CAS 149-91-7|Gallic acid
| Common Name | Gallic acid | ||
|---|---|---|---|
| CAS Number | 149-91-7 | Molecular Weight | 170.120 |
| Density | 1.7±0.1 g/cm3 | Boiling Point | 501.1±50.0 °C at 760 mmHg |
| Molecular Formula | C7H6O5 | Melting Point | 252 °C (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 271.0±26.6 °C |
Names
| Name | gallic acid |
|---|---|
| Synonym | More Synonyms |
Gallic acid BiologicalActivity
| Description | Gallic acid is an antioxidant which can inhibit both COX-2. |
|---|---|
| Related Catalog | Research Areas >>Metabolic DiseaseResearch Areas >>CancerNatural Products >>Phenols |
| Target | COX-2 |
| In Vitro | Gallic acid is an antioxidant which can inhibit both COX-2[1]. After 18 h treatment with Gallic acid, the number of viable neutrophils is dramatically decreased from 40.3% to 27.7%, highly comparable with 26.4% for untreated neutrophils. Gallic acid fails to attenuate isoproterenol-induced myocytolysis[3]. |
| In Vivo | The food intake (2.6±0.08 g/day, p=0.69) and the body weight (2.5±0.69 g, p=0.76) of the Gallic acid group do not differ significantly from those of the control group (food intake; 2.41±0.14 g/day and the body weight; 2.83±0.84 g/day). The blood glucose tolerance in the Gallic acid group is significantly improved after 2 weeks of treatment. The blood glucose tolerance of the Gallic acid group after a treatment period of 2 weeks is also significantly better than that of the control group at 90 and 120 min ( p<0.05). The serum triglyceride concentration in the Gallic acid group (0.67±0.03 mM, p<0.05) is significantly reduced relative to that of the control group (1.08±0.20 mM). The total cholesterol concentration is similar in the control (3.19±0.27 mM) and Gallic acid (3.01±0.18 mM) groups[2]. |
| Cell Assay | Neutrophils are treated with 8 μg/mL Gallic acid in RPMI1640/10% FBS for 3, 6, 9, and 18 h. At the end of Gallic acid treatment, the cells are stained with Annexin V-FITC and PI according to manufacturer's instructions. Briefly, the cells are washed twice with ice-cold PBS and resuspended in 1× Binding Buffer at a concentration of 1×106 cells/mL. Cell suspensions (1×105 cells in 100 μL) are incubated with 5 μL of Annexin V-FITC and 10 μL PI in a 5 mL culture tube at room temperature for 20 min. The stained cells are immediately analyzed on flow cytometry system[3]. |
| Animal Admin | Five-week-old male C57BL/6 mice are used in this study. The animals are maintained in a temperature-controlled room at 22° C on a 12 h light-dark photocycle. The mice are divided into the control vehicle group and the Gallic acid group. For 2 weeks, the mice are administered intraperitoneal treatment on a daily basis with vehicle (10% alcohol, 10% tween 80, and 80% saline) alone or with 10 mg/kg Gallic acid. After this treatment, GTTs are again conducted, and the blood samples are taken for subsequent biochemical analysis. Over the experimental period, food intake and body weight are measured on a daily basis[2]. |
| References | [1]. Amaravani M, et al. COX-2 structural analysis and docking studies with gallic acid structural analogues. Springerplus. 2012 Dec;1(1):58. [2]. Bak EJ, et al. Gallic acid improves glucose tolerance and triglyceride concentration in diet-induced obesity mice. Scand J Clin Lab Invest. 2013 Dec;73(8):607-14. [3]. Cheng Y, et al. Plant Natural Products Calycosin and Gallic Acid Synergistically Attenuate Neutrophil Infiltration and Subsequent Injury in Isoproterenol-Induced Myocardial Infarction: A Possible Role for Leukotriene B4 12-Hydroxydehydrogenase? Oxid Med Cell Longev. 2015;2015:434052. |
Chemical & Physical Properties
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Boiling Point | 501.1±50.0 °C at 760 mmHg |
| Melting Point | 252 °C (dec.)(lit.) |
| Molecular Formula | C7H6O5 |
| Molecular Weight | 170.120 |
| Flash Point | 271.0±26.6 °C |
| Exact Mass | 170.021530 |
| PSA | 97.99000 |
| LogP | 0.91 |
| Vapour Pressure | 0.0±1.4 mmHg at 25°C |
| Index of Refraction | 1.730 |
| Stability | Stability Stable, but may discolour upon exposure to light. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, acid chlorides, acid anhydrides. |
| Water Solubility | 12 g/L cold water |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 5 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 4300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 320 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 5 gm/kg
- TOXIC EFFECTS :
- Lungs, Thorax, or Respiration - chronic pulmonary edema Liver - other changes Kidney, Ureter, Bladder - other changes
- TYPE OF TEST :
- TDLo - Lowest published toxic dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- DOSE :
- 5 mg/kg
- SEX/DURATION :
- female 1 day(s) pre-mating
- TOXIC EFFECTS :
- Reproductive - Maternal Effects - ovaries, fallopian tubes
- TYPE OF TEST :
- Cytogenetic analysis
MUTATION DATA - TYPE OF TEST :
- Cytogenetic analysis
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 50 mg/L
- REFERENCE :
- CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84280 No. of Facilities: 549 (estimated) No. of Industries: 21 No. of Occupations: 10 No. of Employees: 2520 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84280 No. of Facilities: 294 (estimated) No. of Industries: 14 No. of Occupations: 8 No. of Employees: 2184 (estimated) No. of Female Employees: 252 (estimated)
- TYPE OF TEST :
- Cytogenetic analysis
- TEST SYSTEM :
- Rodent - hamster Ovary
- DOSE/DURATION :
- 50 mg/L
- REFERENCE :
- CALEDQ Cancer Letters (Shannon, Ireland). (Elsevier Scientific Pub. Ireland Ltd., POB 85, Limerick, Ireland) V.1- 1975- Volume(issue)/page/year: 14,251,1981 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84280 No. of Facilities: 549 (estimated) No. of Industries: 21 No. of Occupations: 10 No. of Employees: 2520 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 84280 No. of Facilities: 294 (estimated) No. of Industries: 14 No. of Occupations: 8 No. of Employees: 2184 (estimated) No. of Female Employees: 252 (estimated)
Safety Information
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
|---|---|
| Hazard Codes | Xi:Irritant |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 2 |
| RTECS | LW7525000 |
| HS Code | 2918290000 |
Customs
| HS Code | 2918290000 |
|---|---|
| Summary | HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0% |
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Synonyms
| 3,4,5-trihydroxybenzenoic Acid |
| Gallic acid |
| Benzoic acid, 3,4,5-trihydroxy- |
| graphite oxide |
| kyselinagallova |
| 3,4,5-Trihydroxy-benzoic acid |
| Acid, Gallic |
| BETZ 0276 |
| 3,4,5-Trihydroxybenzoic acid |
| gallic |
| Galloyl alcohol |
| MFCD00002510 |
| Gallussaure |
| graphitic acid |
| 3-10-00-02070 (Beilstein Handbook Reference) |
| EINECS 205-749-9 |
