Octyl gallate

Names

[ Name ]:
Octyl gallate

[Synonym ]:
Gallic Acid n-Octyl Ester
Octyl gallate
MFCD00002197
n-octyl gallate
Octyl 3,4,5-trihydroxybenzoate
Benzoic acid, 3,4,5-trihydroxy-, octyl ester
3,4,5-Trihydroxy benzoic acid octyl ester
EINECS 213-853-0

Biological Activity

[Description]:

Octyl gallate (Progallin O) is widely used as a food additive, with antimicrobial and antioxidant activity[1][2]. Octyl gallate (Progallin O) shows selective and sensitive fluorescent property[2].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Octyl gallate has antimicrobial activity over H. pylori, with a minimum inhibitory concentration (MIC) value of 125 µg/mL[1].

[References]

[1]. Wolf VG, et al. Octyl gallate, a food additive with potential beneficial properties to treat Helicobacter pylori infection. Food Funct. 2017 Jul 19;8(7):2500-2511.

[2]. Wang Q, et al. Octyl gallate: An antioxidant demonstrating selective and sensitive fluorescent property. Food Chem. 2017 Mar 15;219:268-273.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
482.9±40.0 °C at 760 mmHg

[ Melting Point ]:
101-104 °C(lit.)

[ Molecular Formula ]:
C₁₅H₂₂O₅

[ Molecular Weight ]:
282.33

[ Flash Point ]:
177.1±20.8 °C

[ Exact Mass ]:
282.146729

[ PSA ]:
86.99000

[ LogP ]:
5.26

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.552

[ Storage condition ]:
0-6°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LW8225000

CHEMICAL NAME :: Gallic acid, octyl ester

CAS REGISTRY NUMBER :: 1034-01-1

BEILSTEIN REFERENCE NO. :: 2132305

LAST UPDATED :: 199701

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C15-H22-O5

MOLECULAR WEIGHT :: 282.37

WISWESSER LINE NOTATION :: QR BQ CQ EVO8

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1960 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FAONAU FAO Nutrition Meetings Report Series. (Rome, Italy) No.?-57, 1948-77. Discontinued. Volume(issue)/page/year: 53A,183,1974

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 60 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: FAONAU FAO Nutrition Meetings Report Series. (Rome, Italy) No.?-57, 1948-77. Discontinued. Volume(issue)/page/year: 38A,22,1965

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H317

[ Precautionary Statements ]:
P280-P301 + P312 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R22;R43

[ Safety Phrases ]:
S24-S37

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
LW8225000

[ HS Code ]:
2918290000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%

Articles

Kinetics of the transformation of n-propyl gallate and structural analogs in the perfused rat liver.

Toxicol. Appl. Pharmacol. 273(1) , 35-46, (2013)

n-Propyl gallate and its analogs are used in foods and other products to prevent oxidation. In the liver the compound exerts several harmful effects, especially gluconeogenesis inhibition. The mode of...

Antioxidants modulate molecular mobility, oxygen permeability, and microstructure in zein films.

J. Agric. Food Chem. 59(24) , 13173-80, (2011)

The effect of octyl gallate and propyl gallate on the molecular mobility, oxygen permeability, and microstructure of zein/glycerol films was studied. Films were cast from 70% ethanol/water containing ...

Occurrence and environmental stress responses of two plastid terminal oxidases in Haematococcus pluvialis (Chlorophyceae).

Planta 230(1) , 191-203, (2009)

The plastid terminal oxidase (PTOX) is a plastoquinol oxidase involved in carotenoid biosynthesis in higher plants, and may also represent the elusive oxidase in chlororespiration. Haematococcus pluvi...