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Polygodial (CAS 6754-20-7)

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Synonym:(1R,4aS,8aS)-1,4,4a,5,6,7,8,8a-Octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde
Application:A naturally occurring antifungal and antinociceptive
CAS Number:6754-20-7
Purity:97%
Molecular Weight:234.33
Molecular Formula:C15H22O2
Refer to Certificate of Analysis for lot specific data (including water content).
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Product NameCatalog #UnitPriceQtyAddFavorites
Polygodial sc-201489 5 mg $85
Polygodial sc-201489A 25 mg $334
Description
Polygodial is a sesquiterpene isolated from the bark of Drymis winteri (winteraceae) plant that displays antinociceptive properties. In rat brain, polygodial has been shown to inhibit glutamate uptake in cortical, striatal, and hippocampal slices, as well as astrocytes, and increased synaptosomal glutamate release. These effects seem to activate an increase in the extracellular glutamate concentrations, possibly causing neurotoxic effects. In neonatal rat studies, polygodial was found to produce antinociception associated with TRPV1 down-regulation in the spinal cord. Polygodial has also been noted to have antifungal effects on dermatophytes such as E. floccosum. Furthermore, it has been reported that the antifungal properties of polygodial could be due to the uncoupling it causes in mitochondrial ATP synthesis by affecting the electrical properties of the membrane surface and eventually collapsing the membrane potential. Polygodial is an inhibitor of ATP5 and an activator of ANKTM1.
Technical Information
Physical State:Solid
Solubility:Soluble in DMSO (25 mg/ml), and ethanol (25 mg/ml).
Storage:Store at -20° C
Melting Point:98.21 °C (Predicted)
Boiling Point:330.73 °C at 760 mmHg (Predicted)
Density:1.09 g/cm3 (Predicted)
Refractive Index:n20D 1.57 (Predicted)
IC50:TRPA1 channel: EC5050 = 400 nM; Photobacterium leiognathi : IC50 = 11400 nM; HT-29: IC50 = 2.5 ug.mL-1 (human); A549: IC50 = 2.5 ug.mL-1 (human); P388 : IC50 = 1.2 ug.mL-1 (mouse)
Safety and Reference Information
RTECS:QJ2850000
PubChem CID:72503
MDL Number:MFCD00238664
SMILES:C[C@]12CCCC([C@@H]1CC=C([C@@H]2C=O)C=O)(C)C
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
References
1. Andre, E., et al. 2004. Neuropharmacology. 46: 590-597. PMID: 14975683
2. Castelli, M.V., et al. 2005. Biochem. Pharmacol. 70: 82-89. PMID: 15894293
3. Malheiros, A., et al. 2008. J. Pharm. Pharm. Sci. 8: 335-339. PMID: 16124945
4. Martini, L.H. 2006. Neurochem. Res. 31: 431-438. PMID: 16733820
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