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Merck
CN

SML0049

Sigma-Aldrich

Polygodial

≥97% (HPLC), Transient Receptor Potential Anykrin 1 channels activator, powder

Synonym(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

Empirical Formula (Hill Notation):
C15H22O2
CAS Number:
6754-20-7
Molecular Weight:
234.33
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Polygodial, ≥97% (HPLC)

Quality Level

100

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

SMILES string

O=C[C@@H]1[C@@]2([C@H](C(CCC2)(C)C)CC=C1C=O)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

Related Categories

Biochem/physiol Actions

Polygodial is a TRPA1 activator; antifungal.
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000481526
0000481528
0000472233
0000472233
0000390152

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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
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.
Isao Kubo et al.
Phytotherapy research : PTR, 19(12), 1013-1017 (2005-12-24)
Polygodial was found to possess moderate antibacterial activity against gram-positive bacteria including Bacillus subtilis, Staphylococcus aureus and gram-negative bacteria including Escherichia coli and Salmonella choleraesuis with minimum bactericidal concentrations (MBC) of 100 and 100 microg/mL (0.34 mm) and 100 and
Effect of polygodial on the mitochondrial ATPase of Saccharomyces cerevisiae
Lunde CS and Kubo I
Antimicrobial Agents and Chemotherapy, 44(7), 1943-1953 (2000)
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
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