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Other Sizes |
Targets |
Antioxidant; Antiviral; food additive; natural product
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ln Vitro |
Lauryl gallate (lauryl gallate) is a natural plant phenolic chemical that is an ester derivative of gallic acid. Lauryl gallate (lauryl gallate) inhibits lipid peroxidase, increases the expression of antioxidant genes, and scavenges free radicals to shield cells from oxidative stress. Lauryl gallate can cause protein inactivation and damage biofilms because of its hydrophobic properties [1].
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ln Vivo |
Lauryl gallate (antioxidant food additive E-312) prevents the formation of dimethylbenzanthracene-induced skin tumours in mice, and kills, selectively, tumoral cells on established tumours. This results in total remission, after topical application of the compound on the tumoral mass, without affecting the surrounding tissue.[2]
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Animal Protocol |
Prevention of tumour formation[2]
Thirty-two IRC mice were individualised and subdivided into four groups (four females and four males per group), as shown in Table 1 . The induction of the tumours was performed following the protocol described (Segal et al, 1978) with a slight modification. The solvent used was a mixture of dimethylsulphoxide and glycerol (1 : 1), in which all the compounds were soluble. After a single application of 25 μg of 7,12-dimethylbenz[a]anthracene (DMBA) in a volume of 20 μl, and 15 days without treatment, a solution of 5 μg of phorbol-12-myristate-13-acetate (PMA) with different doses of lauryl gallate (LG) was applied topically three times per week. The doses of lauryl gallate (LG) were 0 (controls), 2.5, 10 and 50 μg in a volume of 20 μl per application. After 6–7 weeks of treatment, tumours appeared on 90% of the control mice, and the behaviour of lauryl gallate (LG) was evaluated as shown in Table 1. Regression of established tumours[2] Twenty-four individualised mice were treated with a single application of 25 μg of DMBA, and after 15 days with no application of compounds, 5 μg of PMA was applied three times a week (6–7 weeks) until the tumour appeared. The mice were subdivided into three different groups (LG 100, LG 250 and LG 500, four males and four females per group), depending on the treatment dose after tumour formation. The volume per application was 20 μl, which was sufficient to cover the whole tumour surface and was applied three times a week for a period of 8 weeks. |
Toxicity/Toxicokinetics |
rat LD50 oral 5 gm/kg KIDNEY, URETER, AND BLADDER: OTHER CHANGES Voeding., 16(683), 1955
rat LD50 intraperitoneal 100 mg/kg FAO Nutrition Meetings Report Series., 38A(22), 1965 pig LD50 oral >6 gm/kg KIDNEY, URETER, AND BLADDER: OTHER CHANGES Voeding., 16(683), 1955 |
References | |
Additional Infomation |
Dodecyl gallate is a gallate ester.
Dodecyl gallate has been reported in Alchornea glandulosa with data available. Dodecyl gallate is an antioxidant used in foods especially oil, fats, cheeses and mashed potato. Dodecyl gallate is a 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. |
Molecular Formula |
C19H30O5
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Molecular Weight |
338.44
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Exact Mass |
338.209
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Elemental Analysis |
C, 67.43; H, 8.94; O, 23.64
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CAS # |
1166-52-5
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PubChem CID |
14425
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Appearance |
White to off-white solid powder
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Density |
1.1±0.1 g/cm3
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Boiling Point |
521.7±45.0 °C at 760 mmHg
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Melting Point |
94-97 °C(lit.)
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Flash Point |
180.3±22.2 °C
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Vapour Pressure |
0.0±1.4 mmHg at 25°C
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Index of Refraction |
1.535
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LogP |
7.38
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Hydrogen Bond Donor Count |
3
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Hydrogen Bond Acceptor Count |
5
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Rotatable Bond Count |
13
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Heavy Atom Count |
24
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Complexity |
322
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Defined Atom Stereocenter Count |
0
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InChi Key |
RPWFJAMTCNSJKK-UHFFFAOYSA-N
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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
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Chemical Name |
dodecyl 3,4,5-trihydroxybenzoate
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Synonyms |
Progallin LA; Nipagallin LA; Dodecyl gallate; Lauryl gallate; 1166-52-5; Dodecyl 3,4,5-trihydroxybenzoate; Nipagallin LA; Progallin LA; BENZOIC ACID, 3,4,5-TRIHYDROXY-, DODECYL ESTER; n-Dodecyl gallate; Lauryl gallate
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO : ~250 mg/mL (~738.68 mM)
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (6.15 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (6.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.9547 mL | 14.7737 mL | 29.5473 mL | |
5 mM | 0.5909 mL | 2.9547 mL | 5.9095 mL | |
10 mM | 0.2955 mL | 1.4774 mL | 2.9547 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.