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48710

Sigma-Aldrich

Propyl gallate

antioxidant, ≥98.0% (HPLC)

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Synonym(s):
3,4,5-Trihydroxybenzoic acid propyl ester
Linear Formula:
3,4,5-(HO)3C6H2CO2CH2CH2CH3
CAS Number:
Molecular Weight:
212.20
Beilstein/REAXYS Number:
1877976
EC Number:
MDL number:
eCl@ss:
39024506
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98.0% (HPLC)

form

solid

mp

146-149 °C (lit.)
146-149 °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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This Item
PHR11181576800P3130
Propyl gallate antioxidant, ≥98.0% (HPLC)

48710

Propyl gallate

Propyl gallate Pharmaceutical Secondary Standard; Certified Reference Material

PHR1118

Propyl gallate

Propyl gallate United States Pharmacopeia (USP) Reference Standard

1576800

Propyl gallate

Propyl gallate powder

P3130

Propyl gallate

form

solid

form

-

form

-

form

powder

Quality Level

200

Quality Level

300

Quality Level

-

Quality Level

200

mp

146-149 °C (lit.)

mp

146-149 °C (lit.)

mp

146-149 °C (lit.)

mp

146-149 °C (lit.)

Application

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)

signalword

Danger

Hazard Classifications

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

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 2

flash_point_f

368.6 °F - closed cup

flash_point_c

187 °C - closed cup

ppe

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


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Tanvir Hussain et al.
European journal of medicinal chemistry, 44(11), 4654-4660 (2009-08-12)
A series of new 3-[4-(1H-imidazol-1-yl) phenyl]prop-2-en-1-ones were synthesized by the condensation of various acetophenones with 4-(1H-imidazol-1-yl) benzaldehyde which was itself prepared by the N-arylation of imidazole using hexadecyltrimethylammonium bromide as catalyst for the first time. All the synthesized compounds were
Matloob Ahmad et al.
European journal of medicinal chemistry, 45(2), 698-704 (2009-12-08)
A series of potential anti-oxidant and anti-bacterial N'-arylmethylidene-2-(3,4-dimethyl-5,5-dioxidopyrazolo[4,3-c][1,2]benzothiazin-2(4H)-yl)acetohydrazides was synthesized in a facile way starting from commercially available saccharine. 3,4-Dimethyl-2,4-dihydropyrazolo[4,3-c][1,2]benzothiazine 5,5-dioxide was obtained by ring expansion of 2-(2-oxopropyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide followed by N-methylation and cyclization with hydrazine using ultrasonic irradiation. N-alkylation
Ching-Hsein Chen et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(2), 494-501 (2010-11-30)
Propyl gallate (PG) is a synthetic antioxidant that has been used in processed food and medicinal preparations. The anti-cancer effect of PG in leukemia is unclear. In the present study, we demonstrate that PG reduced cell viability in THP-1, Jurkat
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.
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

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