DODECYL GALLATE

EC / List no.: 214-620-6
CAS no.: 1166-52-5
Mol. formula: C19H30O5

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.

What is Dodecyl gallate?
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

Other names for Dodecyl Gallate:
Benzoic acid 3,4,5-Trihydroxy-dodecyl ester
Laurylgallate
Progallin LA (NIPA)
3,4,5-trihydroxybenzoic acid, dodecyl ester
Dodecyl 3,4,5-trihydroxybenzoate
Gallic acid, dodecyl ester
Gallic acid, lauryl ester

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.

IUPAC NAMES:
dodecyl 3,4,5-trihydroxybenzoate
Dodecyl Gallate
Dodecyl-3,4,5-trihydroxybenzoat

SYNONYMS:
Dodecyl gallate
Lauryl gallate
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
E312;
96-97℃;
3mg/kg;
progallinla
Progallin LA;
nipagallinla;
dodecyl3,4,5-;
Nipagallin LA;
LAURYL GALLATE;
DODECYL GALLATE