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Category: antioxidants
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white crystalline solid (est) |
| Assay: | 98.50 to 100.00 %
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 101.00 to 104.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 482.86 °C. @ 760.00 mm Hg (est)
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| Flash Point: | 351.00 °F. TCC ( 177.10 °C. ) (est)
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| logP (o/w): | 3.660 |
| Soluble in: |
| | alcohol | | | ether | | | water, 36 mg/L @ 20 °C (exp) |
Organoleptic Properties:
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| Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| 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.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | antioxidants |
| Recommendation for octyl gallate usage levels up to: | | | not for fragrance use.
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| Recommendation for octyl gallate flavor usage levels up to: |
| | not for flavor use.
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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:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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. |
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