dodecyl gallate
lauryl gallate
Identification
| Name | dodecyl gallate |
| CAS Number | 1166-52-5 |
| EINECS | 214-620-6 |
| FDA UNII | 45612DY463 |
| Molecular Formula | C19 H30 O5 |
| Molecular Weight | 338.44410000 |
| MDL Number | MFCD00002195 |
| Nikkaji Number | J87.850B |
| Beilstein | 2701981 |
| XlogP3 | 5.80 (est) |
Regulatory
| FDA/DG SANTE Petitions, Reviews, Notices | EU SANCO |
| JECFA Food Additive | Dodecyl Gallate |
| DG SANTE Food Additives | dodecyl gallate |
| DG SANTE Food Contact Materials | dodecyl gallate |
| FDA Mainterm (SATF) | 1166-52-5 ; DODECYL GALLATE |
| FDA Regulation | FDA 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
| CosIng | cosmetic data |
| Cosmetic Uses | antioxidants |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 5000 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antioxidants and preservatives for fragrance and flavor |
| Recommendation for dodecyl gallate usage levels up to | not for fragrance use. |
| Recommendation for dodecyl gallate flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
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)].