Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H5O4.Na.H2O |
| Molecular Weight | 194.1172 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.[Na+].OC1=CC(C([O-])=O)=C(O)C=C1
InChI
InChIKey=SYGYBOPDUUSVNE-UHFFFAOYSA-M
InChI=1S/C7H6O4.Na.H2O/c8-4-1-2-6(9)5(3-4)7(10)11;;/h1-3,8-9H,(H,10,11);;1H2/q;+1;/p-1
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | HO |
| Molecular Weight | 17.0073 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C7H6O4 |
| Molecular Weight | 154.1201 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Gentisic acid is an active metabolite of salicylic acid degradation, which possesses a broad spectrum of biological activity, such as anti-inflammatory, antirheumatic and antioxidant properties. The antioxidant activity and radioprotective properties of gentisic acid are exerted by its phenoxyl group. It is also used in cosmetics as a skin-whitening agent for the treatment of skin pigmentary disorders by influencing the synthesis of melanin through inhibition of melanosomal tyrosinase activity Gentisic acid is also a biomarker of Renal Cell Carcinoma.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: P14679 Gene ID: 7299.0 Gene Symbol: TYR Target Organism: Homo sapiens (Human) |
|||
Target ID: free radical |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Diagnostic | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Improvement of in-gel digestion protocol for peptide mass fingerprinting by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | 2001 |
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| Mice with a partial deficiency of manganese superoxide dismutase show increased vulnerability to the mitochondrial toxins malonate, 3-nitropropionic acid, and MPTP. | 2001 Jan |
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| Comparison of two independent aromatic hydroxylation assays in combination with intracerebral microdialysis to determine hydroxyl free radicals. | 2001 Jul 15 |
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| Stability of phenolic compounds during extraction with superheated solvents. | 2001 Jul 6 |
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| A novel pathway of aerobic benzoate catabolism in the bacteria Azoarcus evansii and Bacillus stearothermophilus. | 2001 Jul 6 |
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| Coronary and myocardial effects of acetaminophen: protection during ischemia-reperfusion. | 2001 Jun |
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| The mechanism of gentisic acid-induced relaxation of the guinea pig isolated trachea: the role of potassium channels and vasoactive intestinal peptide receptors. | 2001 Mar |
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| Determination of salicylate, gentisic acid and salicyluric acid in human urine by capillary electrophoresis with laser-induced fluorescence detection. | 2001 Mar 5 |
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| Studies of pesticides by collision-induced dissociation, postsource-decay, matrix-assisted laser desorption/ionization time of flight mass spectrometry. | 2001 May |
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| Electrophoresis separation in open microchannels. A method for coupling electrophoresis with MALDI-MS. | 2001 May 1 |
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| Measurement of free radical production by in vivo microdialysis during ischemia/reperfusion injury to skeletal muscle. | 2001 May 1 |
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| Extension of the in-gel release method for structural analysis of neutral and sialylated N-linked glycans to the analysis of sulfated glycans: application to the glycans from bovine thyroid-stimulating hormone. | 2001 Sep 1 |
|
| Identification and structural analysis of synthetic oligosaccharides of Shigella sonnei using MALDI-TOF MS. | 2001 Sep 7 |
|
| Rapid analysis of intact phospholipids from whole bacterial cells by matrix-assisted laser desorption/ionization mass spectrometry combined with on-probe sample pretreatment. | 2002 |
|
| Mass spectrometric studies of benzoxazine resorcarenes. | 2002 |
|
| Small angle neutron scattering measurements of synthetic polymer dispersions in matrix-assisted laser desorption/ionization matrixes. | 2002 |
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| A quantitative model of ultraviolet matrix-assisted laser desorption/ionization. | 2002 Aug |
|
| Sheng-Mai-San is protective against post-ischemic myocardial dysfunction in rats through its opening of the mitochondrial KATP channels. | 2002 Aug |
|
| Electrospray mass spectral studies on molybdenum complexes with 2,3- and 2,5-dihydroxybenzoic acid and their degradation products. | 2002 Jul |
|
| What do matrix-assisted laser desorption/ionization mass spectra reveal about ionization mechanisms? | 2002 Jun |
|
| Nickel-induced plasma lipid peroxidation and effect of antioxidants in human blood: involvement hydroxyl radical formation and depletion of alpha-tocopherol. | 2002 Jun 28 |
|
| Factors governing the solubilization of phosphopeptides retained on ferric NTA IMAC beads and their analysis by MALDI TOFMS. | 2002 Sep |
