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ProductsBack/Rasfonin [303156-68-5]
Chemical Structure
Chemical Structure
Chemical Structure

Rasfonin [303156-68-5]

Research Use Only
AG-CN2-0173
AdipoGen Life Sciences
CAS Number303156-68-5
DownloadMSDS
Product group Chemicals
Estimated Purity>95%
Molecular Weight434.6
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Overview

  • Supplier
    AdipoGen Life Sciences
  • Product Name
    Rasfonin [303156-68-5]
  • Delivery Days Customer
    10
  • ADR Class
    6.1
  • CAS Number
    303156-68-5
  • Certification
    Research Use Only
  • Estimated Purity
    >95%
  • Formulation
    Liquid
  • Hazard Information
    Warning
  • Molecular Formula
    C25H38O6
  • Molecular Weight
    434.6
  • Scientific Description
    Chemical. CAS: 303156-68-5. Formula: C25H38O6. MW: 434.6. Isolated from Trichurus sp. Selective apoptosis inducer in ras-dependent cells. Autophagy (Akt-dependent), apoptosis and necroptosis inducer in renal cancer cell lines. Induces death of ras-mutated pancreatic tumor (Panc-1) cells in vitro and in vivo. Robust inhibitor of pancreatic cancers with the K-ras mutation. Reduced Sos1 expression and depressed Ras-MAPK activity. - Selective apoptosis inducer in ras-dependent cells. Autophagy (Akt-dependent), apoptosis and necroptosis inducer in renal cancer cell lines. Induces death of ras-mutated pancreatic tumor (Panc-1) cells in vitro and in vivo. Robust inhibitor of pancreatic cancers with the K-ras mutation. Reduced Sos1 expression and depressed Ras-MAPK activity.
  • SMILES
    O=C1O[C@@]([C@H](C[C@@H](C)C/C(C)=C/C)C)([H])C(OC(/C=C/C(C)=C/[C@@H](CO)CCO)=O)C=C1
  • Storage Instruction
    -20°C,2°C to 8°C
  • UN Number
    2811
  • UNSPSC
    12352200

References

  • Rasfonin, a New Apoptosis Inducer in ras-dependent Cells from Talaromyces sp.: T. Tomikawa, et al.; J. Antibiot. 53, 848 (2000)
  • Total synthesis of TT-1 (rasfonin), an alpha-pyrone-containing natural product from a fungus Trichurus terrophilus: K. Akiyama, et al.; Tetrahedron 61, 1827 (2005)
  • Toward the Development of a General Chiral Auxiliary. Enantioselective Alkylation and a New Catalytic Asymmetric Addition of Silyloxyfurans: Application to a Total Synthesis of (-)-Rasfonin: R.K. Boeckman, et al.; JACS 128, 11032 (2006)
  • Rasfonin, a novel 2-pyrone derivative, induces ras-mutated Panc-1 pancreatic tumor cell death in nude mice: Z. Xiao, et al.; Cell Death Dis. 22, e1241 (2014)
  • Akt inhibition attenuates rasfonin-induced autophagy and apoptosis through the glycolytic pathway in renal cancer cells: Q. Lu, et al.; Cell Death Dis. 6, e2005 (2015)
  • Rasfonin promotes autophagy and apoptosis via upregulation of reactive oxygen species (ROS)/JNK pathway: W. Wang, et al.; Mycology 7, 64 (2016)
  • Fungal secondary metabolites rasfonin induces autophagy, apoptosis and necroptosis in renal cancer cell line: H. Sun, et al.; Mycology 7, 81 (2016)