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Merck

48700

Sigma-Aldrich

Octylgallat

antioxidant, ≥99.0% (HPLC)

Synonym(e):

Octyl 3,4,5-trihydroxybenzoate, n-Octyl gallate

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About This Item

Lineare Formel:
3,4,5-(HO)3C6H2CO2(CH2)7CH3
CAS-Nummer:
Molekulargewicht:
282.33
Beilstein:
2132305
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥99.0% (HPLC)

mp (Schmelzpunkt)

101-103 °C
101-104 °C (lit.)

Löslichkeit

soluble 2.5%, clear, colorless (AcOH (MEOH))

Funktionelle Gruppe

ester

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

InChIKey

NRPKURNSADTHLJ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung

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.

Haftungsausschluss

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 1

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Kunden haben sich ebenfalls angesehen

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
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
I Kubo et al.
Bioorganic & medicinal chemistry letters, 11(3), 347-350 (2001-02-24)
Octyl gallate (3,4,5-trihydroxybenzoate) was found to possess antifungal activity against Saccharomyces cerevisiae and Zygosaccharomyces bailii, in addition to its potent antioxidant activity. Catechol moiety is essential to elicit this activity. The primary fungicidal activity of octyl gallate comes from its
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

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