A natural mycotoxin
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10,11-dehydro Curvularin

Item No. 21801

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S,8E)-4,5,6,7-tetrahydro-11,13-dihydroxy-4-methyl-2H-3-benzoxacyclododecin-2,10(1H)-dione
CAS Number
21178-57-4
Synonyms
  • α,β-dehydro Curvularin
Molecular Formula
C16H18O5
Formula Weight
290.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:9): 0.1 mg/mlEthanol: 10 mg/ml
λmax
226, 298 nm
SMILES
O=C1CC2=C(C(/C=C/CCC[C@H](C)O1)=O)C(O)=CC(O)=C2
InChi Code
InChI=1S/C16H18O5/c1-10-5-3-2-4-6-13(18)16-11(8-15(20)21-10)7-12(17)9-14(16)19/h4,6-7,9-10,17,19H,2-3,5,8H2,1H3/b6-4+/t10-/m0/s1
InChi Key
AVIRMQMUBGNCKS-RWCYGVJQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    10,11-dehydro Curvularin is a natural mycotoxin that has cytotoxic activity against select cancer cell lines.1,2 It has been shown to activate the heat shock response, block TGF-β signaling, and scavenge superoxide anions.1,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kumar, C.G., Mongolla, P., Sujitha, P., et al. Metabolite profiling and biological activities of bioactive compounds produced by Chrysosporium lobatum strain BK-3 isolated from Kaziranga National Park, Assam, India. Springerplus 2(1), 122 (2013).

    2. Zhan, J., Wijeratne, E.M., Seliga, C.J., et al. A new anthraquinone and cytotoxic curvularins of a Penicillium sp. from the rhizosphere of Fallugia paradoxa of the Sonoran desert. J. Antibiot. (Tokyo) 57(5), 341-344 (2004).

    3. Rudolph, K., Serwe, A., and Erkel, G. Inhibition of TGF-β signaling by the fungal lactones (S)-curvularin, dehydrocurvularin, oxacyclododecindione and galiellalactone. Cytokine 61(1), 285-296 (2013).

    4. Xu, Y., Espinosa-Artiles, P., Schubert, V., et al. Characterization of the biosynthetic genes for 10,11-dehydrocurvularin, a heat shock response-modulating anticancer fungal polyketide from Aspergillus terreus. Appl. Environ. Microbiol. 79(6), 2038-2047 (2013).