1149-99-1|Illudin S|2',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-2',3'-dihydro-2'l5-spiro[cyclopropane-1,5'-inden]-7'(6'H)-one|-范德生物科技公司

Illudin S

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names：
2',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-2',3'-dihydro-2'l5-spiro[cyclopropane-1,5'-inden]-7'(6'H)-one
CAS号：
1149-99-1
MDL Number：
MF(分子式)： C15H21O4 MW(分子量)： 265.32
EINECS: Reaxys Number:
Pubchem ID: Brand:BIOFOUNT

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中文别名	Illudin S
英文别名	Illudin S; DR-15978; DR 15978; DR15978; NSC 626369; NSC-626369; NSC626369; Lunamycin; Lampterol;
CAS号	1149-99-1
Inchi	InChI=1S/C15H21O4/c1-9-10-6-15(3,19,8-16)7-11(10)12(17)13(2,18)14(9)4-5-14/h7,16,18-19H,4-6,8H2,1-3H3
InchiKey	OPBKMFNTACLDAN-UHFFFAOYSA-N
分子式 Formula	C15H21O4
分子量 Molecular Weight	265.32
溶解度Solubility
性状	Solid powder
储藏条件 Storage conditions	Dry, dark and store at 0-4℃ for short term (days to weeks) or -20℃ for long term (Store correctly 2-3years).

产品说明	Illudin S(CAS:1149-99-1):仅限应用于工业或者科学研究过程中非医疗目的，不应用于人类或动物的临床诊断以及治过程疗，该产品非药用，非食用。
Introduction	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.
Application1
Application2
Application3

警示图
危险性	Warning
危险性警示
安全声明
安全防护
备注

[1]Glatt H, Pietsch KE, Sturla SJ, Meinl W. Sulfotransferase-independent genotoxicity of illudin S and its acylfulvene derivatives in bacterial and mammalian cells. Arch Toxicol. 2014 Jan;88(1):161-9. doi: 10.1007/s00204-013-1097-2. Epub 2013 Jul 24. PubMed PMID: 23881331.

[2]Pietsch KE, van Midwoud PM, Villalta PW, Sturla SJ. Quantification of acylfulvene- and illudin S-DNA adducts in cells with variable bioactivation capacities. Chem Res Toxicol. 2013 Jan 18;26(1):146-55. doi: 10.1021/tx300430r. Epub 2012 Dec 19. PubMed PMID: 23227857; PubMed Central PMCID: PMC3858472.

[3] Tanaka K, Inoue T, Kadota S, Kikuchi T. Metabolism by rat liver cytosol of illudin S, a toxic substance of Lampteromyces japonicus. II. Characterization of illudin S-metabolizing enzyme. Xenobiotica. 1992 Jan;22(1):33-9. PubMed PMID: 1377439.

[4] Tanaka K, Miyasaka S, Inoue T. Histopathological effects of illudin S, a toxic substance of poisonous mushroom, in rat. Hum Exp Toxicol. 1996 Apr;15(4):289-93. PubMed PMID: 8845217.

[5] Tanaka K, Inoue T, Tezuka Y, Kikuchi T. Metabolism of illudin S, a toxic substance of Lampteromyces japonicus: urinary excretion of mercapturic acids in rat. Xenobiotica. 1996 Mar;26(3):347-54. PubMed PMID: 8730925.

6: Tanaka K, Inoue T, Kanai M, Kikuchi T. Metabolism of illudin S, a toxic substance of Lampteromyces japonicus. IV. Urinary excretion of an illudin S metabolite in rat. Xenobiotica. 1994 Dec;24(12):1237-43. PubMed PMID: 7771110.7: Liu X, Sturla SJ. Profiling patterns of glutathione reductase inhibition by the natural product illudin S and its acylfulvene analogues. Mol Biosyst. 2009 Sep;5(9):1013-24. doi: 10.1039/b904720d. Epub 2009 Jul 8. PubMed PMID: 19668867; PubMed Central PMCID: PMC2841359.8: Lehmann VK, Huang A, Ibanez-Calero S, Wilson GR, Rinehart KL. Illudin S, the sole antiviral compound in mature fruiting bodies of Omphalotus illudens. J Nat Prod. 2003 Sep;66(9):1257-8. PubMed PMID: 14510611.9: Kelner MJ, McMorris TC, Montoya MA, Estes L, Rutherford M, Samson KM, Taetle R. Characterization of cellular accumulation and toxicity of illudin S in sensitive and nonsensitive tumor cells. Cancer Chemother Pharmacol. 1997;40(1):65-71. PubMed PMID: 9137532.10: Jaspers NG, Raams A, Kelner MJ, Ng JM, Yamashita YM, Takeda S, McMorris TC, Hoeijmakers JH. 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. PubMed PMID: 12531012.1

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