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octyl gallate
gallic acid, octyl ester

Supplier Sponsors

Name:octyl 3,4,5-trihydroxybenzoate
CAS Number: 1034-01-1Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:213-853-0
FDA UNII: 079IIA2811
Nikkaji Web:J12.253J
Beilstein Number:2132305
MDL:MFCD00002197
XlogP3:3.70 (est)
Molecular Weight:282.33634000
Formula:C15 H22 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:antioxidants
 
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
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
EU SANCO Gallates, TBHQ and BHA View - review
EU SANCO Octyl gallate View - review
JECFA Food Additive: Octyl Gallate
DG SANTE Food Additives:octyl gallate
DG SANTE Food Contact Materials:octyl gallate
FDA Mainterm (SATF):1034-01-1 ; OCTYL GALLATE
FDA Regulation:
FDA PART 166 -- MARGARINE
Subpart B--Requirements for Specific Standardized Margarine
Sec. 166.110 Margarine.
 
Physical Properties:
Appearance:white crystalline solid (est)
Assay: 98.50 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 101.00 to 104.00 °C. @ 760.00 mm Hg
Boiling Point: 482.86 °C. @ 760.00 mm Hg (est)
Flash Point: 351.00 °F. TCC ( 177.10 °C. ) (est)
logP (o/w): 3.660
Soluble in:
 alcohol
 ether
 water, 36 mg/L @ 20 °C (exp)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Octyl gallate 98%
BOC Sciences
For experimental / research use only.
Octyl gallate >98%
EMD Millipore
For experimental / research use only.
Octyl Gallate
Minasolve
MinaCare Galoct (Octyl Gallate)
Penta International
OCTYL GALLATE
Santa Cruz Biotechnology
For experimental / research use only.
Octyl Gallate
Sigma-Aldrich: Aldrich
For experimental / research use only.
Octyl Gallate antioxidant, ≥99.0% (HPLC)
TCI AMERICA
For experimental / research use only.
Octyl Gallate >98.0%(T)
Chemical Sources Association
Need This Item for Flavor/Food?: You can contact the Chemical Sources Association
 
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-rat LD50 1960 mg/kg
FAO Nutrition Meetings Report Series. Vol. 53A, Pg. 183, 1974.

intraperitoneal-rat LD50 60 mg/kg
FAO Nutrition Meetings Report Series. Vol. 38A, Pg. 22, 1965.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
antioxidants
Recommendation for octyl gallate usage levels up to:
 not for fragrance use.
 
Recommendation for octyl gallate flavor usage levels up to:
 not for flavor use.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the re-evaluation of octyl gallate (E 311) as a food additive
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1034-01-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :61253
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
octyl 3,4,5-trihydroxybenzoate
Chemidplus:0001034011
RTECS:LW8225000 for cas# 1034-01-1
 
References:
 octyl 3,4,5-trihydroxybenzoate
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):61253
Pubchem (sid):135016882
 
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
FDA Substances Added to Food (formerly EAFUS):View
FDA Indirect Additives used in Food Contact Substances:View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB33375
FooDB:FDB011405
Export Tariff Code:2918.29.7500
FDA Listing of Food Additive Status:View
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 gallic acid N-octyl ester
 gallic acid octyl ester
 gallic acid, octyl ester
 octyl 3,4,5-trihydroxybenzoate
N-octyl 3,4,5-trihydroxybenzoate
 octyl 3,4,5-tris(oxidanyl)benzoate
 octyl ester of 3,4,5-trihydroxybenzoic acid
N-octyl ester of 3,4,5-trihydroxybenzoic acid
N-octyl gallate
N-octylgallate
3,4,5-trihydroxybenzoic acid octyl ester
 

Articles:

