DODECYL GALLATE

Dodecyl gallate, or lauryl gallate, is the ester of dodecanol and gallic acid.
As a food additive it is used under the E number E312 as an antioxidant and preservative.
Dodecyl gallate is an antioxidant and preservative added to food and cosmetics to inhibit the growth of fungi, yeast, and bacteria.

EC Number: 214-620-6
CAS Number: 1166-52-5
IUPAC Name: Dodecyl 3,4,5-trihydroxybenzoate
Chemical Formula: C19H30O5

Other names: Dodecyl 3,4,5-trihydroxybenzoate, 1166-52-5, Nipagallin LA, Progallin LA, Gallic acid, dodecyl ester, Gallic acid, lauryl ester, BENZOIC ACID, 3,4,5-TRIHYDROXY-, DODECYL ESTER, n-Dodecyl gallate, n-dodecylgallate, Gallic Acid Dodecyl Ester, Lauryl 3,4,5-trihydroxybenzoate, Dodecylester kyseliny gallove, Gallic acid n-dodecyl ester, NSC 133463, GALLIC ACID LAURYL ESTER, UNII-45612DY463, E312, CHEMBL16121, Lauryl Gallate(Dodecyl Gallate), 3,4,5-Trihydroxybenzoic acid, dodecyl ester, Gallic acid, dodecyl ester (8CI), MFCD00002195, NSC133463, 45612DY463, DSSTox_CID_28164, DSSTox_RID_82725, DSSTox_GSID_48189, antioxidant E 312, antioxidant E-312, E 312 antioxidant, E-312 antioxidant, CAS-1166-52-5, CCRIS 5568, EINECS 214-620-6, Dodecylester kyseliny gallove [Czech], BRN 2701981, dodecylgallat, Gallic acid-dodecyl ester, ACMC-1BX1I, SCHEMBL36820, Gallic acid, n-dodecyl ester, 4-10-00-02006 (Beilstein Handbook Reference), BIDD:ER0314, Lauryl 3,5-trihydroxybenzoate, WLN: QR BQ CQ EVO12, DTXSID0048189, CHEBI:175304, Dodecyl-3,4,5-trihydroxybenzoate, BCP15874, Tox21_202724, Tox21_303487, BDBM50093887, s6229, ZINC33861415, AKOS001482340, dodecyl 3,4,5-tris(oxidanyl)benzoate, GS-3008, MCULE-2416501697, NSC-133463, NCGC00257297-01, NCGC00260272-01, SY048252, DB-108599, 3,4,5-Trihydroxy-benzoic acid dodecyl ester, Benzoic acid,4,5-trihydroxy-, dodecyl ester, FT-0626593, G0015, Lauryl gallate, analytical reference material, ST50826966, D70249, J10236, Lauryl gallate, antioxidant, >=99.0% (HPLC), A803659, Q418209, 3,4,5-TRIHYDROXYBENZOIC ACID DODECYL ESTER, W-108577, Dodecyl gallate, European Pharmacopoeia (EP) Reference Standard, 149030-04-6

Dodecyl gallate is an antioxidant and preservative in personal care products and foods, especially those containing fats or oils.

Uses:
Foods
Margarine
Peanut butter
Oils
Broths and instant soups
Gravies

Instant potato products
Marzipan and marzipan-like products
Chewing gum
Flavoring agents
Antioxidant in flour
Antioxidant

Cosmetic cream
Emulsions
Lip balm
Sunscreen
Lipstick
Facial cleanser
Mouthwash/Toothpaste

Pharmaceutical creams and emulsions
Topical medications
Various fats, oils, and waxes
Paint and lacquer industry
Paper industry
Pet care

Dodecyl gallate is a derivative of the antioxidant gallic acid (Item No. 11846) that has diverse biological activities, including antioxidant, antiproliferative, and antibacterial properties.
Dodecyl gallate inhibits proliferation of a variety of cancer cells, including WEHI-231 mouse B cell lymphoma, Daudi human lymphoma, and HT-29 human colon cancer cells (IC50s = 0.8, 1.4, and 17.0 µM, respectively).
Dodecyl gallate induces apoptosis of WEHI-231 cells but not L-929 mouse fibroblasts. 
Dodecyl gallate decreases peroxidation of ox brain phospholipid liposomes by 71 and 76% when used at concentrations of 12 and 50 µM, respectively, and scavenges trichloromethyl peroxyl radicals at 0.05% w/v.
Dodecyl gallate is active against a variety of Gram-positive bacteria, including B. subtilis (MIC = 25 µg/ml), as well as M. luteus, S. aureus, and methicillin-resistant S. aureus (MRSA; MICs = 12.5 µg/ml for all), and acts by inhibiting the bacterial membrane respiratory chain.

Dodecyl gallate (Lauryl gallate) has been widely used as an antioxidant in food manufacturing, as well as in the pharmaceutical and cosmetic industries. 
Dodecyl gallate also is active against a highly relevant animal virus such as African swine fever virus (ASFV).

Dodecyl gallate (Lauryl gallate) is an ester derivative of gallic acid, a natural plant phenolic compound.
Dodecyl gallate (Lauryl gallate) protects cells from oxidative stress, in a process associated with radical scavenging, inhibition of enzymes involved in lipid peroxidation, and increasing expression of antioxidant genes. 
Due to its hydrophobic properties, Dodecyl gallate can disrupt biomembranes and cause protein inactivation

Formula: C19H30O5
Formula Weight: 338.45
Melting point: 95-98°

Dodecyl gallate belongs to the class of organic compounds known as galloyl esters. 
These are organic compounds that contain an ester derivative of 3,4,5-trihydroxybenzoic acid. 
Dodecyl gallate is an odorless tasting compound. 
Based on a literature review a significant number of articles have been published on Dodecyl gallate.

Description
This gallate ester (E 310) is an antioxidant added to foods and cosmetics to prevent oxidation of unsaturated fatty acids. 
Cases have been reported in workers in the food industry, gallate being contained in margarine. 
Dodecyl gallate is also present in washing powder.

Chemical Properties
white to cream powder

Uses:
Dodecyl Gallate is an antioxidant used in cream cheese, instant mashed potatoes, margarine, fats, and oils.
Dodecyl gallate is an antioxidant in cosmetic and pharmaceutical creams and emulsions, various fats, oils, waxes, and foods, such as margarine.
Dodecyl 3,4,5-Trihydroxybenzoate is used in method for stabilizing the pH of an aqueous compound comprising drug.

General Description
Lauryl gallate is a major monomer flavanol found in green tea and shows antioxidant activity in polymers.