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Key Documents

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48660

Sigma-Aldrich

Lauryl gallate

antioxidant, ≥99.0% (HPLC)

Sinónimos:

Dodecyl gallate

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About This Item

Fórmula empírica (notación de Hill):
C19H30O5
Número de CAS:
1166-52-5
Peso molecular:
338.44
Beilstein/REAXYS Number:
2701981
EC Number:
214-620-6
MDL number:
MFCD00002195
UNSPSC Code:
12352100
PubChem Substance ID:
57651156
NACRES:
NA.22

Quality Level

100

assay

≥99.0% (HPLC)

form

solid

mp

94-97 °C (lit.)

functional group

ester

SMILES string

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

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

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Application

  • Properties of artificial phospholipid membranes containing lauryl gallate or cholesterol: This study explores how lauryl gallate affects membrane structure, impacting its biological functions (Jurak et al., 2018).
  • Potential of Lauryl Gallate as Stability and Recyclability Improver of Poly (Butylene succinate-co-adipate): Lauryl gallate enhances the stability and recyclability of polyesters, important for sustainable materials (Rossi et al., 2024).
  • Lauryl Gallate Activity and Streptococcus mutans: The study evaluates the antibacterial effects of lauryl gallate against Streptococcus mutans, showing significant biofilm reduction and gene expression impact (Gabe et al., 2020).
  • Dodecyl gallate as a pro-ecological antioxidant for food packing materials: This research investigates the use of lauryl gallate as a green antioxidant, enhancing the age-resistance of food packaging (Masek et al., 2014).

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificados de análisis (COA)

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Isao Kubo et al.
Bioorganic & medicinal chemistry letters, 12(2), 113-116 (2002-01-05)
A series of alkyl gallates (3,4,5-trihydroxybenzoates) was found to show antibacterial activity against Gram-positive bacteria including methicillin resistant Staphylococcus aureus (MRSA) strains. For example, dodecyl (C(12)) gallate (1) exhibited bactericidal activity against MRSA ATCC 33591 strain with the minimum bactericidal
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
K Fujita et al.
Journal of applied microbiology, 92(6), 1035-1042 (2002-05-16)
The aim was to investigate the antifungal actions of nonyl gallate against Saccharomyces cerevisiae ATCC 7754. The maximum potency of both the growth inhibitory and the fungicidal effect against the yeast strain was found in nonyl gallate among n-alkyl gallates
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