Info:EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS
PubMed:Tomato fruit chromoplasts behave as respiratory bioenergetic organelles during ripening.
PubMed:Burning mouth syndrome: patch test results from a large case series.
PubMed:Burning mouth syndrome: patch test results from a large case series.
PubMed:Effect of constitutive expression of bacterial phytoene desaturase CRTI on photosynthetic electron transport in Arabidopsis thaliana.
PubMed:Influence of antioxidant structure on local molecular mobility in amorphous sucrose.
PubMed:Kinetics of the transformation of n-propyl gallate and structural analogs in the perfused rat liver.
PubMed:Octyl gallate markedly promotes anti-amyloidogenic processing of APP through estrogen receptor-mediated ADAM10 activation.
PubMed:Targeting the mitochondrial respiratory chain of Cryptococcus through antifungal chemosensitization: a model for control of non-fermentative pathogens.
PubMed:Polyphenols with indirect proprotein convertase inhibitory activity.
PubMed:Antimicrobial activity of binary combinations of natural and synthetic phenolic antioxidants against Enterococcus faecalis.
PubMed:Therapeutic potential of octyl gallate isolated from fruits of Terminalia bellerica in streptozotocin-induced diabetic rats.
PubMed:The mitochondrial respiratory chain of Rhizopus stolonifer (Ehrenb.:Fr.) Vuill.
PubMed:Fast analysis of synthetic antioxidants in edible vegetable oil using trilinear component modeling of liquid chromatography-diode array detection data.
PubMed:Allergic contact stomatitis to dodecyl gallate? A review of the relevance of positive patch test results to gallates.
PubMed:Ferulic acid esters and weight-loss promoting effects in rats.
PubMed:Tannic acid inhibited norovirus binding to HBGA receptors, a study of 50 Chinese medicinal herbs.
PubMed:Antioxidants modulate molecular mobility, oxygen permeability, and microstructure in zein films.
PubMed:Effects of coadministration of natural polyphenols with doxycycline or calcium modulators on acute Chlamydia pneumoniae infection in vitro.
PubMed:Octyl and dodecyl gallates induce oxidative stress and apoptosis in a melanoma cell line.
PubMed:Gallic acid glycerol ester promotes weight-loss in rats.
PubMed:On modulating the self-assembly behaviors of poly(styrene-b-4-vinylpyridine)/octyl gallate blends in solution state via hydrogen bonding from different common solvents.
PubMed:Determination of antioxidant additives in foodstuffs by direct measurement of gold nanoparticle formation using resonance light scattering detection.
PubMed:Modulation of small molecule solubility and protein binding by arginine.
PubMed:Reaction of diphenylpicrylhydrazyl (DPPH) with antioxidants in presence of poly(epsilon-caprolactone)/ poly(N-vinyl-2-pyrrolidone) block copolymer nanoaggregates.
PubMed:Identification of the human UDP-glucuronosyltransferase isoforms involved in the glucuronidation of the phytochemical ferulic acid.
PubMed:Influence of nanoreactor environment and substrate location on the activity of horseradish peroxidase in olive oil based water-in-oil microemulsions.
PubMed:Antibacterial activity against foodborne Staphylococcus aureus and antioxidant capacity of various pure phenolic compounds.
PubMed:Antioxidant capacity of pure compounds and complex mixtures evaluated by the ORAC-pyrogallol red assay in the presence of Triton X-100 micelles.
PubMed:Determination of food grade antioxidants using microemulsion electrokinetic chromatography.
PubMed:Octyl Gallate Inhibits ATP-induced Intracellular Calcium Increase in PC12 Cells by Inhibiting Multiple Pathways.
PubMed:Screening of phenolic antioxidants for their inhibitory activity against foodborne Staphylococcus aureus strains.
PubMed:Inhibitive effects of alkyl gallates on hyaluronidase and collagenase.
PubMed:Occurrence and environmental stress responses of two plastid terminal oxidases in Haematococcus pluvialis (Chlorophyceae).
PubMed:Triple combinations of lower and longer alkyl gallates and oxacillin improve antibiotic synergy against methicillin-resistant Staphylococcus aureus.
PubMed:Induction of morphological changes in Ustilago maydis cells by octyl gallate.
PubMed:Solubility enhancement of gluten and organic compounds by arginine.
PubMed:[Sensitization to gallates: review of 46 cases].
PubMed:Antiviral effect of octyl gallate against influenza and other RNA viruses.
PubMed:Antiviral effect of octyl gallate against DNA and RNA viruses.
PubMed:Evaluation of antifungal properties of octyl gallate and its synergy with cinnamaldehyde.
PubMed:A rapid screening method for detecting active compounds against erythromycin-resistant bacterial strains of Finnish origin.
PubMed:In vivo treatment of acute Chlamydia pneumoniae infection with the flavonoids quercetin and luteolin and an alkyl gallate, octyl gallate, in a mouse model.
PubMed:Effect of food components and processing parameters on DNA degradation in food.
PubMed:Simultaneous sodium lauryl sulphate testing improves the diagnostic validity of allergic patch tests. Results from a prospective multicentre study of the German Contact Dermatitis Research Group (Deutsche Kontaktallergie-Gruppe, DKG).
PubMed:Identification of the rabbit liver UDP-glucuronosyltransferase catalyzing the glucuronidation of 4-ethoxyphenylurea (dulcin).
PubMed:Patch test for the detection of contact allergens.
PubMed:Phenolic acid derivatives with potential anticancer properties--a structure-activity relationship study. Part 1: methyl, propyl and octyl esters of caffeic and gallic acids.
