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갈릭산

Gallic Acid

HCID 370
새 노트새 반응견적 요청하기
인쇄 미리보기

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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
149-91-7
표준 SMILES
O=C(O)c1cc(O)c(O)c(O)c1
InChIKey
LNTHITQWFMADLM-UHFFFAOYSA-N
분자식
C7H6O5
평균 분자량
170.12 g/mol
단동위원소 질량
170.02152329

개요

Gallic acid is an odorless white solid. Sinks in water. (USCG, 1999)

이름 및 식별자

우선 이름
Gallic Acid
IUPAC
3,4,5-trihydroxybenzoic acid
현지명
갈릭산
영어명
Gallic acid
분자식
C7H6O5
분자량
170.12

이름 및 동의어

Gallic acid3,4,5-Trihydroxybenzoic acid149-91-7Benzoic acid, 3,4,5-trihydroxy-Gallic acid, tech.Pyrogallol-5-carboxylic acidKyselina gallovaDTXSID0020650NSC-20103NSC-674319CHEBI:30778632XD903SP
이름 더 보기
갈산갈릭산갈릭애씨드graphite oxidegallicGallic acid, 98% 250GRGallic acid 0Gallic acid, 98% 5GRGallic acid in WaterAnhydrous gallic acidWater-Soluble GALLIC ACIDNano Liposomal Gallic acid
NSC20103DTXCID60650Acid, GallicGallic Acid 1520RefChem:64373,4,5-hydroxybenzoic acid205-749-9GALLIC ACID ANHYDROUS

데이터베이스 식별자

CAS
149-91-7、6274-40-4
PubChem CID
370
DTXSID
DTXSID0020650
ChEMBL
CHEMBL288114
ChEBI
CHEBI:30778
UNII
632XD903SP
EC Number
205-749-9
Nikkaji
J3.065.593A、J7.408J

물성

구조 계산 물성보충 중

XLogP
0.7
극성 표면적
98 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
5
회전 가능 결합 수
1
무거운 원자 수
12
형식 전하
0
복잡도
169

실험 및 물리화학적 성질

Chemical ClassesOther Classes -> Benzoic Acid Derivatives
CosmeticsAntioxidant
SpringerMaterials PropertiesAngular frequency
LogP · 3건

log Kow = 0.70

0.70

0.7

Density · 4건

1.7 at 68 °F (USCG, 1999) - Denser than water; will sink

1.69 kg/l at 20 °C

Density = 1.694 g/cu m at 6 °C

Relative density (water = 1): 1.7

Flavoring AgentsEU Flavoring substances
Color/Form · 3건

Colorless or slightly yellow cyrstalline needles or prisms.

NEEDLES FROM ABSOLUTE METHANOL OR CHLOROFORM

White needles

Solubility · 6건

Sparingly soluble (NTP, 1992)

1 G DISSOLVES IN: 87 ML WATER, 3 ML BOILING WATER, 6 ML ALCOHOL, 100 ML ETHER, 10 ML GLYCEROL, 5 ML ACETONE; PRACTICALLY INSOL IN BENZENE, CHLOROFORM, PETROLEUM ETHER.

Water solubility = 1.19X10+4 mg/l @ 25 °C

Soluble in oxygenated solvents

11.9 mg/mL at 20 °C

Solubility in water, g/100ml: 1.1 (moderate)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 5.4% (22 of 405) of reports.

Danger

H315 (75.1%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 405 reports by companies from 23 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Regulatory Information · 5건

Chemical: Benzoic acid, 3,4,5-trihydroxy-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

Benzoic acid, 3,4,5-trihydroxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzoic acid, 3,4,5-trihydroxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 05-10-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/25188

Gallic acid: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Fire Hazards · 2건

Flash point data for this chemical are not available. It is probably combustible. (NTP, 1992)

Combustible.

Health HazardsInhalation of dust may irritate nose and throat. Contact with eyes or skin causes irritation. (USCG, 1999)
Hazards Summary · 1건

화학 및 산업

약리 정보

Metabolism/Metabolites · 3건

... GALLIC ACID...METHYLATED BY CATECHOL O-METHYL TRANSFERASE /TO 3,5-DIHYDROXY-4-METHOXY-BENZOIC ACID/. THIS ENZYME IS LOCALIZED IN SOL FRACTION & IS FOUND IN LIVER, KIDNEYS, SKIN, BLOOD CELLS, GLANDULAR TISSUES & NERVE FIBERS. IT REQUIRES S-ADENOSYLMETHIONINE AS METHYL DONOR &...MG++ OR OTHER DIVALENT IONS.

