Identification

Namedodecyl gallate
CAS Number1166-52-5
EINECS214-620-6
FDA UNII45612DY463
Molecular FormulaC19 H30 O5
Molecular Weight338.44410000
MDL NumberMFCD00002195
Nikkaji NumberJ87.850B
Beilstein2701981
XlogP35.80 (est)

Regulatory

FDA/DG SANTE Petitions, Reviews, NoticesEU SANCO
JECFA Food AdditiveDodecyl Gallate
DG SANTE Food Additivesdodecyl gallate
DG SANTE Food Contact Materialsdodecyl gallate
FDA Mainterm (SATF)1166-52-5 ; DODECYL GALLATE
FDA RegulationFDA PART 166 -- MARGARINE

Physical Properties

Appearance white crystalline solid (est)
Assay 98.50 to 100.00
Food Chemicals Codex Listed No
Melting Point 96.00 °C. @ 760.00 mm Hg
Boiling Point 521.00 to 522.00 °C. @ 760.00 mm Hg (est)
Flash Point 357.00 °F. TCC ( 180.30 °C. ) (est)
logP (o/w) 6.365 (est)
Soluble in alcohol
Insoluble in water

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesantioxidants

Organoleptic Properties

Odor Description at 100.00 %.

Safety Information

Preferred SDSView
Oral/Parenteral Toxicityoral-rat LD50 5000 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryantioxidants and preservatives for fragrance and flavor
Recommendation for dodecyl gallate usage levels up tonot for fragrance use.
Recommendation for dodecyl gallate flavor usage levels up tonot for flavor use.

