48660
Lauryl gallate
antioxidant, ≥99.0% (HPLC)
Synonym(s):
Dodecyl gallate
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About This Item
Empirical Formula (Hill Notation):
C19H30O5
CAS Number:
Molecular Weight:
338.44
Beilstein/REAXYS Number:
2701981
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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).
signalword
Warning
hcodes
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
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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
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.
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)
Lauryl gallate inhibits the activity of protein tyrosine kinase c-Src purified from human platelets.
C Palacios et al.
Journal of enzyme inhibition, 16(6), 527-533 (2002-08-08)
The inhibitory effect of gallic acid (3,4,5-trihydroxybenzoic acid), and its ester derivatives methyl, propyl, octyl and lauryl has been tested on the tyrosine kinase activity of affinity purified c-Src from human platelets, using the artificial substrate Poly (Glu,Na,Tyr) 4:1. When
Tae Joung Ha et al.
Journal of agricultural and food chemistry, 55(2), 446-451 (2007-01-18)
Dodecyl gallate inhibited the soybean lipoxygenase-1 (EC 1.13.11.12, type-1) catalyzed peroxidation of linoleic acid with an IC50 of 0.007 microM without being oxidized. The progress curves for enzyme reactions were recorded by both spectrophotometric and polarographic methods, and the inhibition
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