ADMIN TO RABBITS IT IS LARGELY EXCRETED UNCHANGED IN URINE, BUT SMALL AMT ARE ALSO EXCRETED AS PYROGALLOL & 4-METHOXY-3,5-DIHYDROXYBENZOIC ACID. DECARBOXYLATION TO PYROGALLOL IS RESULT OF METAB BY INTESTINAL MICROFLORA.

GALLIC ACID YIELDS GALLIC ACID-BETA-D-GLUCURONIDE IN RABBIT. /FROM TABLE/

Absorption, Distribution and Excretion · 3건

READILY ABSORBED FROM THE GASTROINTESTINAL TRACT.

ADMIN TO RABBITS IT IS LARGELY EXCRETED UNCHANGED IN URINE, BUT SMALL AMT ARE ALSO EXCRETED AS PYROGALLOL & 4-METHOXY-3,5-DIHYDROXYBENZOIC ACID.

Pharmacokinetic studies have shown that GA is quickly absorbed and eliminated when taken orally. The bioavailability of GA can be increased by optimizing its structure or changing its form of administration.

용도 및 제조

Uses · 6건

Used to make gallic acid esters, tannins, paper, pyrogallol, and inks; as photographic developer; in tanning and dyeing; to test for free mineral acids, dihydroxyacetone, and alkaloids; in pharmaceuticals; in engraving of lithography; as an analytical reagent; and as a veterinary antidiarrheal; [HSDB]

Pulp and Paper Processing [Category: Industry]

MANUFAC GALLIC ACID ESTERS, PYROGALLOL, INKS; AS PHOTOGRAPHIC DEVELOPER; IN TANNING; IN DYEING; IN TESTING FOR FREE MINERAL ACIDS, DIHYDROXYACETONE AND ALKALOIDS. ESTERS AS ANTIOXIDANTS. FORMERLY AS ASTRINGENT, STYPTIC.

Photography, writing ink, dyeing, manufacture of pyrogallol, a tanning agent and a manufacture of tannins, paper manufacture, pharmaceuticals, engraving of lithography, analytical reagent

Used as chemical intermediate for the synthesis of bismuth subgallate, dodecyl gallate, n-octyl gallate, n-propyl gallate, pyrogallol.

Gallic acid has been used in the treatment of various diseases for thousands of years. It has pharmacological potential in the regulation of several molecular and cellular processes, e.g., apoptosis and autophagy. Also, gallic acid has been investigated in the treatment of Cardiovascular Diseases (CVDs) in vivo and in vitro.

관련 반응

34건
반응 기록 만들기
HRID 8518 반응식
HRID 8518반응물로uspto-grants-2006_08
HRID 65311 반응식
HRID 65311반응물로uspto-grants-1986_09
HRID 83468 반응식
HRID 83468반응물로uspto-grants-2014_09
HRID 95653 반응식
HRID 95653반응물로Training data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 145858 반응식
HRID 145858반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 154140 반응식
HRID 154140반응물로Training data from https://doi.org/10.1039/C8SC04228D (9/10)
HRID 379334 반응식
HRID 379334반응물로uspto-grants-2001_10
HRID 393841 반응식
HRID 393841반응물로uspto-grants-2004_10
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
더보기
새 노트새 반응견적 요청하기
Endocrine DisruptorsPotential endocrine disrupting compound
Boiling Point · 2건

SUBLIMES (NTP, 1992)

501.00 °C. @ 760.00 mm Hg

Decomposition · 3건

Thermal decomposition products include carbon dioxide and carbon monoxide. /Organic acids and related compounds/

Decomposes at 235-240 °C.

When heated to decomposition it emits acrid smoke and irritating fumes.

