(1S,4S,9S,12S,13R,16R,17R)-9,17-dihydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one | 938043-49-3

• 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: (1S,4S,9S,12S,13R,16R,17R)-9,17-dihydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
• CAS: 938043-49-3
• 化学式: C₂₀H₂₉NO₄
• 分子量: 347.455
• InChiKey: TZEKMSVZNQXFSB-QSSRDTERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1S,4S,9S,12S,13R,16R,17R)-9,17-dihydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one 在 palladium on activated charcoal 三氟化硼乙醚 、 氢气 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 (1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
  参考文献：
  名称：

  Tricalysiamides A−D, Diterpenoid Alkaloids from Tricalysia dubia

  摘要：

  Four rearranged ent-kaurane diterpenoid alkaloids, tricalysiamides A-D (1-4), having a cafestol-type carbon framework were isolated from the wood of Tricalysia dubia. Their absolute structures were determined on the basis of 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods.

  DOI：

  10.1021/np0680681
• 作为产物：
  描述：

  tricalysiolide C 在 ammonium hydroxide 作用下， 反应 48.0h， 以90%的产率得到(1S,4S,9S,12S,13R,16R,17R)-9,17-dihydroxy-17-(hydroxymethyl)-12-methyl-8-azapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
  参考文献：
  名称：

  Tricalysiamides A−D, Diterpenoid Alkaloids from Tricalysia dubia

  摘要：

  Four rearranged ent-kaurane diterpenoid alkaloids, tricalysiamides A-D (1-4), having a cafestol-type carbon framework were isolated from the wood of Tricalysia dubia. Their absolute structures were determined on the basis of 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods.

  DOI：

  10.1021/np0680681

文献信息

• Tricalysiamides A−D, Diterpenoid Alkaloids from <i>Tricalysia dubia</i>
  作者：Koichi Nishimura、Yukio Hitotsuyanagi、Noriko Sugeta、Haruhiko Fukaya、Yutaka Aoyagi、Tomoyo Hasuda、Takeshi Kinoshita、Koichi Takeya

  DOI：10.1021/np0680681

  日期：2007.5.25

  Four rearranged ent-kaurane diterpenoid alkaloids, tricalysiamides A-D (1-4), having a cafestol-type carbon framework were isolated from the wood of Tricalysia dubia. Their absolute structures were determined on the basis of 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods.