EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

2,5-dihydroxybenzoic acid
gentisic acid

Supplier Sponsors

Name:2,5-dihydroxybenzoic acid
CAS Number: 490-79-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:207-718-5
FDA UNII: VP36V95O3T
Nikkaji Web:J6.046A
Beilstein Number:2209119
MDL:MFCD00002460
XlogP3:1.60 (est)
Molecular Weight:154.12162000
Formula:C7 H6 O4
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:cosmetic agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 199.00 to 200.00 °C. @ 760.00 mm Hg
Boiling Point: 406.00 to 407.00 °C. @ 760.00 mm Hg (est)
Flash Point: 417.00 °F. TCC ( 214.00 °C. ) (est)
logP (o/w): 1.740
Soluble in:
 alcohol
 water, 5000 mg/L @ 5C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: skin conditioning
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Gentisic acid 98%
BOC Sciences
For experimental / research use only.
Mesalamine Impurity G >98%
Odor: characteristic
Use: 2,5-Dihydroxybenzoic Acid is an active metabolite of salicylic acid degradation. Evidence indicates that gentisic acid has anti-inflammatory, antirheumatic and antioxidant properties. It is also a byproduct of both tyrosine and benzoate metabolisms.
EMD Millipore
For experimental / research use only.
2,5-Dihydroxybenzoic Acid
sds
ExtraSynthese
For experimental / research use only.
Gentisic acid (HPLC) ≥90%
George Uhe Company
Gentisic Acid
Glentham Life Sciences
Gentisic acid
Penta International
2,5-DIHYDROXY BENZOIC ACID
Santa Cruz Biotechnology
For experimental / research use only.
2,5-Dihydroxybenzoic Acid
Sigma-Aldrich: Aldrich
For experimental / research use only.
2,5-Dihydroxybenzoic Acid 98%
sds
TCI AMERICA
For experimental / research use only.
2,5-Dihydroxybenzoic Acid [Matrix for MALDI-TOF/MS] >99.0%(GC)(T)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intraperitoneal-rat LD50 3000 mg/kg
Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.

oral-mouse LD50 4500 mg/kg
British Journal of Pharmacology and Chemotherapy. Vol. 8, Pg. 30, 1953.

intravenous-mouse LD50 374 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 42, Pg. 254, 1953.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for 2,5-dihydroxybenzoic acid usage levels up to:
 not for fragrance use.
 
Recommendation for 2,5-dihydroxybenzoic acid flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):490-79-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :3469
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2,5-dihydroxybenzoic acid
Chemidplus:0000490799
RTECS:LY3850000 for cas# 490-79-9
 
References:
 2,5-dihydroxybenzoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:490-79-9
Pubchem (cid):3469
Pubchem (sid):134976464
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
Golm Metabolome Database:Search
Metabolomics Database:Search
UM BBD:Search
KEGG (GenomeNet):C00628
HMDB (The Human Metabolome Database):HMDB00152
FooDB:FDB000844
Export Tariff Code:2918.29.7500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
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 tomato leaf
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 wheat seed
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 wine
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Synonyms:
 benzoic acid, 2,5-dihydroxy-
2,5-dihydroxy benzoic acid
2,5-dihydroxy-benzoic acid
2,5-dihydroxybenzoicacid
 gentisic acid
 hydroquinonecarboxylic acid
 

Articles:

PubMed:Hydroxybenzoic acid isomers and the cardiovascular system.
PubMed:Antioxidant and anti-inflammatory activities of methanol extracts of Tremella fuciformis and its major phenolic acids.
PubMed:Quality and characteristics of ginseng seed oil treated using different extraction methods.
PubMed:Anticholinesterase activity of phenolic acids and their derivatives.
PubMed:Application of ultraperformance liquid chromatography/mass spectrometry-based metabonomic techniques to analyze the joint toxic action of long-term low-level exposure to a mixture of organophosphate pesticides on rat urine profile.
PubMed:Analysis of phenolic compounds in olive oil by solid-phase extraction and ultra high performance liquid chromatography-tandem mass spectrometry.
PubMed:Screening for anti-nutritional compounds in complementary foods and food aid products for infants and young children.
PubMed:Antioxidant activity of brazilian vegetables and its relation with phenolic composition.
PubMed:Potential for food-drug interactions by dietary phenolic acids on human organic anion transporters 1 (SLC22A6), 3 (SLC22A8), and 4 (SLC22A11).
PubMed:Beer fingerprinting by Matrix-Assisted Laser Desorption-Ionisation-Time of Flight Mass Spectrometry.
PubMed:Enhancement of soluble dietary fibre, polyphenols and antioxidant properties of chapatis prepared from whole wheat flour dough treated with amylases and xylanase.
PubMed:Structure and function of the oxidation products of polyphenols and identification of potent lipoxygenase inhibitors from Fe-catalyzed oxidation of resveratrol.
PubMed:Simultaneous analysis of acetaminophen, p-aminophenol and aspirin metabolites by hydrophilic interaction and strong anion exchange capillary liquid chromatography coupled to amperometric detection.
PubMed:Antioxidant activities, total phenolics and HPLC analyses of the phenolic compounds of extracts from common Mediterranean plants.
PubMed:Polyphenols of pseudostem of different banana cultivars and their antioxidant activities.
PubMed:Analytical determination and pharmacokinetics of major metabolites of carbasalate calcium in broilers following oral administration.
PubMed:Study of the polyphenolic composition and antioxidant activity of new sherry vinegar-derived products by maceration with fruits.
PubMed:Characterization of bioactive compounds from raw and ripe Mangifera indica L. peel extracts.
PubMed:Chemical composition of Solanum nigrum linn extract and induction of autophagy by leaf water extract and its major flavonoids in AU565 breast cancer cells.
PubMed:Chemical profiling of lentil (Lens culinaris Medik.) Cultivars and isolation of compounds.
PubMed:Extraction, quantification, and antioxidant activities of phenolics from pericarp and seeds of bitter melons (Momordica charantia) harvested at three maturity stages (immature, mature, and ripe).
PubMed:Antioxidant activity and chemical difference in fruit of different Actinidia sp.
PubMed:Analysis of melamine cyanurate in urine using matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Blackcurrant seed press residue increases tocopherol concentrations in serum and stool whilst biomarkers in stool and urine indicate increased oxidative stress in human subjects.
PubMed:MALDI-TOF/MS fingerprinting of triacylglycerols (TAGs) in olive oils produced in the Israeli Negev desert.
PubMed:Determination of the antioxidant capacity of active food packagings by in situ gas-phase hydroxyl radical generation and high-performance liquid chromatography-fluorescence detection.
PubMed:Antioxidant activity of indigenous edible mushrooms.
PubMed:Rapid identification of betacyanins from Amaranthus tricolor, Gomphrena globosa, and Hylocereus polyrhizus by matrix-assisted laser desorption/ionization quadrupole ion trap time-of-flight mass spectrometry (MALDI-QIT-TOF MS).
PubMed:Modulation of hepatic phase II phenol sulfotransferase and antioxidant status by phenolic acids in rats.
PubMed:Selective extraction of derivates of p-hydroxy-benzoic acid from plant material by using a molecularly imprinted polymer.
PubMed:Induction of hepatic antioxidant enzymes by phenolic acids in rats is accompanied by increased levels of multidrug resistance-associated protein 3 mRNA expression.
PubMed:Characterization of intact Penicillium spores by matrix-assisted laser desorption/ionization mass spectrometry.
PubMed:Effect of vegetables on human phenolsulfotransferases in relation to their antioxidant activity and total phenolics.
PubMed:Induction of phenolsulfotransferase expression by phenolic acids in human hepatoma HepG2 cells.
PubMed:Evaluation of antioxidant capacity of cereal brans.
PubMed:Synergistic effect of antioxidant phenolic acids on human phenolsulfotransferase activity.
PubMed:Effects of phenolic acids on human phenolsulfotransferases in relation to their antioxidant activity.
PubMed:Pathways for 3-chloro- and 4-chlorobenzoate degradation in Pseudomonas aeruginosa 3mT.
PubMed:MALDI-TOF MS analysis of isoflavones in soy products.
PubMed:MALDI-TOF MS quantification of coccidiostats in poultry feeds.
PubMed:[Phenolic acid intake of adults in a Bavarian subgroup of the national food consumption survey].
PubMed:Detection of salicylate and its hydroxylated adducts 2,3- and 2,5-dihydroxybenzoic acids as possible indices for in vivo hydroxyl radical formation in combination with catechol- and indoleamines and their metabolites in cerebrospinal fluid and brain tissue.
PubMed:Evaluation of hydroxyl radical-scavenging property of purpurogallin using high pressure liquid chromatography.
PubMed:The blocking effect of phenolic acid on N-nitrosomorpholine formation in vitro.
PubMed:Effect of different isomers of dihydroxybenzoic acids (DBA) on the rate of DL-dopa oxidation by mushroom tyrosinase.
PubMed:[Breeding of a biotype of Myzus persicae sulzer on a synthetic medium. V- Influence of oxalic and gentisic acids on the nutritive value of a synthetic medium].
 
Notes:
a oxidative product of saligenin. Gentisic acid is a dihydroxybenzoic acid. It is a crystalline powder that forms monoclinic prism in water solution. Gentisic acid is an active metabolite of salicylic acid degradation. There is an increasing amount of evidence indicating that gentisic acid has a broad spectrum of biological activity, such as anti-inflammatory, antirheumatic and antioxidant properties. Gentisic acid is also a byproduct of tyrosine and benzoate metabolism. [HMDB]
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