Melting Point · 4건

432 to 464 °F (decomposes) (NTP, 1992)

sublimes at 210

Sublimes at 210 °C giving a stable form with melting point 258 to 265 °C (dec) and an unstable form with melting point 225 to 230 °C

258 - 265 °C

물리화학적 성질

녹는점
251 °C · 251 °C (dec.) (lit.)
끓는 점
259.73 °C · 259.73°C (rough estimate)
밀도
1.694 · 1.694
증기압
0 Pa · 0Pa at 25℃
굴절률
1.569 · 1.5690 (estimate)
저장 조건
2 · 2-8°C
용해도
Methanol (Slightly), Water (Slightly, Heated)
산도 계수 (pKa)
4.41 · 4.41(at 25℃)
물리적 상태
가루
색상
회백색
수소이온지수(pH)
3.75 · 3.75(1 mM solution);3.22(10 mM solution);2.71(100 mM solution)
생물학적 소스
plant fruit
수용성
12 g/L · 냉수 12g/L
Merck
14 · 14,4345
BRN
2050274 · 2050274
Henry's Law Constant
1.2 · 1.2×1014 mol/(m3Pa) at 25℃, HSDB (2015)
안정성
안정성 안정적이지만 빛에 노출되면 변색될 수 있습니다. 흡습성. 강산화제, 강염기, 산 염화물, 산 무수물과 호환되지 않습니다.
주요 응용
농업대사체학미생물학비타민, 기능성 식품 및 천연 제품비타민, 기능성 식품 및 천연 제품
화장품 원료 기능
항산화제
InChI
1S/C7H6O5/c8-4-1-3(7(11)12)2-5(9)6(4)10/h1-2,8-10H,(H,11,12)
InChIKey
LNTHITQWFMADLM-UHFFFAOYSA-N
SMILES
OC(=O)c1cc(O)c(O)c(O)c1
LogP
0.7 · 0.7
NIST
3 · Benzoic acid, 3,4,5-trihydroxy-(149-91-7)
EPA
Gallic acid (149-91-7)
화학적 성질 · 1건

Gallic acid, also known as trihydroxybenzoic acid, is a colorless crystalline needles or prisms that is obtained from nutgall tannins. It is soluble in hot water, ether, ethanol, acetone and glycerin, insoluble in cold water, insoluble in benzene and chloroform and has a melting point of 235 to 240 °C (decomposition). When heated to 100-120°C, crystal water will be lost, and when heated above 200°C, carbon dioxide will be lost to generate pyrogallic acid (ie, pyrogallol). It is used in photography, tanning, ink manufacture and pharmaceuticals.

No listed effects of short-term or long-term exposure; [ICSC] A skin and eye irritant; [HSDB] A skin, eye, nose, and throat irritant; [CAMEO] In animal experiments, causes changes to liver and kidneys; Oral LD50 (rabbit) = 5000 mg/kg; [RTECS] An irritant; [MSDSonline]

Reactive GroupAcids, Carboxylic
Reactivity Profile · 1건

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 pKa = 9.88). 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.

Chemical DangersReacts with strong reducing agents. This generates heat and flammable/explosive gas (hydrogen - see ICSC 0001).
Air and Water ReactionsSparingly water soluble (NTP, 1992)
Hazard Classes and CategoriesSkin Irrit. 2 (75.1%)
Skin, Eye, and Respiratory IrritationsSolid irritating to skin, and eyes.

안전 및 보호

Fire Fighting · 2건

Fire Extinguishing Agents: Water, foam, dry chemical, carbon dioxide (USCG, 1999)

Use water spray, powder, alcohol-resistant foam, carbon dioxide.

First Aid Measures · 4건

Fresh air, rest.

Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First Aid · 1건

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Safe StorageSeparated from strong reducing agents. Dry. Keep in the dark.
Fire Fighting ProceduresCombustible. Extinguish with water, dry chemicals, foam, or carbon dioxide.
Storage ConditionsPROTECT FROM LIGHT.
Nonfire Spill Response · 1건

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 2건

Liquid acid may be injected at base of incinerator or after mixing with a flammable solvent.

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Spillage Disposal · 1건

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into sealable containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations.

Eye PreventionWear safety goggles.
Fire PreventionNO open flames.
Inhalation RiskEvaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly.

