1149-99-1

• 常用中文名：Illudin S
• 常用英文名：Illudin S
• CAS号：1149-99-1
• 分子式：C₁₅H₂₀O₄
• 分子量：264.31700
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2017-08-05 01:43:38
• 更新时间：2026-07-09 23:22:07
• Illudin S 是一种倍半萜烯毒素,具有强抗肿瘤和抗病毒活性。Illudin S 具有基因毒性活性。

名称

• 中文名: 隐陡头菌素S
• 英文名: Illudin S
• 中文别名: (2,3'R,6'R)-2',3'-二氢-3',6'-二氢-2'-(羟甲基)-2',4',6'-三甲基磷脂液[环丙烷-1,5'-[5H]INDEN]-7'(6'H)-一个; 月亮霉素; 隐陡头菌素; 隐杯伞素; (2'S,3'R,6'R)-3',6'-二羟基-2'-(羟甲基)-2',4',6'-三甲基-2',3'-二氢螺[环丙烷-1,5'-茚]-7'(6'H)-酮
• 英文别名: (2'S,3'R,6'R)-3',6'-dihydroxy-2'-(hydroxymethyl)-2',4',6'-trimethyl-2',3',6',7'-tetrahydrospiro[cyclopropane-1,5'-inden]-7'-one; (1R,2S,5R)-1,5-dihydroxy-2-(hydroxymethyl)-2,5,7-trimethylspiro[1H-indene-6,1'-cyclopropane]-4-one; Lunamycin; (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; 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; llludin S; illudin S; NSC-626369; Illudine S; Lampterol; Illusin S

物化性质

• 密度: 1.34g/cm3
• 沸点: 509.6ºC at 760mmHg
• 分子式: C₁₅H₂₀O₄
• 分子量: 264.31700
• 闪点: 276.1ºC
• 精确质量: 264.13600
• PSA: 77.76000
• LogP: 0.71630
• 蒸汽压: 1.61E-12mmHg at 25°C
• 折射率: 1.619
• 分子结构:

  1、 摩尔折射率：69.22

  2、 摩尔体积（cm³/mol）：197.1

  3、 等张比容（90.2K）：549.3

  4、 表面张力（dyne/cm）：60.2

  5、 极化率（10-24cm3）：27.44

生物活性

• 描述: Illudin S 是一种倍半萜烯毒素,具有强抗肿瘤和抗病毒活性。Illudin S 具有基因毒性活性。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
  研究领域 >> 感染
  信号通路 >> 细胞周期/DNA损伤 >> DNA烷基化剂/交联剂
• 体外研究: Illudin S(0-0.26nm；24-72小时)对人成纤维细胞具有细胞毒性[2]。细胞活力测定[2]细胞系：人成纤维细胞浓度：0-0.26nm培养时间：24小时,72小时结果：细胞存活率降低。
• 参考文献:

  [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

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : WH0204300 CHEMICAL NAME : Sprio(cyclopropane-1,5'-(5H)inden)-7'(6'H)-one, 2',3'-dihydro-3',6'-dihydroxy-2'-(hydroxy methyl)-2',4',6'-trimethyl-, (2'S,3'R,6'R)- CAS REGISTRY NUMBER : 1149-99-1 BEILSTEIN REFERENCE NO. : 2336420 LAST UPDATED : 199612 DATA ITEMS CITED : 10 MOLECULAR FORMULA : C15-H20-O4 MOLECULAR WEIGHT : 264.35 WISWESSER LINE NOTATION : L56 FV HXTJ BQ C1Q C1 GQ G1 I1 H-& AL3XTJ HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 30 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 15 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value MUTATION DATA TYPE OF TEST : Cytogenetic analysis TEST SYSTEM : Rodent - hamster Lung DOSE/DURATION : 15600 ng/L REFERENCE : MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 215,179,1989

合成路线

127-09-3 ~% 1146-04-9 28282-65-7 1149-99-1

文献：McMorris, Trevor C.; Yu, Jian; Herman, David M.; Kelner, Michael J.; Dawe, Robin; Minamida, Akira Journal of Labelled Compounds and Radiopharmaceuticals, 1998 , vol. 41, # 4 p. 279 - 285

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