EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

dodecyl gallate
lauryl gallate

Supplier Sponsors

CAS Number: 1166-52-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:214-620-6
FDA UNII: 45612DY463
Nikkaji Web:J87.850B
Beilstein Number:2701981
MDL:MFCD00002195
XlogP3:5.80 (est)
Molecular Weight:338.44410000
Formula:C19 H30 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:antioxidants and preservatives for fragrance and flavor
 
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 Dodecyl gallate View - review
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
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: 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
 ether
 water, 0.1371 mg/L @ 25 °C (est)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Description:at 100.00 %. odorless
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: antioxidants
 
Suppliers:
BOC Sciences
For experimental / research use only.
Lauryl gallate 97%
Minasolve
MinaCare Gallaur (Lauryl Gallate)
Santa Cruz Biotechnology
For experimental / research use only.
Lauryl gallate 98%
Sigma-Aldrich: Aldrich
For experimental / research use only.
Dodecyl Gallate antioxidant, ≥99.0% (HPLC)
sds
TCI AMERICA
For experimental / research use only.
Dodecyl Gallate
sds
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 5000 mg/kg
KIDNEY, URETER, AND BLADDER: OTHER CHANGES
Voeding. Vol. 16, Pg. 683, 1955.

intraperitoneal-rat LD50 100 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 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.
 
Safety References:
European Food Safety Authority (EFSA) reference(s):

Scientific Opinion on the re-evaluation of dodecyl gallate (E 312) as a food additive
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1166-52-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :14425
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
dodecyl 3,4,5-trihydroxybenzoate
Chemidplus:0001166525
RTECS:DH9100000 for cas# 1166-52-5
 
References:
 dodecyl 3,4,5-trihydroxybenzoate
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1166-52-5
Pubchem (cid):14425
Pubchem (sid):134979789
 
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):HMDB38720
FooDB:FDB018128
Export Tariff Code:2918.29.7500
FDA Listing of Food Additive Status:View
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
 antioxidants
 
Occurrence (nature, food, other):note
 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
 

Articles:

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)].
 
Notes:
Antioxidant used in foods esp. oil, fats, cheeses and mashed potato. Permitted for use in margarine in USA. Possesses same antioxidant effects as propyl gallate but incr. alkyl chain length gives rise to greater fat solubility
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