SML0049
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:
Molecular Weight:
234.33
UNSPSC Code:
12352200
NACRES:
NA.77
Product Name
Polygodial, ≥97% (HPLC)
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
assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
−20°C
Quality Level
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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)
Juntaro Nakajima et al.
Journal of digestive diseases, 8(1), 48-51 (2007-01-31)
To isolate, identify and determine the prevalence of yeasts in the oral cavity of individuals and to test the minimum inhibitory dilution (MID) of Kolorex against the yeasts isolated. Twenty-nine individuals of both sexes aged on average 61.3 years were
Ken-Ichi Fujita et al.
Journal of chemical ecology, 29(10), 2253-2262 (2003-12-20)
A bicyclic sesquiterpene dialdehyde, polygodial did not inhibit root elongation up to a concentration of 12.5 microg/ml in a lettuce seedling assay: trans-Cinnamic acid inhibited the elongation by 50% at 1.2 microg/ml (8.1 microM). The inhibitory activity of trans-cinnamic acid
Eunice Andre et al.
Neuropharmacology, 46(4), 590-597 (2004-02-21)
This study investigated whether or not the neonatal treatment of rats with the sesquiterpenes polygodial or drimanial could cause persistent antinociception similar to that induced by capsaicin. Rats were injected subcutaneously 48 h after birth with capsaicin (50 mg/kg), polygodial
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
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