tannic acid. However, this process is expensive due to low yields and high impurities. To overcome this problem, microbial production of gallic acid has been suggested. For example, in a solid-state fermentation of Teri pod cover powder containing tannin using Rhizopus oryzae, a yield of 90.9 % based on the tannin content of 58 % of the substrate was observed. In a submerged culture of Aspergillus aceleatus DBF9 growing on a medium with 3 % tannin, a maximal product concentration of 6.8 g.L-1 was reported. With tannic acid, even higher product concentrations of up to 25 g.L-1, a yield of 0.83 g of gallic acid per gram of tannic acid, and a productivity of 0,56 g.L-1.h-1 were shown using Apergillus fischeri MTCC 150 in submerged cultivation. An alternative is the enzymatic hydrolysis of tannic acids using tannase produced by microorganisms (e.g. Aspergillus fischeri or R. oryzae). For example, propyl gallate could be produced using a tannase from Emericela nidulans immobilized on ionic and covalent supports.
General Description Odorless white solid. Sinks in water.
Air & Water Reactions Sparingly water soluble
Reactivity Profile Phenols, such as Gallic acid, do not behave as organic alcohols, as one might guess from the presence of a hydroxyl (-OH) group in their structure. Instead, they react as weak organic acids. Phenols and cresols are much weaker as acids than common carboxylic acids (phenol has Ka = 1.3 x 10^[-10]). These materials are incompatible with strong reducing substances such as hydrides, nitrides, alkali metals, and sulfides. Flammable gas (H2) is often generated, and the heat of the reaction may ignite the gas. Heat is also generated by the acid-base reaction between phenols and bases. Such heating may initiate polymerization of the organic compound. Phenols are sulfonated very readily (for example, by concentrated sulfuric acid at room temperature). The reactions generate heat. Phenols are also nitrated very rapidly, even by dilute nitric acid.
Health Hazard Inhalation of dust may irritate nose and throat. Contact with eyes or skin causes irritation.
Fire Hazard Flash point data for Gallic acid are not available. Gallic acid is probably combustible.
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.
Side effects It is a weak carbonic anhydrase inhibitor.
Metabolism Biosynthesis
Chemical structure of 3,5- didehydro shikimate Gallic acid is formed from 3-dehydro shikimate by the action of the enzyme shikimate dehydro genase to produce 3,5-didehydro shikimate. This latter compound tautomerizes to form the redox equivalent gallic acid, where the equilibrium lies essentially entirely toward gallic acid because of the coincidently occurring aromatization.
Degradation
Gallate dioxygenase is an enzyme found in Pseudomonas putida that catalyzes the reaction :
gallate + O2 → (1E)-4-oxobut-1-ene-1,2,4-tri carboxylate.
Gallate decarboxylase is another enzyme in the degradation of gallic acid.
Conjugation
Gallate 1-beta-glucosyltransferase is an enzyme that uses UDPglucose and gallate, whereas its two products are UDP and 1-galloylbeta- D-glucose.
Purification Methods Crystallise gallic from water. The tri-O-acetyl derivative has m 172o (from MeOH), and the anilide has m 207o(from EtOH). [Beilstein 10 H 470, 10 IV 1993.]
Esters Also known as galloylated esters:
Methyl gallate
Ethyl gallate, a food additive with E number E313 Propyl gallate, or propyl 3,4,5-trihydroxybenzoate, an ester formed by the condensation of gallic acid and propanol
Octyl gallate, the ester of octanol and gallic acid
Dodecyl gallate, or lauryl gallate, the ester of dodecanol and gallic acid
Epicatechin gallate, a flavan-3-ol, a type of flavonoid, present in green tea
Epigallocatechin gallate (EGCG), also known as epigallocatechin 3-gallate, the ester of epigallocatechin and gallic acid, and a type of catechin
Gallocatechin gallate (GCG), the ester of gallocatechin and gallic acid and a type of flavan-3ol
Theaflavin-3-gallate, a theaflavin derivative.
 
Gallic acid Preparation Products And Raw materials
Raw materials Tannic acid-->Gallic acid monohydrate-->Rhaponticin 6''-O-gallate
Preparation Products 3,4,5-TRIETHOXYBENZOIC ACID-->1,2,3-Trimethoxybenzene-->Methyl gallate-->Ethyl gallate-->2,3,4-Trimethoxybenzaldehyde-->2,3,4-Trihydroxybenzaldehyde-->3,4,5-Trimethoxy benzoic acid-->Procyanidin B1-->(4'-O-methyl)methyl gallate-->5-BROMOMETHYL-1,2,3-TRIMETHOXY-BENZENE-->Octyl gallate-->Methyl 4,5-dimethoxy-3-hydroxybenzoate-->GALLEIN-->C.I. Mordant Violet 35 (8CI)-->ANTHRACENE BROWN-->Mordant Violet 55

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