A derivative of gallic acid with diverse biological activities
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Dodecyl Gallate

Item No. 31401

Technical Information
Formal Name
3,4,5-trihydroxy-benzoic acid, dodecyl ester
CAS Number
1166-52-5
Synonyms
  • Gallic Acid dodecyl ester
  • Gallic Acid lauryl ester
  • Lauryl Gallate
  • NSC 133463
Molecular Formula
C19H30O5
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
220, 276 nm
SMILES
O=C(C1=CC(O)=C(C(O)=C1)O)OCCCCCCCCCCCC
InChi Code
InChI=1S/C19H30O5/c1-2-3-4-5-6-7-8-9-10-11-12-24-19(23)15-13-16(20)18(22)17(21)14-15/h13-14,20-22H,2-12H2,1H3
InChi Key
RPWFJAMTCNSJKK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dodecyl gallate is a derivative of the antioxidant gallic acid (Item No. 11846) that has diverse biological activities, including antioxidant, antiproliferative, and antibacterial properties.1,2,3 It 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).1 It 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.2 It 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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Serrano, A., Palacios, C., Roy, G., et alDerivatives of gallic acid induce apoptosis in tumoral cell lines and inhibit lymphocyte proliferation. Arch. Biochem. Biophys. 350(1), 49-54 (1998).

    2. Aruoma, O.I., Murcia, A., Butler, J., et alEvaluation of the antioxidant and prooxidant actions of gallic acid and its derivatives. J. Agric. Food Chem. 41(11), 1880-1885 (1993).

    3. Kubo, I., Fujita, K.-i., Nihei, K.-i., et alNon-antibiotic antibacterial activity of dodecyl gallate. Bioorg. Med. Chem. 11(4), 573-580 (2003).