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ethyl gallate
gallic acid, ethyl ester

Supplier Sponsors

Name:ethyl 3,4,5-trihydroxybenzoate
CAS Number: 831-61-8Picture of molecule3D/inchi
Other(deleted CASRN):52441-13-1
ECHA EINECS - REACH Pre-Reg:212-608-5
FDA UNII: 235I6UDD3L
Beilstein Number:2116014
MDL:MFCD00016430
XlogP3:1.30 (est)
Molecular Weight:198.17470000
Formula:C9 H10 O5
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
Boiling Point: 447.28 °C. @ 760.00 mm Hg (est)
Flash Point: 365.00 °F. TCC ( 185.00 °C. ) (est)
logP (o/w): 1.300
Soluble in:
 water, 1.319e+004 mg/L @ 25 °C (est)
 
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.
Gallic Acid Ethyl Ester 98%
BOC Sciences
For experimental / research use only.
Ethyl gallate >98%
Odor: characteristic
Use: Ethyl gallate obviously decreases cell proliferation in MDA-MB-231 and MCF-7 cells in a dose- and time-dependent manner, exhibits cytotoxicity in a dose-dependent manner. Ethyl gallate can inhibit the abilities of invasion of breast cancer in vitro by in anti-oxidant
EMD Millipore
For experimental / research use only.
Ethyl 3,4,5-trihydroxybenzoate
ExtraSynthese
For experimental / research use only.
Ethylgallate (HPLC) ≥90%
Penta International
ETHYL GALLATE
Santa Cruz Biotechnology
For experimental / research use only.
Ethyl Gallate ≥99%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Ethyl Gallate antioxidant, ≥96.0% (HPLC)
TCI AMERICA
For experimental / research use only.
Ethyl Gallate >98.0%(T)
 
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:
oral-mouse LD50 5810 mg/kg
"Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 668, 1986.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
cosmetic agents
Recommendation for ethyl gallate usage levels up to:
 not for fragrance use.
 
Recommendation for ethyl gallate 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):831-61-8
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :13250
National Institute of Allergy and Infectious Diseases:Data
ethyl 3,4,5-trihydroxybenzoate
Chemidplus:0000831618
RTECS:LW7700000 for cas# 831-61-8
 
References:
 ethyl 3,4,5-trihydroxybenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):13250
Pubchem (sid):134978766
 
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
HMDB (The Human Metabolome Database):HMDB33836
FooDB:FDB012004
Export Tariff Code:2918.29.7500
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 guava root
Search Trop Picture
 not found in nature
 
Synonyms:
 benzoic acid, 3,4,5-trihydroxy-, ethyl ester
 ethyl 3,4,5-trihydroxybenzoate
 ethyl-3,4,5-trihydroxybenzoate
 ethylgallate
 gallic acid ethyl ester
 gallic acid, ethyl ester
 nipa no. 48
 nipagallin A
 phyllemblin
 progallin A
3,4,5-trihydroxybenzoic acid ethyl ester
 

Articles:

