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Merck
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Principaux documents

SML0049

Sigma-Aldrich

Polygodial

≥97% (HPLC)

Synonyme(s) :

(1R,4aS,8aS)-1,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde

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About This Item

Formule empirique (notation de Hill):
C15H22O2
Numéro CAS:
Poids moléculaire :
234.33
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

Pureté

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

−20°C

InChI

1S/C15H22O2/c1-14(2)7-4-8-15(3)12(10-17)11(9-16)5-6-13(14)15/h5,9-10,12-13H,4,6-8H2,1-3H3/t12-,13-,15+/m0/s1

Clé InChI

AZJUJOFIHHNCSV-KCQAQPDRSA-N

Actions biochimiques/physiologiques

Polygodial is a selective activator of Transient Receptor Potential Anykrin 1 (TRPA1) channels. Initially painful, polygodial acts as an analgesic by desensitizing sensory neuron. Polygodial also has broad antifungal properties, and is cytotoxic against bacteria and algae.
Polygodial is a sesquiterpene dialdehyde. It is obtained from the plants Polygonum hydropiper, Warburgia ugandensis, Pseudowintera colorata and Warburgia stuhlmannii. It exhibits antifeedant activity and antimicrobial activity against insects and microbes, respectively. It is responsible for the “hot taste” in peppery spices of traditional Japanese cuisine.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Ken-Ichi Fujita et al.
Journal of agricultural and food chemistry, 53(13), 5187-5191 (2005-06-23)
Polygodial was found to exhibit a fungicidal activity against a food spoilage yeast, Zygosaccharomyces bailii, with the minimum fungicidal concentration (MFC) of 50 microg/mL (0.17 mM). The time-kill curve study showed that polygodial was fungicidal at any growth stage. The
Isao Kubo et al.
Journal of agricultural and food chemistry, 53(5), 1818-1822 (2005-03-03)
The antifungal activity of ethylenediaminetetraacetic acid (EDTA) against Saccharomyces cerevisiae was significantly affected by various conditions such as inoculum size, pH, and metal ions (Mg(2+), Ca(2+)). EDTA was found to be effective against this yeast at the inoculum size of
Daniela S Corrêa et al.
Parasitology research, 109(1), 231-236 (2011-01-19)
Parasitic protozoan diseases affect the poorest population in developing countries. Leishmaniasis and Chagas disease have been included among the most important threats for public health in Central and South American continent, with few therapeutic alternatives and highly toxic drugs. In
Lucia Helena Martini et al.
Neurochemical research, 31(3), 431-438 (2006-05-31)
Natural products including those derived from plants, have over the years greatly contributed to the development of therapeutic drugs. Polygodial and drimanial are sesquiterpenes isolated from the bark of the plant Drymis Winteri (Winteraceae) that exhibit antinociceptive properties. Since peripheral
Keiko Kuroiwa et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 44(8), 1236-1244 (2006-03-18)
A subchronic toxicity study of water pepper extract (WPE) from Polygonum hydropiper L. was conducted in groups of 10 male and 10 female F344 rats fed powdered diets containing 0, 62.5, 250, 1000 or 4000 ppm concentrations for 13 weeks.

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