[(E)-2-[3-(furan-3-yl)propyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enoxy]-dihydroxy-sulfanylidene-lambda5-phosphane | 1000613-29-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: [(E)-2-[3-(furan-3-yl)propyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enoxy]-dihydroxy-sulfanylidene-lambda5-phosphane
• 英文别名: [(E)-2-[3-(furan-3-yl)propyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enoxy]-dihydroxy-sulfanylidene-λ5-phosphane
• CAS: 1000613-29-5
• 化学式: C₂₅H₄₁O₄PS
• 分子量: 468.638
• InChiKey: MRODZVHMRAQPQS-DNTJNYDQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  31
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  94.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-[2-cyanoethoxy-[(E)-2-[3-(furan-3-yl)propyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enoxy]phosphinothioyl]oxypropanenitrile 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以100%的产率得到[(E)-2-[3-(furan-3-yl)propyl]-6-methyl-8-(2,6,6-trimethylcyclohex-2-en-1-yl)oct-5-enoxy]-dihydroxy-sulfanylidene-lambda5-phosphane
  参考文献：
  名称：

  Protein Phosphatase Inhibitors Isolated from Spongia irregularis Collected in Papua New Guinea

  摘要：

  Irregularasulfate (1), a new nitrogen-containing sesterterpenoid, and the known sesterterpenoids hipposulfate C (2), halisulfate-7 (3), and igernellin (4), have been isolated from the marine sponge Spongia irregularis collected in Papua New Guinea. The structure of I was elucidated via analysis of its spectroscopic data. Sesterterpenoids 1, 2, and 3 are moderate inhibitors of the catalytic subunits of the mammalian Ser/Thr protein phosphatases calcineurin, PP-1, and PP-2A. The phosphate analogue of 3 and the thiophosphate analogue of 2 have been prepared from the corresponding natural products and evaluated for their ability to inhibit the phosphatase activity of calcineurin.

  DOI：

  10.1021/np0702887