독성 정보

Hepatotoxicity · 1건

GA is anticipated to be a successful medication for the long-term prevention of DILI because of its weak toxicity in animal and clinical trials. In in vivo models, GA ameliorated liver toxicity induced by CCl4, antineoplastic drugs, NSAIDs, alcohols, biotoxins, antidepressants, anti-tuberculosis drugs, and other environmental toxins. The main mechanisms for GA's reduction of DILI include modulation of CYP450 enzyme activity, regulation of the MAPKs signaling pathway, free radical scavenging, upregulation of Nrf2, and downregulation of NF-κB and pro-inflammatory cytokines.

Environmental Fate · 3건

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 57(SRC), determined from an experimental log Kow of 0.70(2,SRC) and a recommended regression-derived equation(3), indicates that gallic acid is not expected to adsorb to suspended solids and sediment in water(SRC). Gallic acid is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 8.5X10-20 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF value of 2(3,SRC), from an experimental log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). An aerobic biodegradation study of gallic acid, based on COD measurements, using an activated sludge inoculum of 100 mg/l and an initial pyrogallic acid concentration of 200 ppm, indicated 90.5 percent COD removal over a period of 5 days at pH=7.2 and 20 °C(6). Under both aerobic and anaerobic conditions, gallic acid is mineralized to methane and carbon dioxide in the presence of certain Rhodospirillaceae(7).

AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 57(SRC), determined from an experimental log Kow of 0.70(2,SRC) and a recommended regression-derived equation(3), indicates that gallic acid is not expected to adsorb to suspended solids and sediment in water(SRC). Gallic acid is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 8.5X10-20 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF value of 2(3,SRC), from an experimental log Kow(2,SRC), suggests that bioconcentration in aquatic organisms is low(SRC). An aerobic biodegradation study of gallic acid, based on COD measurements, using an activated sludge inoculum of 100 mg/l and an initial pyrogallic acid concentration of 200 ppm, indicated 90.5 percent COD removal over a period of 5 days at pH=7.2 and 20 °C(6).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), gallic acid, which has an estimated vapor pressure of 1.2X10-7 mm Hg at 25 °C(2,SRC), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase gallic acid is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 3.6 hours(3,SRC). Particulate-phase gallic acid may be physically removed from the air by wet and dry deposition(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure RoutesThe substance can be absorbed into the body by ingestion.
Toxicity Summary · 3건

Ingestion of the leaves of Acer rubrum (red maple), especially the wilted one in the fall, can cause severe oxidative damage to equine erythrocytes, leading to potentially fatal methemoglobinemia and hemolytic anemia. Gallic acid and tannins from Acer rubrum leaves have been implicated as the toxic compounds responsible for red maple toxicosis. To investigate further how red maple toxicosis occurs, this study used aqueous solutions of gallic acid, tannic acid, and ground dried Acer rubrum leaves that were incubated with contents of equine ileum, jejunum, cecum, colon, and liver, and then analyzed for the metabolite pyrogallol, a more potent oxidizing agent. They found that gallotannins (a class of molecules belonging to the hydrolysable tannins) and free gallic acid are present in Acer rubrum leaves and can be metabolized by the K. pneumoniae and E. cloacae found in the equine ileum to form pyrogallol.

Maple and pistachio genera plants have been reported to cause acute hemolysis in horses, possibly due to the metabolism of gallic acid to pyrogallol by enteric bacteria. The diagnosis is often tentative and circumstantial. and the treatment is symptomatic and supportive. This can include detoxification, fluid and electrolyte therapy, supplemental oxygen, and pain control. The prognosis is guarded to poor; however, horses that survive six days postexposure are expected to recover.

According to toxicology studies conducted on a range of animals and clinical trials, GA rarely exhibits toxicity or side effects.

Soil Adsorption/Mobility · 1건

The Koc of gallic acid is estimated as approximately 57(SRC), using a measured log Kow of 0.70(1) and a regression-derived equation(2,SRC). According to a recommended classification scheme(3), this estimated Koc value suggests that gallic acid is expected to have high mobility in soil(SRC).

Natural Pollution SourcesGallic acid is an endogenous product in plants. The acid occurs free or bound to tannin in divi-divi, oak bark, gallnuts, pomegranate roots, sumac, and tea(1).
Human Toxicity Excerpts · 5건

FED TO MEN IN QUANTITIES OF 2 TO 10 G WITHOUT FATALITIES AND WITHOUT EVEN SEVERE ILL EFFECTS.

