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Merck
CN

53024

Lauryl gallate

analytical standard

Synonym(s):

E312, Dodecyl gallate

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About This Item

Empirical Formula (Hill Notation):
C19H30O5
CAS Number:
1166-52-5
Molecular Weight:
338.44
NACRES:
NA.24
E Number:
E312
PubChem Substance ID:
329757911
UNSPSC Code:
85151701
EC Number:
214-620-6
MDL number:
MFCD00002195
Beilstein/REAXYS Number:
2701981

Key Documents

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grade

analytical standard

assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

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

SMILES string

CCCCCCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1

Quality Level

100

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General description

Lauryl gallate is a major monomer flavanol found in green tea and shows antioxidant activity in polymers.
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Application

Lauryl gallate may be used as an analytical standard in investigating its activity as a pro-ecological anti-ageing substance for common polymers as food packing materials using electroanalytical techniques such as cyclic voltammetry (CV) and differential pulse voltammetry (DPV) methods.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

13 - Non Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH8864
BCCD2832
BCBV5773
BCBR9069V

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Dodecyl gallate as a pro-ecological antioxidant for food packing materials
Masek A, et al.
Comptes Rendus Chimie, 17(11), 1116-1127 (2014)
E Ortega et al.
British journal of cancer, 88(6), 940-943 (2003-03-20)
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
Isao Kubo et al.
Bioorganic & medicinal chemistry, 11(4), 573-580 (2003-01-23)
Dodecyl (C(12)) gallate (3,4,5-trihydroxybenzoate) (1) was found to possess antibacterial activity specifically against Gram-positive bacteria, in addition to its potent antioxidant activity. The time-kill curve study indicates that this amphipathic gallate exhibits bactericidal activity against methicillin resistant Staphylococcus aureus (MRSA)
Annarica Calcabrini et al.
Carcinogenesis, 27(8), 1699-1712 (2006-04-21)
Lauryl gallate is an antioxidant food additive showing low toxicity to normal cells. Here, its antiproliferative effect has been studied on three human breast cancer cell lines: estrogen-dependent, wild-type p53, MCF7; estrogen-independent, non-functional p53, MDA-MB-231 and MCF7 ADR, which overexpresses
Isao Kubo et al.
Journal of agricultural and food chemistry, 50(12), 3533-3539 (2002-05-30)
Dodecyl (C12) gallate exhibits both potent chain-breaking and preventive antioxidant activity. The pyrogallol moiety is responsible for both activities. Dodecyl (lauryl) gallate prevents generation of superoxide radicals by xanthine oxidase, and this activity comes from its ability to inhibit the
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