tricalysiolide C | 877670-73-0

• 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: tricalysiolide C
• 英文别名: (1S,4S,9R,12S,13R,16R,17R)-17-hydroxy-17-(hydroxymethyl)-9-methoxy-12-methyl-8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-en-7-one
• CAS: 877670-73-0
• 化学式: C₂₁H₃₀O₅
• 分子量: 362.466
• InChiKey: WGZVRWCVRXZGME-UYLSDMCMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tricalysiolide C 在 吡啶 、 lithium hydroxide 、 sodium tetrahydroborate 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 114.08h， 生成 (1S,4S,9R,12S,13R,16R,17R)-12-methylspiro[8-oxapentacyclo[14.2.1.01,13.04,12.05,9]nonadec-5-ene-17,2'-oxirane]-7-one
  参考文献：
  名称：

  Tricalysiolides A–F, new rearranged ent-kaurane diterpenes from Tricalysia dubia

  摘要：

  Six rearranged ent-kaurane diterpenes, tricalysiolides A-F, having the cafestol-type carbon framework were isolated from the wood of Tricalysia dubia (Rubiaceae). Their absolute structures were determined on the basis of the 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.024
• 作为产物：
  描述：

  tricalysiolide B 、 三甲基硅烷化重氮甲烷 以 甲醇 、 正己烷 、 氯仿 为溶剂， 反应 1.0h， 以33%的产率得到tricalysiolide C
  参考文献：
  名称：

  Tricalysiolides A–F, new rearranged ent-kaurane diterpenes from Tricalysia dubia

  摘要：

  Six rearranged ent-kaurane diterpenes, tricalysiolides A-F, having the cafestol-type carbon framework were isolated from the wood of Tricalysia dubia (Rubiaceae). Their absolute structures were determined on the basis of the 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.11.024

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.
• Tricalysiolides A–F, new rearranged ent-kaurane diterpenes from Tricalysia dubia
  作者：Koichi Nishimura、Yukio Hitotsuyanagi、Noriko Sugeta、Kei-ichi Sakakura、Kazuya Fujita、Haruhiko Fukaya、Yutaka Aoyagi、Tomoyo Hasuda、Takeshi Kinoshita、Dong-Hui He、Hideaki Otsuka、Yoshio Takeda、Koichi Takeya

  DOI：10.1016/j.tet.2005.11.024

  日期：2006.2

  Six rearranged ent-kaurane diterpenes, tricalysiolides A-F, having the cafestol-type carbon framework were isolated from the wood of Tricalysia dubia (Rubiaceae). Their absolute structures were determined on the basis of the 2D NMR spectroscopy, X-ray crystallographic analysis, and chemical methods. (c) 2005 Elsevier Ltd. All rights reserved.