A MILD LOCAL IRRITANT.

LESS TOXIC THAN TANNIC ACID.

APPARENTLY MUCH LESS TOXIC THAN SALICYLIC ACID.

TOXICITY: VERY LOW SYSTEMIC TOXICITY.

Artificial Pollution Sources · 1건

Gallic acid's production and use in photography, writing ink, dyeing, manufacture of pyrogallol, paper manufacture, pharmaceuticals, engraving of lithography, and as an analytical reagent(1) may result in its release to the environment(SRC).

Environmental Biodegradation · 1건

AEROBIC: An aerobic biodegradation study of gallic acid, based on BOD measurements, using a sewage inoculum at 20 °C and an unknown gallic acid concentration, indicated 0.08 percent BODT, over a period of 5 days(1). An aerobic biodegradation study of gallic acid, based on COD measurements, using an activated sludge inoculum of 100 mg/l and an initial pyrogallic acid concentration of 200 ppm, indicated 90.5 percent COD removal over a period of 5 days at pH=7.2 and 20 °C(2). An aerobic biodegradation study of gallic acid, based on BOD measurements, using an acclimated sewage inoculum at and an unknown gallic acid concentration, indicated 0 percent BODT, over a period of 5 days(3). The carbon dioxide evolution from pasture soil (pH=6.7) and arable sandy soil (pH=6.2) was studied after addition of gallic acid to the soil and an incubation period of 300 hours at 13 °C and 20 °C(4). The decomposition of gallic acid, reflected as carbon dioxide production, became exponential within 10 hours(4). ANAEROBIC: Under both aerobic and anaerobic conditions, gallic acid is mineralized to methane and carbon dioxide in the presence of certain Rhodospirillaceae(5).

Environmental Bioconcentration · 1건

An estimated BCF value of 2 was calculated for gallic acid(SRC), using an experimental log Kow of 0.70(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1건

The Henry's Law constant for gallic acid is estimated as 8.5X10-20 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that gallic acid will be essentially nonvolatile from water surfaces(2,SRC). Gallic acid's Henry's Law constant(1,SRC) indicates that volatilization from moist soil surfaces is not expected(SRC). Gallic acid is not expected to volatilize from dry soil surfaces based on an estimated vapor pressure of 1.2X10-7 mm Hg(SRC), determined from a fragment constant method(3).

안전 데이터

wgk
2
tsca
TSCA listed
rtecs
LW7525000
독성
LD50 in rabbits (g/kg): 5.0 orally (Dollahite)
HS 번호
29182900
risk_code
36/37/38
hazard_code
Xi
safety_code
26-36-24/25-37/39
기존화학 물질
KE-34287
F 고인화성물질
8-9-23
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
스토리지 클래스
11 - Combustible Solids
유해 물질 데이터
149-91-7(Hazardous Substances Data)
U.S. Imports(1979) 3.54X10+6 GRAMS
U.S. Production · 2건

(1977) PROBABLY GREATER THAN 2.27X10+6 GRAMS

(1979) PROBABLY GREATER THAN 2.27X10+6 GRAMS

Industry UsesCleaning agent
Methods of Manufacturing · 5건

CHEMICAL OR ENZYMATIC HYDROLYSIS OF TANNINS FROM NUTGALLS OR TARA POWDER

OBTAINED BY ALKALINE OR ACID HYDROLYSIS OF THE TANNINS FROM NUTGALLS; ALSO BY ENZYMATIC HYDROLYSIS USING SPENT BROTHS FROM PENICILLIUM GLAUCUM OR ASPERGILLUS NIGER WHICH CONTAIN TANNASE.

FROM TANNIN CONTAINING MATERIALS. SYNTHESIS FROM ALIPHATIC MATERIALS.

p-Hydroxybenzoic acid (sulphonation/alkali fusion)

Action of mold on solutions of tannin or by boiling latter with strong acid or caustic soda

Formulations/Preparations · 2건

GALLIC ACID, POTASSIUM CHLORATE & RED GUM (FORMULA 156) IS A PYROTECHNIC WHISTLE COMPOSITION.

