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Key Documents

48700

Sigma-Aldrich

Octyl gallate

antioxidant, ≥99.0% (HPLC)

Synonyme(s) :

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

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About This Item

Formule linéaire :
3,4,5-(HO)3C6H2CO2(CH2)7CH3
Numéro CAS:
Poids moléculaire :
282.33
Numéro Beilstein :
2132305
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

≥99.0% (HPLC)

Pf

101-103 °C
101-104 °C (lit.)

Solubilité

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

Groupe fonctionnel

ester

Chaîne SMILES 

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

Clé InChI

NRPKURNSADTHLJ-UHFFFAOYSA-N

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Description générale

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.

Clause de non-responsabilité

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.

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Acute Tox. 4 Oral - Skin Sens. 1

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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


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Consulter la Bibliothèque de documents

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)
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
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
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
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

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