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48660

Sigma-Aldrich

Lauryl gallate

antioxidant, ≥99.0% (HPLC)

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Synonym(s):
Dodecyl gallate
Empirical Formula (Hill Notation):
C19H30O5
CAS Number:
Molecular Weight:
338.44
Beilstein:
2701981
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥99.0% (HPLC)

form

solid

mp

94-97 °C (lit.)

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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This Item
24500291811447315
Lauryl gallate antioxidant, ≥99.0% (HPLC)

Sigma-Aldrich

48660

Lauryl gallate

1-Chlorododecane ≥97.0% (GC)

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24500

1-Chlorododecane

Lauryl methacrylate contains 500 ppm MEHQ as inhibitor, 96%

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Lauryl acrylate technical grade, 90%

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Lauryl acrylate

form

solid

form

liquid

form

-

form

-

mp

94-97 °C (lit.)

mp

-

mp

−7 °C (lit.)

mp

-

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Kh M Gaffar Hossain et al.
Journal of biotechnology, 141(1-2), 58-63 (2009-05-12)
An enzymatic method using laccases for grafting the water insoluble phenolic compound lauryl gallate on wool fabric was developed. To find the compromise conditions at which the substrate is soluble while the enzyme remains active, the reaction was carried out
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 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)

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