A natural antifungal sesquiterpene
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Isomer(s)
30710Isocurcumenol
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Polygodial

Item No. 14979

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,4aS,8aS)-1,4,4a,5,6,7,8,8a-octahydro-5,5,8a-trimethyl-1,2-naphthalenedicarboxaldehyde
CAS Number
6754-20-7
Synonyms
  • Tadeonal
Molecular Formula
C15H22O2
Formula Weight
234.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 14 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlEthanol:PBS (pH 7.2) (1:40): 0.02 mg/ml
λmax
230 nm
SMILES
O=C([H])C1=CC[C@@]2([H])C(C)(C)CCC[C@]2(C)[C@H]1C([H])=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    10 mg

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    25 mg

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    Product Description

    Polygodial is a sesquiterpene dialdehyde isolated from the leaves of certain peppers and related plants. Noted for its broad antifungal properties, polygodial is also cytotoxic against bacteria, algae, and sea squirts.1,2,3 In mammals, polygodial produces a pungent flavor, activates the transient receptor potential cation channel TRPA1 (EC50 = 59 nM), and produces antinociception.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lee, S.H., Lee, J.R., Lunde, C.S., et al. In vitro antifungal susceptibilities of Candida albicans and other fungal pathogens to polygodial, a sesquiterpene dialdehyde. Planta Med. 65(3), 204-208 (1999).

    2. Anke, H., and Sterner, O. Comparison of the antimicrobial and cytotoxic activities of twenty unsaturated sesquiterpene dialdehydes from plants and mushrooms. Planta Med. 57(4), 344-346 (1991).

    3. Cahill, P., Heasman, K., Jeffs, A., et al. Preventing ascidian fouling in aquaculture: screening selected allelochemicals for anti-metamorphic properties in ascidian larvae. Biofouling 28(1), 39-49 (2012).

    4. Baraldi, P.G., Preti, D., Materazzi, S., et al. Transient receptor potential ankyrin 1 (TRPA1) channel as emerging target for novel analgesics and anti-inflammatory agents. J. Med. Chem. 53(14), 5085-5107 (2010).

    5. Mendes, G.L., Santos, A.R.S., Malheiros, A., et al. Assessment of mechanisms involved in antinociception caused by sesquiterpene polygodial. J. Pharmacol. Exp. Ther. 292(1), 164-172 (2000).