PubMed:Antimicrobial activities of various fractions of longan (Dimocarpus longan Lour. Fen Ke) seed extract.
PubMed:Simultaneous detection of green tea catechins and gallic acid in human serum after ingestion of green tea tablets using ion-pair high-performance liquid chromatography with electrochemical detection.
PubMed:Synthesis, biological evaluation and docking studies of 4-aryloxymethyl coumarins derived from substructures and degradation products of vancomycin.
PubMed:Ethyl gallate attenuates acute lung injury through Nrf2 signaling.
PubMed:Looking like Limulus? - Retinula axons and visual neuropils of the median and lateral eyes of scorpions.
PubMed:[Phenolic constituents of Ampelopsis grossedentata from zhangjiajie].
PubMed:[Study on chemical constituents from flowers of Ailanthus altissima].
PubMed:Protective effect of Paeonia anomala extracts and constituents against tert-butylhydroperoxide-induced oxidative stress in HepG2 cells.
PubMed:Glyoxal and methylglyoxal: autoxidation from dihydroxyacetone and polyphenol cytoprotective antioxidant mechanisms.
PubMed:Ethyl Gallate Induces Apoptosis of HL-60 Cells by Promoting the Expression of Caspases-8, -9, -3, Apoptosis-Inducing Factor and Endonuclease G.
PubMed:[Phenolic acid derivatives from Alchornea trewioides].
PubMed:Synergy study of the inhibitory potential of red wine polyphenols on vascular smooth muscle cell proliferation.
PubMed:Identifying new lignin bioengineering targets: impact of epicatechin, quercetin glycoside, and gallate derivatives on the lignification and fermentation of maize cell walls.
PubMed:Antibacterial activity of wine phenolic compounds and oenological extracts against potential respiratory pathogens.
PubMed:Free radical scavenging, cytotoxic, and hemolytic activities of an active antioxidant compound ethyl gallate from leaves of Acacia nilotica (L.) Wild. Ex. Delile subsp. indica (Benth.) Brenan.
PubMed:Tannic acid inhibited norovirus binding to HBGA receptors, a study of 50 Chinese medicinal herbs.
PubMed:Bioactive constituents from Harpephyllum caffrum Bernh. and Rhus coriaria L.
PubMed:Gallic treatment is galling to Pseudomonas.
PubMed:Mechanisms of systemic vasodilation by lysozyme-c in septic shock.
PubMed:[Chemical constituents from the roots of Pithecellobium lucidum and their cytotoxic activity].
PubMed:Benefits of ethyl gallate versus norepinephrine in the treatment of cardiovascular collapse in Pseudomonas aeruginosa septic shock in dogs.
PubMed:[Phenolic acid derivatives from Bauhinia glauca subsp. pernervosa].
PubMed:Involvement of heme oxygenase-1 induction in inhibitory effect of ethyl gallate isolated from Galla Rhois on nitric oxide production in RAW 264.7 macrophages.
PubMed:Ethyl gallate isolated from Pistacia integerrima Linn. inhibits cell adhesion molecules by blocking AP-1 transcription factor.
PubMed:[Study on the chemical constituents from fresh roots of Euphorbia fischeriana].
PubMed:Revisiting the anatomy of the central nervous system of a hemimetabolous model insect species: the pea aphid Acyrthosiphon pisum.
PubMed:Ethyl gallate, a scavenger of hydrogen peroxide that inhibits lysozyme-induced hydrogen peroxide signaling in vitro, reverses hypotension in canine septic shock.
PubMed:Partial least squares and principal components analysis of wine vintage by high performance liquid chromatography with chemiluminescence detection.
PubMed:[Chemical constituents from stem barks of Vernonia cumingiana].
PubMed:Cell death shapes embryonic lineages of the central complex in the grasshopper Schistocerca gregaria.
PubMed:Sexual dimorphism in shape and distribution of GABA-like immuno-reactive neurons in cricket terminal abdominal ganglion.
PubMed:Chemical changes during fermentation of Abhayarishta and its standardization by HPLC-DAD.
PubMed:In vitro drug interactions of gallates with antibiotics in Staphylococcus Aureus.
PubMed:[Chemical constituents from roots of Distylium myricoides].
PubMed:LC-MS/MS method for the simultaneous determination of ethyl gallate and its major metabolite in rat plasma.
PubMed:Constancy and variability of identified glomeruli in antennal lobes: computational approach in Spodoptera littoralis.
PubMed:Validated HPLC method for the standardization of Phyllanthus niruri (herb and commercial extracts) using corilagin as a phytochemical marker.
PubMed:[Studies on chemical constituents from leaves of Lysidice brevicalyx].
PubMed:[Studies on chemical constituents of Salacia prinoides].
PubMed:A redetermination of 2-(6-diethyl-amino-3-diethyl-iminio-3H-xanthen-9-yl)benzoate-ethyl gallate (1/1) at room temperature.
PubMed:Antioxidant constituents of Nymphaea caerulea flowers.
PubMed:Antiplasmodial phenolic compounds from Piptadenia pervillei.
PubMed:Recognition and incision of Cr(III) ligand-conjugated DNA adducts by the nucleotide excision repair proteins UvrABC: importance of the Cr(III)-purine moiety in the enzymatic reaction.
PubMed:A new benzofuranic acid from the leaves of Rhus alata.
PubMed:A low-temperature phase of the 1:1 complex of 2-(6-diethylamino-3-diethyl-iminio-3H-xanthen-9-yl)benzoate with ethyl gallate at 93 K.
PubMed:A major ingredient of green tea rescues mice from lethal sepsis partly by inhibiting HMGB1.
PubMed:Antioxidant activity of brocchlin carboxylic acid and its methyl ester from Chrozophora brocchiana.
PubMed:Antibacterial phenolic compounds from the spines of Gleditsia sinensis Lam.
PubMed:[Chemical constitutents of Bauhinia aurea].