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Potential Uses

antioxidants

Natural Occurrence

not found in nature

Synonyms

benzoic acid, 3,4,5-trihydroxy-, dodecyl ester dodecyl 3,4,5-trihydroxybenzoate N- dodecyl 3,4,5-trihydroxybenzoate dodecyl 3,4,5-tris(oxidanyl)benzoate N- dodecyl gallate gallic acid dodecyl ester gallic acid lauryl ester gallic acid N-dodecyl ester gallic acid, dodecyl ester gallic acid, dodecyl ester (8CI) gallic acid, lauryl ester lauryl 3,4,5-trihydroxybenzoate lauryl gallate nipagallin LA progallin LA 3,4,5- trihydroxy-benzoic acid dodecyl ester 3,4,5- trihydroxybenzoic acid dodecyl ester 3,4,5- trihydroxybenzoic acid, dodecyl ester Info: EVALUATION OF CERTAIN FOOD ADDITIVES AND CONTAMINANTS PubMed: Natural Polyphenols Enhance Stability of Crosslinked UHMWPE for Joint Implants. PubMed: Mechanistic aspects of lauryl gallate-induced differentiation and apoptosis in human acute myeloid leukemia cells. PubMed: Burning mouth syndrome: patch test results from a large case series. PubMed: Contact sensitization to cosmetic series of allergens in a general population in Beijing. PubMed: Burning mouth syndrome: patch test results from a large case series. PubMed: Hydrophobic properties conferred to Kraft pulp by a laccase-catalysed treatment with lauryl gallate. PubMed: Polyphenols with indirect proprotein convertase inhibitory activity. PubMed: Modified Folin-Ciocalteu antioxidant capacity assay for measuring lipophilic antioxidants. PubMed: Application of surface enzyme treatments using laccase and a hydrophobic compound to paper-based media. PubMed: Synthesis and evaluation of antioxidant and antifungal activities of novel ricinoleate-based lipoconjugates of phenolic acids. 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: A new procedure for the hydrophobization of cellulose fibre using laccase and a hydrophobic phenolic compound. PubMed: Tannic acid inhibited norovirus binding to HBGA receptors, a study of 50 Chinese medicinal herbs. PubMed: Drug solubilization effect of lauroyl-L-glutamate. PubMed: Octyl and dodecyl gallates induce oxidative stress and apoptosis in a melanoma cell line. PubMed: Determination of antioxidant additives in foodstuffs by direct measurement of gold nanoparticle formation using resonance light scattering detection. PubMed: On hexenuronic acid (HexA) removal and mediator coupling to pulp fiber in the laccase/mediator treatment. PubMed: Enzymatic treatments of pulp using laccase and hydrophobic compounds. PubMed: Determination of food grade antioxidants using microemulsion electrokinetic chromatography. PubMed: Inhibitory effect of gallic acid and its esters on 2,2'-azobis(2-amidinopropane)hydrochloride (AAPH)-induced hemolysis and depletion of intracellular glutathione in erythrocytes. PubMed: Multifunctional modification of wool using an enzymatic process in aqueous-organic media. PubMed: Antiviral activity of lauryl gallate against animal viruses. PubMed: Contact hypersensitivity to selected excipients of dermatological topical preparations and cosmetics in patients with chronic eczema. PubMed: Delayed patch test reading after 5 days: the Mayo Clinic experience. PubMed: [Sensitization to gallates: review of 46 cases]. PubMed: Slow-binding inhibition of soybean lipoxygenase-1 by dodecyl gallate. PubMed: Contact allergy to propylene glycol and dodecyl gallate mimicking seborrheic dermatitis. PubMed: Antiviral effect of octyl gallate against DNA and RNA viruses. PubMed: A rapid screening method for detecting active compounds against erythromycin-resistant bacterial strains of Finnish origin. PubMed: Inhibition of proliferation and induction of apoptosis in human breast cancer cells by lauryl gallate. PubMed: Effects of alkyl gallates on P-glycoprotein function. PubMed: [Contact sensitization to pharmaceutic aids in dermatologic cosmetic and external use preparations]. PubMed: Melkersson-Rosenthal syndrome associated with allergic contact dermatitis from octyl and dodecyl gallates. PubMed: Antibacterial activity of akyl gallates against Bacillus subtilis. PubMed: Molecular design of multifunctional antibacterial agents against methicillin resistant Staphylococcus aureus (MRSA). PubMed: Glutathione ester but not glutathione protects against cisplatin-induced ototoxicity in a rat model. PubMed: Tumoricidal activity of lauryl gallate towards chemically induced skin tumours in mice. PubMed: Non-antibiotic antibacterial activity of dodecyl gallate. PubMed: Anti-Salmonella activity of alkyl gallates. PubMed: Antifungal activity of octyl gallate. PubMed: Lauryl gallate inhibits the activity of protein tyrosine kinase c-Src purified from human platelets. PubMed: Antioxidant activity of dodecyl gallate. PubMed: [The influence of carotenoids and synthetic beta-carotene on human health]. PubMed: Plasma membrane injury induced by nonyl gallate in Saccharomyces cerevisiae. PubMed: Antioxidant properties of ferulic acid and its related compounds. PubMed: Anti-MRSA activity of alkyl gallates. PubMed: Antifungal activity of octyl gallate: structural criteria and mode of action. PubMed: Mechanistic aspects of the induction of apoptosis by lauryl gallate in the murine B-cell lymphoma line Wehi 231. PubMed: Green tea polyphenols as potent enhancers of glucocorticoid-induced mouse mammary tumor virus gene expression. PubMed: Apoptosis-inducing activity of lipid derivatives of gallic acid. PubMed: Polyhydroxybenzoates inhibit ascorbic acid activation of mitochondrial glycerol-3-phosphate dehydrogenase: implications for glucose metabolism and insulin secretion. PubMed: Antioxidative galloyl esters as enzyme inhibitors of p-hydroxybenzoate hydroxylase. PubMed: Potent and selective inhibition of squalene epoxidase by synthetic galloyl esters. PubMed: Simultaneous determination of antioxidants, preservatives and sweeteners permitted as additives in food by mixed micellar electrokinetic chromatography. PubMed: Antioxidants reversibly inhibit the spontaneous resumption of meiosis. PubMed: Liquid chromatographic determination of phenolic antioxidants in bakery products. PubMed: Inhibition of murine hepatic cytochrome P450 activities by natural and synthetic phenolic compounds. PubMed: Derivatives of gallic acid induce apoptosis in tumoral cell lines and inhibit lymphocyte proliferation. PubMed: Lauryl gallate hand dermatitis in a cheese counter assistant. PubMed: Effect of tannic acid on benzo[a]pyrene-DNA adduct formation in mouse epidermis: comparison with synthetic gallic acid esters. PubMed: Contact sensitivity to food additives can cause oral and perioral symptoms. 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: The protective role of gallic acid esters in bacterial cytotoxicity and SOS responses induced by hydrogen peroxide. PubMed: Liquid chromatographic method for the determination of nine phenolic antioxidants in butter oil: collaborative study. PubMed: The sensitizing capacity of the antioxidants propyl, octyl, and dodecyl gallate and some related gallic acid esters. PubMed: Trypanosoma cruzi: a possible control of transfusion-induced Chagas' disease by phenolic antioxidants. PubMed: Malondialdehyde excretion by subjects consuming cod liver oil vs a concentrate of n-3 fatty acids. 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: Toxicology of gallates: a review and evaluation. PubMed: [Toxicological study of the long-term effects of the antioxidant dodecyl gallate on albino rats]. PubMed: Effect of synthetic antioxidants on hydrogen peroxide formation, oxyferro cytochrome P-450 concentration and oxygen consumption in liver microsomes. PubMed: Influence of gallic acid esters on drug-metabolizing enzymes of rat liver. PubMed: Determination of residues of anabolic drugs in meat by gas chromatography-mass spectrometry. 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: [Determination of antioxidants in foodstuffs (authors' transl)].