Illudin S

Illudins are fungal sesquiterpenes that, through their unique DNA alkylating actions, have anticancer potential. Illudin S is a cytotoxic illudin that is converted, intracellularly, to metabolites that cause a complete block of cell cycling at the G1-S phase interface, particularly in myeloid and T-lymphocyte leukemia cells (IC50 = 6-11 nM). T-lymphocyte leukemia CEM cells that are resistant to doxorubicin (Cay-15007), epipodophyllotoxins, and 1-beta-D-arabinofuranosylcytosine display only 2-fold increased resistance to illudin S. Illudin S metabolites induce DNA damage that is not repaired by the processes that counter conventional DNA alkylating agents.Formal Name: (2'S,3'R,6'R)-2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one. CAS Number: 1149-99-1. Synonyms: Lampterol, NSC 400979, NSC 626369. Molecular Formula: C15H20O4. Formula Weight: 264.3. Purity: >98%. Formulation: (Request formulation change), A light yellow solid. Solubility: DMF: Soluble, DMSO: Soluble, Ethanol: Soluble, Methanol: Soluble. SMILES: O=C1C2=C[C@](CO)(C)[C@H](O)C2=C(C)C3(CC3)[C@]1(O)C. InChi Code: 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. InChi Key: DDLLIYKVDWPHJI-RDBSUJKOSA-N. Origin: Fungus/Pleurotus lampas.