PubMed:Phosphodiesterase-I inhibitor quinovic acid glycosides from Bridelia ndellensis.
PubMed:Isolation of the active compound in Mauria heterophylla, a Peruvian plant with antibacterial activity.
PubMed:Effects of structure on radical-scavenging abilities and antioxidative activities of tea polyphenols: NMR analytical approach using 1,1-diphenyl-2-picrylhydrazyl radicals.
PubMed:Alkyl gallates, intensifiers of beta-lactam susceptibility in methicillin-resistant Staphylococcus aureus.
PubMed:Biological activity of phenolic compounds from Alchornea glandulosa.
PubMed:[Studies on the chemical constituents of Ampelopsis humulifolia var. heterophylla (Thunb.) K. Koch].
PubMed:Antioxidant flavonoids and phenolic acids from leaves of Leea guineense G Don (Leeaceae).
PubMed:Two new and four known polyphenolics obtained as new cell-cycle inhibitors from Rubus aleaefolius Poir.
PubMed:GC-mS analysis and anti-microbial activity of acidic fractions obtained from Paeonia peregrina and Paeonia tenuifolia roots.
PubMed:Inhibition of cancer cell growth by crude extract and the phenolics of Terminalia chebula retz. fruit.
PubMed:Pharmacologically active ellagitannins from Terminalia myriocarpa.
PubMed:Deodorizing effects of tea catechins on amines and ammonia.
PubMed:Analytical method of measuring tea catechins in human plasma by solid-phase extraction and HPLC with electrochemical detection.
PubMed:Ethyl m-digallate from red maple, Acer rubrum L., as the major resistance factor to forest tent caterpillar, Malacosoma disstria Hbn.
PubMed:Free radical lipid peroxidation inhibits enzymatic conversion of beta-carotene into vitamin A.
PubMed:[Effect of gallic acid derivatives on secretion of Th1 cytokines and Th2 cytokines from anti CD3-stimulated spleen cells].
PubMed:Isolation and characterization of novel benzoates, cinnamates, flavonoids, and lignans from Riesling wine and screening for antioxidant activity.
PubMed:[Polyphenol compounds from Hamamelis virginiana L].
PubMed:NMR Analytical Approach To Clarify the Antioxidative Molecular Mechanism of Catechins Using 1,1-Diphenyl-2-picrylhydrazyl.
PubMed:NMR analytical approach to clarify the molecular mechanisms of the antioxidative and radical-scavenging activities of antioxidants in tea using 1,1-diphenyl-2-picrylhydrazyl.
PubMed:A novel beta-glucuronidase inhibiting triterpenoid from Paeonia emodi.
PubMed:Potent and selective inhibition of squalene epoxidase by synthetic galloyl esters.
PubMed:The mechanisms underlying the relaxant effect of methyl and ethyl gallates in the guinea pig trachea in vitro: contribution of potassium channels.
PubMed:Gallates inhibit cytokine-induced nuclear translocation of NF-kappaB and expression of leukocyte adhesion molecules in vascular endothelial cells.
PubMed:Evidence of Trolox and some gallates as synergistic protectors of erythrocytes against peroxyl radicals.
PubMed:Modular structures in the mushroom body of the cockroach.
PubMed:Extraction and purification of effective antimicrobial constituents of Terminalia chebula RETS. against methicillin-resistant Staphylococcus aureus.
PubMed:Antineoplastic agents 338. The cancer cell growth inhibitory. Constituents of Terminalia arjuna (Combretaceae).
PubMed:Morphology of neuroglia in the antennal lobes and mushroom bodies of the brain of the honeybee.
PubMed:Neuroanatomy of a crayfish thoracic ganglion: sensory and motor roots of the walking-leg nerves and possible homologies with insects.
PubMed:[Chemical constituents of roots of Ampelopsis brevipedunculata (Maxim) Trautv].
PubMed:Cytotoxicity of propyl gallate and related compounds in rat hepatocytes.
PubMed:Testing of lipoxygenase inhibitors, cyclooxygenase inhibitors, drugs with immunomodulating properties and some reference antipsoriatic drugs in the modified mouse tail test, an animal model of psoriasis.
PubMed:Organization of the commissural fibers in the adult brain of the locust.
PubMed:Structural organization of male-specific visual neurons in calliphorid optic lobes.
PubMed:Depigmentation and inhibition of cell growth of B-16 melanoma cells by compounds isolated from Paeonia suffruticosa callus.
PubMed:The osmium-ethyl gallate procedure is superior to silver impregnations for mapping neuronal pathways.
PubMed:The structure of the fourth abdominal ganglion of the crayfish, Procambarus clarki (Girard). I. Tracts in the ganglionic core.
PubMed:Identifiable neurons in the locust central nervous system that react with antibodies to serotonin.
PubMed:Influence of pH and light on the stability of some antioxidants.
PubMed:Lipid staining for the electron microscope: a new method.
PubMed:THE USE OF THE OSMIUM-ETHYL GALLATE TECHNIQUE IN THE STUDY OF CARBON TETRACHLORIDE LIVER INJURY.
PubMed:Bacteriostatic, bactericidal, and drug resistance studies of ethyl gallate on Mycobacterium tuberculosis.
PubMed:Physiological suitability of ethyl gallate as an anti-oxidant. II. The determination of chronic toxicity.
PubMed:Physiological suitability of ethyl gallate as an anti-oxidant. I. Acute toxicity dose.
PubMed:Ethyl gallate, a mycobacteria-specific antibiotic isolated from Haematoxylon campechianum. II. Microbiological studies.
PubMed:Ethyl gallate, a mycobacteria-specific antibiotic isolated from Haematoxylon campechianum. I. Isolation and chemical studies.
 
Notes:
used with osmium in procedure for mapping neuronal pathways. Occurs, inter alia, in Indian gooseberry (Phyllanthus emblica)
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