A fungal metabolite with diverse biological activities
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Isomer(s)
31756Piliformic Acid
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Pestalotin

Item No. 25516

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S)-5,6-dihydro-6-[(1S)-1-hydroxypentyl]-4-methoxy-2H-pyran-2-one
CAS Number
34565-32-7
Synonyms
  • (−)-Pestalotin
Molecular Formula
C11H18O4
Formula Weight
214.3
Purity
≥99%
Formulation (Request formulation change)
A solid
SMILES
O=C1O[C@@]([C@@H](O)CCCC)([H])CC(OC)=C1
InChi Code
InChI=1S/C11H18O4/c1-3-4-5-9(12)10-6-8(14-2)7-11(13)15-10/h7,9-10,12H,3-6H2,1-2H3/t9-,10-/m0/s1
InChi Key
YFIMUDXPJZVJJO-UWVGGRQHSA-N
Origin
Fungi/Penicillium decumbens
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    500 µg

    $294

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    2.5 mg

    $1,097

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    Cayman Chemical
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    Product Description

    Pestalotin is a fungal metabolite originally isolated from P. cryptomeriaecola with diverse biological activities.1 It induces reducing sugar release in embryoless rice endosperms when used at concentrations ranging from 3 to 100 mg/L and enhances growth of rice seedlings (O. sativa) when used in combination with gibberellin A3 at concentrations ranging from 30 to 500 mg/L. Pestalotin has antifungal activity, reducing the growth of C. albicans, C. neoformans, T. rubrum, and A. fumigatus (MICs = 12.5, 50, 50, and 50 μg/ml, respectively).2 It is cytotoxic to HL-60, MKN45, LoVo, and A549 cells (IC50s = 64.87-182.92 μM). Pestalotin has been used as a standard for dereplication of natural products.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kimura, Y., Katagiri, K., and Tamura, S. Isolation and biological activity of pestalotin, a gibberellin synergist from Pestalotia cryptomeriaecola. Arg. Biol. Chem. 35(8), 1313-1314 (1971).

    2. Wu, L.-S., Jia, M., Chen, L., et al. Cytotoxic and antifungal constituents isolated from the metabolites of endophytic fungus DO14 from Dendrobium officinale. Molecules 21(1), E14 (2015).

    3. Nielsen, K.F., Månsson, M., Rank, C., et al. Dereplication of microbial natural products by LC-DAD-TOFMS. J. Nat. Prod. 74(11), 2338-2348 (2011).