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Octyl Gallate

Octyl Gallate

CAS.NO: 1034-01-1 Category: Herpes simplex Virus (HSV) Mol. Formula: C15H22O5 Mol. Wt.: 282.33

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Description: Octyl Gallate is an octyl ester of gallic acid that is commonly used as a food preservative such as a thickener, bulking agent, or emulsifier in processed foods. Octyl Gallate exhibits antifungal activity against Zygosaccharomyces bailii, Aspergillus niger, Candida albicans, and Saccharomyces cerevisiae, as well as antibacterial and antiviral activities against Enterococcus facealis, poliovirus herpes simplex virus type 1, and stomatitis virus.

Synonyms n-Octyl gallate; Progallin O; Stabilizer GA 8
IUPAC Name octyl 3,4,5-trihydroxybenzoate
SMILES CCCCCCCCOC(=O)C1=CC(=C(C(=C1)O)O)O
InChI 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
Boiling Point 482.9±40.0 °C at 760 mmHg
Melting Point 101-104 °C (lit.)
Flash Point 177.1±20.8 °C
Density 1.2±0.1 g/cm3
Solubility Soluble in methanol.
Appearance White to off-white solid
Complexity 269
Exact Mass 282.14672380
Index Of Refraction 1.552
Vapor Pressure 0.0±1.3 mmHg at 25°C
PSA 86.99000
XLog P3 AA 3.7
Storage 2-8 °C
Purity 99.96%
In Vitro Octyl gallate has antimicrobial activity over H. pylori, with a minimum inhibitory concentration (MIC) value of 125 µg/mL.
In Vivo Octyl gallate has antimicrobial activity over H. pylori, with a minimum inhibitory concentration (MIC) value of 125 µg/mL.
Target Bacterial; HSV; Influenza Virus; Reactive Oxygen Species
Drug Resistance Resistance mechanism: Octyl Gallate resistance emerges through oxidative-stress pathway adjustments reducing compound disruption of redox balance.
Common mutations: Alterations in antioxidant-regulating enzymes attenuate susceptibility.
Cross-resistance: Observed among redox-modulating agents acting on related regulatory pathways.
Monitoring suggestion: Sequence oxidative-stress pathway genes for adaptive variants.
Applications Phenolic Antiviral Mechanistic Studies: Octyl Gallate alters oxidative and membrane-associated pathways influencing viral replication.
Redox-State Regulation Research: Useful for profiling oxidative-stress–driven antiviral responses.
Membrane Perturbation Studies: Applied to evaluate lipid-dependent viral entry inhibition.
Broad Mechanistic Screening: Supports multi-pathway antiviral evaluation.
Chemical Probe Applications: Enables targeted exploration of redox and membrane biology.
Protocol Notes Storage: Maintain Octyl Gallate at 4°C in tightly sealed containers to prevent oxidation.
Solution Preparation: Dissolve in ethanol or DMSO with mild heating if needed.
Handling Notes: Limit air exposure to minimize auto-oxidative degradation.
Light Notes: Store solutions in amber vials to avoid photochemical changes.
Stability: Replace stocks regularly to ensure consistent antioxidant activity.
Drug Combination Purpose: Enhance antioxidant and anti-inflammatory properties.
Combination Strategies: Often used in combination with other antioxidants or anti-inflammatory agents to enhance cellular protection in oxidative stress models.
Considerations: Assess its potential to interfere with cellular signaling pathways and redox balance in experimental systems.
The dilution calculator equation

Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

The molarity calculator equation

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Targeted inhibition of gut bacterial β-glucuronidases by octyl gallate alleviates mycophenolate mofetil-induced gastrointestinal toxicity

Journal: International Journal of Biological Macromolecules

Date: 4/1/2024

Link: https://doi.org/10.1016/j.ijbiomac.2024.130145

Octyl gallate has potent anti‐inflammasome activity by directly binding to NLRP3 LRR domain

Journal: Journal of Cellular Physiology

Date: 1/19/2024

Link: https://doi.org/10.1002/jcp.31196

Antimicrobial activity of octyl gallate nanoemulsion combined with photodynamic technology and its effect on food preservation

Journal: International Journal of Food Microbiology

Date: 2/2/2025

Link: https://doi.org/10.1016/j.ijfoodmicro.2024.111023

Ascorbic acid potentiates photodynamic inactivation mediated by octyl gallate and blue light for rapid eradication of planktonic bacteria and biofilms

Journal: Food Chemistry

Date: 8/1/2024

Link: https://doi.org/10.1016/j.foodchem.2024.139073

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