10361-12-3

Basic information

• Product Name: Octadecyl gallate
• Synonyms: STEARYL GALLATE;OCTADECYL GALLATE;OCTADECANYL GALLATE;Benzoicacid,3,4,5-trihydroxy-,octadecylester;3,4,5-TRIHYDROXYBENZOIC ACID STEARYL ESTER;GALLIC ACID STEARYL ESTER;Octadecyl 3,4,5-trihydroxybenzoate;3,4,5-TRIHYDROXYBENZOIC ACID STEARYL ESTER (THS)
• CAS NO: 10361-12-3
• Molecular Formula: C₂₅H₄₂O₅
• Molecular Weight: 422.6
• Product Categories: Aromatic Esters;Organic acids
• Mol File: 10361-12-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 95°C
• Boiling Point: 583 °C at 760 mmHg
• Flash Point: 187.8 °C
• Appearance: /
• Density: 1.048 g/cm³
• Vapor Pressure: 3.44E-14mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C
• PKA: 7.93±0.25(Predicted)
• Water Solubility: Insoluble in water
• CAS DataBase Reference: Octadecyl gallate(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecyl gallate(10361-12-3)
• EPA Substance Registry System: Octadecyl gallate(10361-12-3)

Safety Data

• Hazardous Substances Data: 10361-12-3(Hazardous Substances Data)

Usage

Chemical Properties

off-white to light yellow powder

InChI:InChI=1/C25H42O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-30-25(29)21-19-22(26)24(28)23(27)20-21/h19-20,26-28H,2-18H2,1H3

Upstream product

• 112-92-5 1-octadecanol 
• 149-91-7 3,4,5-trihydroxybenzoic acid 
• 1063201-10-4 octadecyl 3,4,5-tribenzyloxybenzoate 

Downstream Products

• 1329454-84-3 octadecyl 3-O-(β-D-glucopyranosyl)-4,5-dihydroxybenzoate 
• 1329454-72-9 octadecyl 3-O-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside)-4,5-dihydroxybenzoate 

Relevant articles and documents

Synthesis method of octadecyl gallate

The invention provides a synthesis method of octadecyl gallate. The synthesis method is characterized in that octadecyl gallate is obtained from gallic acid and octadecanol under the catalytic action of cation exchange resin 731 or cation exchange resin 7

Synthetic method of octadecyl gallate

The invention discloses a synthesis method of octadecyl gallate. The synthesis method comprises the following steps: (1) preparing materials; (2) synthesizing; (3) decolorizing; and (4) crystallizing.The product obtained by the method is high in purity, h

Evaluation of anti-herpetic and antioxidant activities, and cytotoxic and genotoxic effects of synthetic alkyl-esters of gallic acid

The n-alkyl esters of gallic acid (CAS 138-57-8) have a diverse range of uses as anti-oxidants in food, cosmetics and pharmaceutical industries. Pharmaceutical studies performed with these compounds have found that they have many therapeutic potentialities including anti-cancer, antiviral and antimicrobial properties. However, more interest has been devoted to their antioxidant activity due to the ability to scavenge and reduce reactive oxygen species (ROS) formation. In this study, gallic acid and 14 different alkyl gallates were tested. The cytotoxicity and anti-herpetic (HSV-1, KOS and 29-R strains) activity were studied by using the MTT (3-(4,5-dimethylthiazol-2-yl)-2, 5-diphenyl tetrazolium bromide) colorimetric assay and the cell viability by using the Trypan blue dye exclusion method. The genotoxicity was studied by the Comet assay and the antioxidant activity by using the DPPH (1,1-diphenyl-2- picrylhydrazyl) radical scavenging and microsomal lipid peroxidation-inhibiting activities. The results showed that all the tested compounds have anti-herpetic activity at non cytotoxic concentrations with selectivity indices (SI = CC 50/EC50) varying from 0.89 to 18.34, depending on the used HSV-1 strain. It was observed that all tested alkyl gallates showed some degree of genotoxicity, at the tested concentrations, except cetyl gallate, at 256.60 μmol/L (p 50 values varying from 17 to 31 μmol/L; and microsomal lipid peroxidation-inhibiting activity with IC50 values varying from 21 to 59 μmol/L. It was observed that the presence of hydroxyl groups in these molecules is important for their pharmacological profile, but the length of the lateral carbonic chain does not have considerable influence.