illudin S

• CAT Number: M051025
• CAS Number: 1149-99-1
• Molecular Formula: C15H20O4
• Molecular Weight: 264.321
• Purity: ≥95%
• Target: DNA Alkylating
• Solubility: Soluble in DMSO
• Storage: Store at -20°C
• IUPAC Name: (1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one
• InChI: InChI=1S/C15H20O4/c1-8-10-9(6-13(2,7-16)12(10)18)11(17)14(3,19)15(8)4-5-15/h6,12,16,18-19H,4-5,7H2,1-3H3/t12-,13+,14+/m1/s1
• InChIKey: DDLLIYKVDWPHJI-RDBSUJKOSA-N
• SMILES: CC1=C2C(C(C=C2C(=O)C(C13CC3)(C)O)(C)CO)O

Illudin S(CAT: M051025) is a naturally occurring sesquiterpenoid toxin produced by certain species of fungi, particularly the Omphalotus and Mycena genera. Its mode of action involves being a potent DNA-damaging agent, causing breaks in the DNA strands. Illudin S exhibits strong cytotoxicity and is known for its anticancer properties. Due to its toxicity, it is not used as a therapeutic agent itself, but researchers are interested in its potential as a lead compound for the development of new anticancer drugs.

Reference

The structure of the basidiomycete metabolites, illudin S and illudin M. McMorris T.C. & Anchel M. J. Am. Chem. Soc. 1963, 85, 831.Characterization of illudin S sensitivity in DNA repair-deficient Chinese hamster cells: Unusually high sensitivity of ercc2 and ercc3 DNA helicase-deficient mutants in comparison to other chemotherapeutic agents. Kelner M.J. et al. Biochem. Pharmacol. 1994, 48, 403.