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Key Documents

SML0049

Sigma-Aldrich

Polygodial

≥97% (HPLC)

Sinónimos:

(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

Fórmula empírica (notación de Hill):
C15H22O2
Número de CAS:
Peso molecular:
234.33
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−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

InChI key

AZJUJOFIHHNCSV-KCQAQPDRSA-N

Biochem/physiol Actions

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Lucia Helena Martini et al.
Neurochemical research, 32(11), 1950-1956 (2007-06-20)
Natural products, including those derived from plants, have largely contributed to the development of therapeutic drugs. Glutamate is the main excitatory neurotransmitter in the central nervous system and it is also considered a nociceptive neurotransmitter, by acting on peripheral nervous
Masako Abe et al.
Bioscience, biotechnology, and biochemistry, 72(10), 2681-2686 (2008-10-08)
We isolated a novel pungent principle from the flower buds of myoga. Based on an interpretation of the HR-MS, EI-MS, IR, UV, and NMR data, this compound was (8betaH)-14,17-cyclolabda-12,14(17)-diene-15,16-dial (mioganal, 1). We determined the threshold value of mioganal to be
Luis Moreno-Osorio et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 63(3-4), 215-220 (2008-06-07)
Polygodial (1) and its derivatives acetal 2 (propylene) and 3 (ethylene) were prepared and their antifeedant activity and toxic effects evaluated on several insect species with different feeding ecologies (Spodoptera littoralis, Leptinotarsa decemlineata, Myzus persicae and Rhopalosiphum padi) along with
Ken-ichi Fujita et al.
Bioorganic & medicinal chemistry, 13(24), 6742-6747 (2005-08-27)
The antifungal activity of polygodial against Saccharomyces cerevisiae involves multifunctions. Polygodial first acts as a surface-active agent (surfactant) and then becomes involved in biochemical processes. The ability to form a pyrrole derivative with a primary amine group of phosphatidylethanolamine (PE)
F Marotta et al.
Chinese journal of digestive diseases, 7(1), 33-38 (2006-01-18)
The aim of the present study was to test the hypothesis that protein-calorie malnutrition aggravates the gut translocation of Candida albicans triggered by mesenteric ischemia-reperfusion (IR) injury in an experimental model while testing a natural product containing the antifungal anethole/polygodial

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