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48660

Sigma-Aldrich

Lauryl gallate

antioxidant, ≥99.0% (HPLC)

Synonyme(s) :

Dodecyl gallate

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About This Item

Formule empirique (notation de Hill):
C19H30O5
Numéro CAS:
1166-52-5
Poids moléculaire :
338.44
Numéro Beilstein :
2701981
Numéro CE :
214-620-6
Numéro MDL:
MFCD00002195
Code UNSPSC :
12352100
ID de substance PubChem :
57651156
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

≥99.0% (HPLC)

Forme

solid

Pf

94-97 °C (lit.)

Chaîne SMILES 

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

Clé InChI

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).

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H317

Classification des risques

Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Consulter la Bibliothèque de documents

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)
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
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
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
Isao Kubo et al.
Bioorganic & medicinal chemistry, 11(19), 4255-4262 (2003-09-03)
Antibacterial activity of a series of alkyl gallates (3,4,5-trihydroxybenzoates) against Gram-positive bacteria, especially methicillin resistant Staphylococcus aureus (MRSA) strains was evaluated. Gram-positive bacteria are all susceptible to alkyl gallates. Dodecyl gallate was the most effective against MRSA ATCC 33591 strain
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