1-[(1S,2S,4aR,5S,6R,8R,8aS)-5,6-dihydroxy-1,8-dimethyl-2-(2-methylpropyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-hydroxypropan-1-one | 1532526-43-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-[(1S,2S,4aR,5S,6R,8R,8aS)-5,6-dihydroxy-1,8-dimethyl-2-(2-methylpropyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-hydroxypropan-1-one
• CAS: 1532526-43-4
• 化学式: C₁₉H₃₂O₄
• 分子量: 324.461
• InChiKey: JAENHTQKZGWNML-ORHVNHJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.84
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-[(1S,2S,4aR,5S,6R,8R,8aS)-5,6-dihydroxy-1,8-dimethyl-2-(2-methylpropyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-hydroxypropan-1-one 、 4-溴苯甲酰氯 在 吡啶 作用下， 以1.47 mg的产率得到[3-[(1S,2S,4aR,5S,6R,8R,8aS)-5,6-bis[(4-bromobenzoyl)oxy]-1,8-dimethyl-2-(2-methylpropyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-oxopropyl] 4-bromobenzoate
  参考文献：
  名称：

  Tandyukisin, a novel ketoaldehyde decalin derivative, produced by a marine sponge-derived Trichoderma harzianum

  摘要：

  Tandyukisin (1), a novel decalin derivative with an enolic p-ketoaldehyde, has been isolated from a strain of Trichoderma hmzianum OUPS-111D-4 originally derived from the marine sponge Halichondria okadai, and its structure has been elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques. In addition, the absolute configuration for 1 was established by the application of CD spectrum to the tribenzoate derivative. This compounds exhibited moderate cytotoxicity against human cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.107
• 作为产物：
  描述：

  tandyukisin 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 1-[(1S,2S,4aR,5S,6R,8R,8aS)-5,6-dihydroxy-1,8-dimethyl-2-(2-methylpropyl)-4a,5,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]-3-hydroxypropan-1-one
  参考文献：
  名称：

  Tandyukisin, a novel ketoaldehyde decalin derivative, produced by a marine sponge-derived Trichoderma harzianum

  摘要：

  Tandyukisin (1), a novel decalin derivative with an enolic p-ketoaldehyde, has been isolated from a strain of Trichoderma hmzianum OUPS-111D-4 originally derived from the marine sponge Halichondria okadai, and its structure has been elucidated on the basis of spectroscopic analyses using 1D and 2D NMR techniques. In addition, the absolute configuration for 1 was established by the application of CD spectrum to the tribenzoate derivative. This compounds exhibited moderate cytotoxicity against human cancer cell lines. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.11.107