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PHR1118

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Propyl gallate

Pharmaceutical Secondary Standard; Certified Reference Material

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Synonym(s):
PG, 3,4,5-Trihydroxybenzoic acid propyl ester
Linear Formula:
3,4,5-(HO)3C6H2CO2CH2CH2CH3
CAS Number:
Molecular Weight:
212.20
Beilstein:
1877976
EC Number:
MDL number:
PubChem Substance ID:
E Number:
E310
NACRES:
NA.24

grade

certified reference material
pharmaceutical secondary standard

Quality Level

Agency

traceable to Ph. Eur. P3640000
traceable to USP 1576800

API family

propyl gallate

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

146-149 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

SMILES string

CCCOC(=O)c1cc(O)c(O)c(O)c1

InChI

1S/C10H12O5/c1-2-3-15-10(14)6-4-7(11)9(13)8(12)5-6/h4-5,11-13H,2-3H2,1H3

InChI key

ZTHYODDOHIVTJV-UHFFFAOYSA-N

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General description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Propyl gallate is a synthetic phenolic antioxidant (SPA) utilized in food additives to inhibit or regulate the lipid oxidation. SPAs are cost-effective, largely available and highly efficient in comparison to their natural counterparts.

Application

Propyl gallate may be used as a pharmaceutical reference standard for the determination of the analyte in pharmaceutical formulations and fatty liquids by chromatography and spectrophotometry.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.
Used as an anti-fade reagent in fluorescence microscopy to reduce photobleaching of fluorescent probes such as rhodamine and fluorescein.

Biochem/physiol Actions

An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis.
An antioxidant that exhibits antimicrobial activity. Propyl gallate has been reported to be an effective antioxidant-based hepatoprotector, both in vitro and in vivo. It has also been shown to prevent neuronal apoptosis and block the death of neurons exposed to FeSO4/GA as well as partially protect endothelial cells against TNF-induced apoptosis. However, propyl gallate induced single strand breaks in DNA at concentrations higher than 0.25 μM when it was combined with copper concentrations at 5 μM and above. Another report, however, found that incubation of isolated rat hepatocytes with propyl gallate at concentrations of >1 mM induced cell killing, whereas, a lower concentration of propyl gallate > 0.5 mM resulted in a ladder formation of soluble low-molecular weight DNA fragments, characteristic of apoptosis.

Reconstitution

Prepare a 0.1M solution in glycerol:PBS (9:1)

Analysis Note

These secondary standards offer multi-traceability to the USP, EP (PhEur) and BP primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.

Footnote

To see an example of a Certificate of Analysis for this material enter LRAA8981 in the slot below. This is an example certificate only and may not be the lot that you receive.

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Sens. 1

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 2

Flash Point(F)

368.6 °F - closed cup

Flash Point(C)

187 °C - closed cup


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Method validation and measurement uncertainty for the simultaneous determination of synthetic phenolic antioxidants in edible oils commonly consumed in Korea
Kim JM, et al.
Food Chemistry, 213(6), 19-25 (2016)
Determination of some antioxidants by derivative spectrophotometric method and high-performance liquid chromatography
Ivanovic D, et al.
Analytical Letters, 23(6), 1123-1137 (1990)
Detection and quantification of low-molecular-weight aldehydes in pharmaceutical excipients by headspace gas chromatography
Li Z, et al.
Journal of Chromatography A, 1104(1-2), 1-10 (2006)
Yasunobu Kawano et al.
Resuscitation, 83(2), 249-252 (2011-08-02)
The present study was conducted to assess the effects of intraperitoneal administration of n-propyl gallate (PG) on hippocampal neuronal survival after forebrain ischemia. Forty male Sprague-Dawley rats were randomly assigned to one of 6 groups. Animals in the PG-I-10, PG-I-8
Paola Colindres et al.
Journal of the science of food and agriculture, 91(5), 963-968 (2011-01-22)
The effect of selected antioxidants (grape seed extract (GS), oleoresin rosemary (OR), water-soluble oregano extract (WO), propyl gallate (PG), butylated hydroxyanisole (BHA)), butylated hydroxytoluene (BHT)) on sensory, color and oxidative stability of cooked, frozen, reheated ground beef patties was evaluated.

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