|
| Matrix-assisted laser desorption/ionization analysis of lipids and high molecular weight hydrocarbons with lithium 2,5-dihydroxybenzoate matrix. | 2003 |
|
| Sample preparation effects in matrix-assisted laser desorption/ionisation time-of-flight mass spectrometry of partially depolymerised carboxymethyl cellulose. | 2003 |
|
| Some aspects of the stability of ion current in a matrix-assisted laser desorption/ionization source. | 2003 |
|
| Analysis of a bioactive beta-(1 --> 3) polysaccharide (Curdlan) using matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. | 2003 |
|
| Ionic matrices for matrix-assisted laser desorption/ionization time-of-flight detection of DNA oligomers. | 2003 |
|
| Tempol, a novel stable nitroxide, reduces brain damage and free radical production, after acute subdural hematoma in the rat. | 2003 Apr |
|
| Comparison of laser desorption and matrix-assisted laser desorption/ionization for ruthenium and osmium trisbipyridine complexes using Fourier transform mass spectrometry. | 2003 Apr |
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| Two-laser infrared and ultraviolet matrix-assisted laser desorption/ionization. | 2003 Jul |
|
| Determination of hydroxyl radical by capillary electrophoresis and studies on hydroxyl radical scavenging activities of Chinese herbs. | 2003 Jul |
|
| Molecular characterization of an inducible gentisate 1,2-dioxygenase gene, xlnE, from Pseudomonas alcaligenes NCIMB 9867. | 2003 Jul 17 |
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| Combined effects of electrostatic and pi-pi stacking interactions: selective binding of nucleotides and aromatic carboxylates by platinum(II)-aromatic ligand complexes. | 2003 Jul 21 |
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| Quinaprilat reduces myocardial infarct size involving nitric oxide production and mitochondrial KATP channel in rabbits. | 2003 Jun |
|
| Defibrillatory action of glibenclamide is independent from ATP-sensitive K+ channels and free radicals. | 2003 Jun |
|
| Aromatic trap analysis of free radicals production in experimental collagen-induced arthritis in the rat: protective effect of glycosaminoglycans treatment. | 2003 Mar |
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| Nickel-induced oxidative stress and effect of antioxidants in human lymphocytes. | 2003 Mar |
|
| Photosynthetic responses of corn and soybean to foliar application of salicylates. | 2003 May |
|
| Postischemic hypothermia inhibits the generation of hydroxyl radical following transient forebrain ischemia in rats. | 2003 May |
|
| Phospholipase A2, hydroxyl radicals, and lipid peroxidation in transient cerebral ischemia. | 2003 Oct |
|
| Different antioxidant effects of polyphenols on lipid peroxidation and hydroxyl radicals in the NADPH-, Fe-ascorbate- and Fe-microsomal systems. | 2003 Oct 1 |
|
| Determination of hydroxyl radical by capillary zone electrophoresis with amperometric detection. | 2003 Oct 17 |
Sample Use Guides
Antioxidant activity of gentisic acid has been studied using fast chemical kinetics and two in vitro models, namely the isolated rat liver mitochondria (RLM) and the human erythrocytes. The presence of gentisic acid (GA) during irradiation significantly reduced the levels of gamma radiation induced damages to lipids and proteins in RLM. GA efficiently scavenged hydroxyl radical (k = 1.1 × 10(10) dm(3)mol(-1)s(-1)) to produce reducing adduct radical (~76%) and oxidizing phenoxyl radical (~24%). GA has also scavenged organohaloperoxyl radical (k = 9.3 × 10(7) dm(3) mol(-1)s(-1)).
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:57:11 GMT 2023
by
admin
on
Fri Dec 15 15:57:11 GMT 2023
|
| Record UNII |
Y75S7S5FI3
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| Record Status |
Validated (UNII)
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| Record Version |
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-
Download
| Name | Type | Language | ||
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Systematic Name | English | ||
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Common Name | English | ||
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Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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C45678
Created by
admin on Fri Dec 15 15:57:11 GMT 2023 , Edited by admin on Fri Dec 15 15:57:11 GMT 2023
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CONCEPT | Industrial Aid | ||
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C80942
Created by
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PRIMARY | |||
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43835012
Created by
admin on Fri Dec 15 15:57:11 GMT 2023 , Edited by admin on Fri Dec 15 15:57:11 GMT 2023
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PRIMARY | |||
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Y75S7S5FI3
Created by
admin on Fri Dec 15 15:57:11 GMT 2023 , Edited by admin on Fri Dec 15 15:57:11 GMT 2023
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
ANHYDROUS->SOLVATE | |||
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PARENT -> SALT/SOLVATE |
