Rasfonin

CHF 230.00
In stock
AG-CN2-0173-C500500 µgCHF 230.00
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Product Details
Synonyms (-)-Rasfonin; TT-1
Product Type Chemical
Properties
Formula

C25H38O6

MW 434.6
CAS 303156-68-5
Source/Host Chemicals Isolated from Trichurus sp.
Purity Chemicals ≥95% (HPLC)
Appearance Tan to brown viscous liquid (oily).
Solubility Soluble in ethanol, methanol or DMSO (all 1mg/ml).
InChi Key OHRGHFXATDKGOV-MDKHPKFKSA-N
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
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Handling Advice Protect from light and moisture.
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
  • 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.
Product References
  1. Rasfonin, a New Apoptosis Inducer in ras-dependent Cells from Talaromyces sp.: T. Tomikawa, et al.; J. Antibiot. 53, 848 (2000)
  2. Total synthesis of TT-1 (rasfonin), an α-pyrone-containing natural product from a fungus Trichurus terrophilus: K. Akiyama, et al.; Tetrahedron 61, 1827 (2005)
  3. 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)
  4. 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)
  5. 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)
  6. Rasfonin promotes autophagy and apoptosis via upregulation of reactive oxygen species (ROS)/JNK pathway: W. Wang, et al.; Mycology 7, 64 (2016)
  7. Fungal secondary metabolites rasfonin induces autophagy, apoptosis and necroptosis in renal cancer cell line: H. Sun, et al.; Mycology 7, 81 (2016)
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