AdipoGen Life Sciences

10,11-Dehydrocurvularin

CHF 140.00
In stock
AG-CN2-0165-M0011 mgCHF 140.00
AG-CN2-0165-M0055 mgCHF 560.00
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Product Details
Synonyms α,β-Dehydrocurvularin
Product Type Chemical
Properties
Formula

C16H18O5

MW 290.3
CAS 1095588-70-7
Source/Host Chemicals Isolated from Aspergillus sp.
Purity Chemicals ≥95% (HPLC)
Appearance Off-white solid.
Solubility Soluble in ethanol, methanol or DMSO.
InChi Key AVIRMQMUBGNCKS-OAQKJQOQSA-N
Smiles C[C@H]1CCC\C=C\C(=O)C2=C(CC(=O)O1)C=C(O)C=C2O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Keep cool and dry.
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
Description
  • Antibiotic [1, 2, 6].
  • Antifungal [6].
  • Nematicidal [4].
  • Phytotoxic [3].
  • TGF-β signaling inhibitor [9]
  • Anticancer compound [5, 6, 8, 10].
  • Strong activator of the heat shock response [8].
  • Inhibitor of the appressorium formation of M. grisea [7]
  • Inhibitor of NLRP3 inflammasome activation
Product References
  1. Curvularin. Part V. The compound C16H18O5, αβ-dehydrocurvularin: H.D. Munro, et al.; J. Chem. Soc. C 1967, 947 (1967)
  2. Isolation of alpha,beta-dehydrocurvularin from Aspergillus aureofulgens: O. Caputo & F. Viola; Planta Med. 31, 31 (1977)
  3. Brefeldin A and alpha,beta-dehydrocurvularin, two phytotoxins from Alternaria zinniae, a biocontrol agent of Xanthium occidentale: M. Vurro, et al.; Plant Sci. 138, 67 (1998)
  4. Betagamma-dehydrocurvularin and related compounds as nematicides of Pratylenchus penetrans from the fungus Aspergillus sp.: M. Kusano, et al.; Biosci. Biotechnol. Biochem. 67, 1413 (2003)
  5. Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants: J. He, et al.; J. Nat. Prod. 67, 1985 (2004)
  6. Isolation and difference in anti-Staphylococcus aureus bioactivity of curvularin derivates from fungus Eupenicillium sp.: L.W. Xie, et al.; Appl. Biochem. Biotechnol. 159, 284 (2009)
  7. Alternariol monomethyl ether and α, β-Dehydrocurvularin from endophytic Fungi Alternaria spp. inhibit appressorium formation of Magnaporthe grisea: Y.T. Jeon, et al.; J. Kor. Soc. Appl. Biol. Chem. 53, 39 (2010)
  8. Characterization of the biosynthetic genes for 10,11-dehydrocurvularin, a heat shock response-modulating anticancer fungal polyketide from Aspergillus terreus: Y. Xu, et al.; Appl. Environ. Microbiol. 79, 2038 (2013)
  9. Inhibition of TGF-β signaling by the fungal lactones (S)-curvularin, dehydrocurvularin, oxacyclododecindione and galiellalactone: K. Rudolph, et al.; Cytokine 61, 285 (2013)
  10. Metabolite profiling and biological activities of bioactive compounds produced by Chrysosporium lobatum strain BK-3 isolated from Kaziranga National Park, Assam, India: C.G. Kumar, et al.; Springerplus 2, 122 (2013)
  11. 10,11-Dehydrocurvularin attenuates inflammation by suppressing NLRP3 inflammasome activation: Q. Zhao, et al.; Chin. J. Nat. Med. 21, 163 (2023)
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