5-(1-hydroxytridecylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione | 1051966-55-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(1-hydroxytridecylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
• 英文别名: 5-(1-hydroxytetradecylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
• CAS: 1051966-55-2
• 化学式: C₂₀H₃₄O₅
• 分子量: 354.487
• InChiKey: XFQKLGFBEBCBPM-UHFFFAOYSA-N

物化性质

• 沸点：
  505.7±50.0 °C(Predicted)
• 密度：
  1.039±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(1-hydroxytridecylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione 在 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 copper(ll) sulfate pentahydrate 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 反应 3.75h， 生成 (2aSR,3RS,4aSR,6RS)-1-benzyl-6-hydroxy-3-tridecyl-2a,3,5,6-tetrahydro-1H-benzofuro[3a,3-b]azet-2(4aH)-one
  参考文献：
  名称：

  Uncovering new structural insights for antimalarial activity from cost-effective aculeatin-like derivatives

  摘要：

  一种类似于尖刺素的类似物的快速合成结果发现PfTrxR作为潜在的细胞靶点和一种有前景的新型抗疟疾化合物。

  DOI：

  10.1039/c4ob02459a
• 作为产物：
  描述：

  丙二酸环(亚)异丙酯 、 肉豆蔻酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 5-(1-hydroxytridecylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
  参考文献：
  名称：

  酪氨酸衍生的细菌代谢物的合成文库。

  摘要：

  据报道，制备了 131 个小分子的集合，让人联想到长链 N-酰基酪氨酸、烯酰胺和烯醇酯家族，这些分子是从大肠杆菌环境 DNA (eDNA) 的异源表达中分离出来的。N-酰基酪氨酸及其3-酮对应物的合成库是通过固相途径制备的，而烯酰胺和烯醇酯是在溶液相中合成的。

  DOI：

  10.1016/j.bmcl.2007.10.058

文献信息

• The Ras Pathway Modulator Melophlin A Targets Dynamins
  作者：Tanja Knoth、Karin Warburg、Catherine Katzka、Amrita Rai、Alexander Wolf、Andreas Brockmeyer、Petra Janning、Thomas F. Reubold、Susanne Eschenburg、Dietmar J. Manstein、Katja Hübel、Markus Kaiser、Herbert Waldmann

  DOI：10.1002/anie.200902023

  日期：2009.9.14

  combination of organic synthesis, chemical proteomics, biophysics, and cell and molecular biology investigations reveals that the natural product melophlin A (purple) influences signal propagation through the Ras network by interfering with the function of dynamins (green) in endocytosis.

  天然原因：有机合成，化学蛋白质组学，生物物理学以及细胞和分子生物学研究的结合表明，天然产物melophlin A（紫色）通过干扰细胞活力（绿色）在胞吞作用中影响通过Ras网络传播的信号。
• NOVEL POLYSPIRANE COMPOUNDS, APPLICATION THEREOF IN THE TREATMENT OF MALARIA OR TOXOPLASMOSIS AND METHOD FOR PREPARING SAME
  申请人：Wong Yung-Sing

  公开号：US20100298422A1

  公开（公告）日：2010-11-25

  Novel polyspirane compounds used in the treatment of diseases involving parasites that belong to the phylum of apicomplexae, and a method for preparing the same.

  用于治疗属于顶复门寄生虫引起的疾病的新型多螺环化合物，以及其制备方法。
• TWI588139
  申请人：——

  公开号：——

  公开（公告）日：——
• Structural requirements of dictyopyrones isolated from Dictyostelium spp. in the regulation of Dictyostelium development and in anti-leukemic activity
  作者：Haruhisa Kikuchi、Kazunori Sasaki、Jun'ichi Sekiya、Yasuo Maeda、Aiko Amagai、Yuzuru Kubohara、Yoshiteru Oshima

  DOI：10.1016/j.bmc.2004.04.001

  日期：2004.6

  Cellular slime molds are fascinating to the field of developmental biology, and have long been used as excellent model organisms for the study of various aspects of multicellular development. We have recently isolated alpha-pyronoids, named dictyopyrones A-D (1-4), from various species of Dictyostelium cellular slime molds, and it was shown that compound 3 may regulate Dictyostelium development. In this study, we synthesized dictyopyrones A-D (1-4) and their analogues, investigated the physiological role of the molecules in cell growth and morphogenesis in D. discoideum, and further verified their effects on human leukemia K562 cells. Nitrogen-containing compounds 22 and 37 strongly inhibited cell growth in K562 leukemia cells, indicating that these compounds may be utilized as novel lead compounds for anti-leukemic agents. (C) 2004 Elsevier Ltd. All rights reserved.
• Enhanced Antimalarial Activity of Novel Synthetic Aculeatin Derivatives
  作者：Marine Peuchmaur、Nadia Saïdani、Cyrille Botté、Eric Maréchal、Henri Vial、Yung-Sing Wong

  DOI：10.1021/jm8007322

  日期：2008.8.1

  We report the design, synthesis, and in vitro evaluation of novel polyspirocyclic structures, inspired by the antimalarial natural products, the aculeatins. A divergent synthetic strategy was conceived for the practical supply and has allowed the discovery of two novel and more potent analogues active on the Plasmodium falciparum 3D7 strain. Moreover, these compounds proved to be potent against Toxoplasma gondii. A number Of features that govern these inhibitions were identified.