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Merck
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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:
6754-20-7
Peso molecular:
234.33
Código UNSPSC:
12352200
NACRES:
NA.77

Ensayo

≥97% (HPLC)

Formulario

powder

color

white to beige

solubilidad

DMSO: 20 mg/mL, clear

temp. de almacenamiento

−20°C

cadena SMILES

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

Clave InChI

AZJUJOFIHHNCSV-KCQAQPDRSA-N

Acciones bioquímicas o fisiológicas

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000216450
0000216449
116M4741V
024M4722V

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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)
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
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
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
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