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Illudin S

  Cat. No.:  DC37931   Featured
Chemical Structure
1149-99-1
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More than 5000 active chemicals with high quality for research!
Field of application
Illudin S is a fungal sesquiterpene 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 (Item No. 15007), epipodophyllotoxins, and 1-β-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.
Chemicals PropertiesBiological activity Related products COA MSDS Datasheet
Cas No.: 1149-99-1
Chemical Name: Illudin S
Synonyms: Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-,(2'S,3'R,6'R)-;ILLUDIN S;LIGHT YELLOW SOLID;Spiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one,2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-,(2'S,3'R,;(2'S)-3't,6'c-Dihydroxy-2'r-hydroxymethyl-2',4',6't-trimethyl-2',3'-dihydro-spiro[cyclopropan-1,5'-inden]-7'-on;(2'S)-3't,6'c-dihydroxy-2'r-hydroxymethyl-2',4',6't-trimethyl-2',3'-dihydro-spiro[cyclopropane-1,5'-inden]-7'-one;(2'S,3'R,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2'-hydroxymethyl-2',4',6'-trimethylspiro(;(2'S,3'R,6'R)-2',3'-Dihydro-3',6'-dihydroxy-2'-hydroxymethyl-2',4',6'-trimethylspiro[cyclopropane-1,5'-[5H]inden]-7'(6'H)-one;Illudine S;Lampterol;Lunamycin;NSC 400979;NSC 626369;Illudin S
SMILES: CC1=C2C(=C[C@@](C)(CO)[C@@H]2O)C(=O)[C@@](C)(C31CC3)O
Formula: C15H20O4
M.Wt: 264.3169
Purity: >98%
Sotrage: 2 years -20°C Powder, 2 weeks 4°C in DMSO, 6 months -80°C in DMSO
Description: Illudin S is a sesquiterpene toxin with strong anti-tumour and antiviral activities. Illudin S has genotoxic activities[1][2][3].
In Vitro: Illudin S (0-0.26 nM; 24-72 hours) shows cytotoxicity in human fibroblasts[2]. Cell Viability Assay[2] Cell Line: human fibroblasts Concentration: 0-0.26 nM Incubation Time: 24 hours, 72 hours Result: Decreased cell survival.
References: [1]. Hansruedi Glatt, et al. Sulfotransferase-independent genotoxicity of illudin S and its acylfulvene derivatives in bacterial and mammalian cells. Arch Toxicol . 2014 Jan;88(1):161-9. [2]. Nicolaas G J Jaspers, et al. Anti-tumour compounds illudin S and Irofulven induce DNA lesions ignored by global repair and exclusively processed by transcription- and replication-coupled repair pathways. DNA Repair (Amst). 2002 Dec 5;1(12):1027-38. [3]. Illudin S, the sole antiviral compound in mature fruiting bodies of Omphalotus illudens
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