48700
Octyl gallate
antioxidant, ≥99.0% (HPLC)
Synonym(s):
Octyl 3,4,5-trihydroxybenzoate, n-Octyl gallate
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About This Item
Linear Formula:
3,4,5-(HO)3C6H2CO2(CH2)7CH3
CAS Number:
Molecular Weight:
282.33
Beilstein:
2132305
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
≥99.0% (HPLC)
mp
101-103 °C
101-104 °C (lit.)
solubility
soluble 2.5%, clear, colorless (AcOH (MEOH))
SMILES string
CCCCCCCCOC(=O)c1cc(O)c(O)c(O)c1
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
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General description
Octyl gallate (3,4,5-trihydroxybenzoate) is reported to possess antifungal activity against Saccharomyces cerevisiae and Zygosaccharomyces bailii. The fungicidal activity associated with octyl gallate is due to its ability to act as a nonionic surface-active agent (surfactant). Octyl gallate, an alkyl gallate, is reported to exhibit direct antibacterial activity against Staphylococcus aureus BB568. It is reported to inhibit the activity of soybean lipoxygenase-1 (EC 1.13.11.12, type I) with an IC50 of 1.3μM. It is also effective in preventing lipid peroxidation.
Application
Octyl gallate was used in a study to investigate the self-assembly in two comb-shaped supramolecules systems consisting of octyl gallate, hydrogen bonded to the pyridine groups of polyisoprene-block-poly(vinylpyridine) diblock copolymers using synchrotron radiation.
Disclaimer
The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Skin Sens. 1
WGK
WGK 1
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Self-Assembly of Supramolecules Consisting of Octyl Gallate Hydrogen Bonded to Polyisoprene-b lock-poly (vinylpyridine) Diblock Copolymers.
Bondzic S, et al.
Macromolecules, 37(25), 9517-9524 (2004)
Xiaojun Li et al.
Drug metabolism and pharmacokinetics, 26(4), 341-350 (2011-03-23)
Ferulic acid (FA), a member of the hydroxycinnamate family, is an abundant dietary antioxidant that may offer beneficial effects against cancer, cardiovascular disease, diabetes, osteoarthritis and Alzheimer's disease. In this study, evidence for sulfation and glucuronidation of FA was investigated
Javier Rúa et al.
Foodborne pathogens and disease, 8(1), 149-157 (2010-11-03)
Six pure phenolic compounds (hydroquinone, thymol, carvacrol, butylated hydroxyanisole, gallic acid, and octyl gallate) were tested for their minimum inhibitory concentration (MIC) and minimum bactericidal concentration (MBC) against several strains of Staphylococcus aureus isolated from dairy and meat products. In
Hirofumi Shibata et al.
Antimicrobial agents and chemotherapy, 53(5), 2218-2220 (2009-02-19)
Using liposome systems, we found that gallates with short alkyl chains were located in the external medium and those with longer alkyl chains were located in the surface region of lipid bilayer. Combinations of these gallates remarkably reduced oxacillin MICs
Tsutomu Arakawa et al.
International journal of pharmaceutics, 355(1-2), 220-223 (2008-02-05)
Arginine suppresses protein-protein and protein-surface interactions and thus is expected to increase the solubility of the proteins. We have examined here the effects of arginine on the solubility of a highly insoluble protein, gluten, and two organic compounds, octyl-gallate and
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