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06717

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Octyl gallate

analytical standard

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About This Item

Linear Formula:
3,4,5-(HO)3C6H2CO2(CH2)7CH3
CAS Number:
Molecular Weight:
282.33
Beilstein:
2132305
EC Number:
MDL number:
UNSPSC Code:
85151701
PubChem Substance ID:
E Number:
E311
NACRES:
NA.24

Quality Level

grade

analytical standard

Assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

mp

101-104 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care

format

neat

SMILES string

CCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1

InChI

1S/C15H22O5/c1-2-3-4-5-6-7-8-20-15(19)11-9-12(16)14(18)13(17)10-11/h9-10,16-18H,2-8H2,1H3

InChI key

NRPKURNSADTHLJ-UHFFFAOYSA-N

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General description

Octyl gallate is an ester of gallic acid which is generally used as an antioxidant in food and pharmaceutical industries. It can act against the oxidative damage caused by reactive oxygen species (ROS) in the form of hydroxyl radicals or hydrogen peroxides, and reactive sulfur species (RSS)
This substance is listed on the positive list of the EU regulation 10/2011 for plastics intended to come into contact with food.

Application

Octyl gallate may be used as a reference standard for the determination of octyl gallate in
  • edible vegetable oil by high performance liquid chromatography/time-of-flight mass spectrometry (HPLC/TOF-MS) as well as alternating penalty trilinear decomposition (APTLD) combined with HPLC-diode array detection (DAD)
  • dry foods by reversed-phase HPLC with photodiode array (PDA) detection.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(C)

Not applicable


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Fast analysis of synthetic antioxidants in edible vegetable oil using trilinear component modeling of liquid chromatography-diode array detection data.
Wang JY, et al.
Journal of Chromatography A, 1264(2), 63-71 (2012)
Quantification of synthetic phenolic antioxidants in dry foods by reversed-phase HPLC with photodiode array detection.
Perrin C and Meyer L
Food Chemistry, 77(1), 93-100 (2002)
Phenolic acid derivatives with potential anticancer properties-a structure-activity relationship study. Part 1: Methyl, propyl and octyl esters of caffeic and gallic acids.
Fiuza SM, et al.
Bioorganic & Medicinal Chemistry, 12(13), 3581-3589 (2004)
Analysis of synthetic antioxidants and preservatives in edible vegetable oil by HPLC/TOF-MS.
Xiu-Qin L, et al.
Food Chemistry, 113(2), 692-700 (2009)
Tae Joung Ha et al.
Journal of agricultural and food chemistry, 52(10), 3177-3181 (2004-05-13)
Octyl gallate inhibited soybean lipoxygenase-1 (EC 1.13.11.12, type I) with an IC(50) of 1.3 microM. The inhibition of the enzyme by octyl gallate is a slow and reversible reaction without residual activity. The inhibition kinetics analyzed by Lineweaver-Burk plots indicates

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