PubMed:Lipoxygenase inhibitory activity of octyl gallate.
PubMed:Modulation of beta-lactam resistance in Staphylococcus aureus by catechins and gallates.
PubMed:Permeability characteristics and membrane affinity of flavonoids and alkyl gallates in Caco-2 cells and in phospholipid vesicles.
PubMed:Melkersson-Rosenthal syndrome associated with allergic contact dermatitis from octyl and dodecyl gallates.
PubMed:Antibacterial activity of akyl gallates against Bacillus subtilis.
PubMed:Antioxidant properties of captopril in vitro.
PubMed:In vitro characterization of a plastid terminal oxidase (PTOX).
PubMed:Changes in the activity of the alternative oxidase in Orobanche seeds during conditioning and their possible physiological function.
PubMed:Patch testing with the irritant sodium lauryl sulfate (SLS) is useful in interpreting weak reactions to contact allergens as allergic or irritant.
PubMed:Biosynthesis of drug glucuronides for use as authentic standards.
PubMed:Anti-Salmonella activity of alkyl gallates.
PubMed:Antifungal activity of octyl gallate.
PubMed:Retinol palmitate as a model substance to test antioxidant properties in vitro on the example of captopril.
PubMed:[Simultaneous determination of five antioxidants in food by HPLC with fluorescence detection].
PubMed:Molecular design of antifungal agents.
PubMed:Bond dissociation enthalpies of polyphenols: the importance of cooperative effects.
PubMed:Monoclonal antibody-directed analysis of benzo[a]pyrene metabolism in rat liver and extrahepatic tissues: effect of propyl and octyl gallate.
PubMed:In vitro test for the effectiveness of antioxidants as inhibitors of thiyl radical-induced reactions with unsaturated fatty acids.
PubMed:Effects of simple aromatic compounds and flavonoids on Ca2+ fluxes in rat pituitary GH(4)C(1) cells.
PubMed:Antifungal activity of octyl gallate: structural criteria and mode of action.
PubMed:Protection of dehydrated chicken meat by natural antioxidants as evaluated by electron spin resonance spectrometry.
PubMed:Mitochondrial electron transfer in the wheat pathogenic fungus Septoria tritici: on the role of alternative respiratory enzymes in fungicide resistance.
PubMed:Antioxidants eliminate stereomutation and thioether formation during lipase-catalyzed thioesterification and transthioesterification for the preparation of uniform cis- and trans-unsaturated thioesters.
PubMed:Potent and selective inhibition of squalene epoxidase by synthetic galloyl esters.
PubMed:Allergic contact dermatitis from octyl gallate in lipstick.
PubMed:Simultaneous determination of antioxidants, preservatives and sweeteners permitted as additives in food by mixed micellar electrokinetic chromatography.
PubMed:Patch testing in contact cheilitis.
PubMed:Antioxidants reversibly inhibit the spontaneous resumption of meiosis.
PubMed:Liquid chromatographic determination of phenolic antioxidants in bakery products.
PubMed:Derivatives of gallic acid induce apoptosis in tumoral cell lines and inhibit lymphocyte proliferation.
PubMed:Targeting the plant alternative oxidase protein to Schizosaccharomyces pombe mitochondria confers cyanide-insensitive respiration.
PubMed:New inhibitors of the ubiquinol oxidase of higher plant mitochondria.
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:Common food additives are potent inhibitors of human liver 17 alpha-ethinyloestradiol and dopamine sulphotransferases.
PubMed:Allergy to octyl gallate causing stomatitis.
PubMed:The sensitizing capacity of the antioxidants propyl, octyl, and dodecyl gallate and some related gallic acid esters.
PubMed:Actions of gallic esters on the arachidonic acid metabolism of human polymorphonuclear leukocytes.
PubMed:Inhibition of rabbit erythroid 15-lipoxygenase and sheep vesicular gland prostaglandin H synthase by gallic esters.
PubMed:Trypanosoma cruzi: a possible control of transfusion-induced Chagas' disease by phenolic antioxidants.
PubMed:Occupational airborne contact dermatitis from octyl gallate.
PubMed:Structure of 3,4,5-trihydroxybenzoic acid octyl ester (octyl gallate) dihydrate at 123 K. A non-mesogenic amphiphilic molecule.
PubMed:Comparison of antioxidant and prooxidant activity of various synthetic antioxidants.
PubMed:Enhancement and inhibition of benzo[a]pyrene-induced SOS function in E. coli by synthetic antioxidants.
PubMed:Dodecyl gallate, permitted in food, is a strong sensitizer.
PubMed:Effect of four synthetic antioxidants on the formation of ethylene from methional in rat liver microsomes.
PubMed:Detection of oxygen activation and determination of the activity of antioxidants towards reactive oxygen species by use of the chemiluminigenic probes luminol and lucigenin.
PubMed:Toxicology of gallates: a review and evaluation.
PubMed:Enteral absorption and biotransformation of the food additive octyl gallate in the rat.
PubMed:Influence of gallic acid esters on drug-metabolizing enzymes of rat liver.
PubMed:[Detection and identification of antioxidants in cosmetic products for children].
PubMed:High performance liquid chromatographic determination of nine phenolic antioxidants in oils, lards, and shortenings.
PubMed:Dermatitis from octyl gallate in peanut butter.
PubMed:The effect of butylated hydroxytoluene, butylated hydroxyanisole and octyl gallate upon liver weight and biphenyl 4-hydroxylase activity in the rat.
 
Notes:
Antioxidant used in margarine
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