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
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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
Storage Class Code
11 - Combustible Solids
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)
Tae Joung Ha et al.
Journal of agricultural and food chemistry, 52(10), 3177-3181 (2004-05-13)
Octyl gallate inhibited soybean lipoxygenase-1 (EC 1.13.11.12, type I) with an IC(50) of 1.3 microM. The inhibition of the enzyme by octyl gallate is a slow and reversible reaction without residual activity. The inhibition kinetics analyzed by Lineweaver-Burk plots indicates
Paul D Stapleton et al.
International journal of antimicrobial agents, 23(5), 462-467 (2004-05-04)
Aqueous extracts of Japanese green tea (Camellia sinensis) are able to reverse beta-lactam resistance in methicillin-resistant Staphylococcus aureus (MRSA). We have attributed the capacity to reverse oxacillin resistance in the homogeneous PBP2a producer BB568 and in EMRSA-16 to (-)-epicatechin gallate
Liisa Törmäkangas et al.
Biochemical pharmacology, 70(8), 1222-1230 (2005-09-06)
Increasing evidence suggests that plant polyphenolic compounds may protect from cardiovascular diseases, which have been addressed to their antioxidative properties. In addition, these compounds have been shown to possess anti-inflammatory and anti-microbial potential. In the present study we tested the
Anna Radomska
Acta poloniae pharmaceutica, 60(3), 191-195 (2003-10-15)
This paper reports on the effect of captopril on the stability of unsaturated fatty acids in the evening primrose oil. The experiment was performed for captopril at concentrations of 0.05%, 0.1% and 0.2% in the samples of evening primrose oil
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