Available as the monohydrate

Use ClassificationCosmetics -> Antioxidant
General Manufacturing Information · 3건

All Other Basic Inorganic Chemical Manufacturing

Benzoic acid, 3,4,5-trihydroxy-: ACTIVE

INCOMPATIBILITIES: FERRIC SALTS (BLUISH-BLACK PPT), CHLORATES, PERMANGANATE, AMMONIA, LEAD ACETATE, ALKALI HYDROXIDES AND CARBONATES, OPIUM IN SOLN, SILVER SALTS, OXIDIZING AGENTS, SPIRIT NITROUS ETHER.

응용 분야 · 5건

개요Gallic acid is a trihydroxybenzoic acid, a type of phenolic acid, a type of organic acid, also known as 3,4,5- trihydroxy 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 antiviral 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.

출처Gallic 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.

역사Gallic 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.

용도gallic 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.

일반 설명Gallic acid is a phenol that has been found in C. sinensis and has diverse biological activities. It scavenges DPPH 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.

제조 방법 · 1건

생산 방법Gallic acid, a component of many tanning agents is an endogenous product in plants. The acid occurs free or bound to tannin [1401-55-4] (e.g., in divi-divi, oak bark, gallnuts, pomegranate roots, sumac, and tea). The acid is produced from tannin-rich aqueous gallnut extracts by acidic or alkaline hydrolysis. It is also obtained by using the enzyme tannase [9025-71- 2] or molds (Penicillium glaucum, Aspergillus niger) to cleave tannin by fermentation. Both the metabolism of gallic acid and its impact on plant growth enzymes have been studied.

상·하류 제품 정보

상류 원료

타닌산Gallnut tanninMelaphis paitan tsai et tang갈릭산(1수화물)Rhaponticin 6''-O-gallate

하류 제품

메틸갈레이트ink2,3,4-트리하이드록시벤즈알데하이드Ethyl gallate1,2,3-트리메톡시벤젠3,4,5-트리에톡시벤조산2,3,4-Trimethoxybenzaldehyde3,4,5-트리메톡시벤조산Procyanidin B1(4'-O-메틸)메틸갈레이트5-브로모메틸-1,2,3-트리메톡시-벤젠옥틸 몰식자산염Methyl 4,5-dimethoxy-3-hydroxybenzoateGALLEINC.I. Mordant Violet 35 (8CI)Anthracene brownMordant Violet 55
추가 설명 · 4건

순도시험(1) 용상 : 이 품목 1g을 20mL에 녹일 때, 그 액은 미황색으로서 탁도는 거의 징명 이하이어야 한다. (2) 탄닌산 : 이 품목 1g에 물 20mL를 가하여 진탕 혼합한 후 여과하여 여액에 따뜻한 젤라틴 용액(1%) 5~6방울을 가할 때, 탁하여서는 아니 된다. (3) 비소 : 이 품목을 비소시험법에 따라 시험할 때, 그 양은 4.0ppm 이하이어야 한다. (4) 납 : 이 품목 5.0g을 취하여 원자흡광광도법 또는 유도결합플라즈마발광광도법에 따라 시험할 때, 그 양은 2.0ppm 이하이어야 한다.

확인시험이 품목 1g에 물 20mL를 가하여 약 1분간 진탕하여 섞은 후 여과한 여액에 염화제이철용액(1→10) 2~3방울을 가할 때, 청흑색의 침전이 생긴다.

정의이 품목은 옻나무과 옻나무(Rhus javanica L.)에 발생하는 오배자, 참나무과(Quercus infectoria Oliv.)에 발생하는 몰식자를 물, 에탄올 또는 유기용제로 추출한 탄닌을 알칼리 또는 효소(탄나아제)로 가수분해하여 얻어지는 것으로서 성분은 몰식자산이다.

정의ChEBI: Gallic acid is a trihydroxybenzoic acid in which the hydroxy groups are at positions 3, 4, and 5. It has a role as an astringent, a cyclooxygenase 2 inhibitor, a plant metabolite, an antioxidant, an antineoplastic agent, a human xenobiotic metabolite, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor, an apoptosis inducer and a geroprotector. It is a conjugate acid of a gallate.