2-de-O-methylrotenone | 34487-52-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 2-de-O-methylrotenone
• 英文别名: (1S,6R,13S)-16-hydroxy-17-methoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
• CAS: 34487-52-0
• 化学式: C₂₂H₂₀O₆
• 分子量: 380.397
• InChiKey: LHFMQYZGKSJGFH-AHRSYUTCSA-N

物化性质

• 沸点：
  596.0±50.0 °C(Predicted)
• 密度：
  1.335±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-de-O-methylrotenone 在 六甲基磷酰三胺 、 氰基硼氘化钠 、 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 0.7h， 生成 (E)-<4'-2H>rot-2'-enonic acid
  参考文献：
  名称：

  Carson, David; Crombie, Leslie; Kilbee, Geoffrey W., Journal of the Chemical Society. Perkin transactions I, 1982, p. 779 - 788

  摘要：

  DOI：
• 作为产物：
  描述：

  鱼藤酮 在 三溴化硼 、 碳酸氢钠 作用下， 以 二氯甲烷 、 甲醇 、 丙酮 为溶剂， 反应 2.07h， 生成 2-de-O-methylrotenone
  参考文献：
  名称：

  Enhanced intracellular uptake in vitro by glucose-functionalized nanopesticides

  摘要：

  纳米杀虫剂在农业中的应用越来越普遍。为了提高纳米杀虫剂对目标生物的吸收，我们设计了一种基于金纳米颗粒（Au NPs）作为载体的双配体纳米杀虫剂。

  DOI：

  10.1039/c7nj02571h

文献信息

• Zhicheng, Liu; Dingxin, Jiang; Hanhong, Xu, Journal of the Chemical Society of Pakistan, 2018, vol. 40, # 6, p. 1063 - 1070
  作者：Zhicheng, Liu、Dingxin, Jiang、Hanhong, Xu、Xiaohua, Zheng

  DOI：——

  日期：——
• Synthesis of Rotenone-<i>O</i>-monosaccharide Derivatives and Their Phloem Mobility
  作者：Pei-Wen Qin、Jie Wang、Hao Wang、Ying-Jie Wen、Meng-Ling Lu、Yu-Feng Li、Yue-Shuo Xu、Han-Hong Xu

  DOI：10.1021/jf500197k

  日期：2014.5.21

  Six monosaccharide derivatives of rotenone were designed and synthesized to assess whether rotenone could become phloem mobile by the addition of a monosaccharide group. Phloem mobility experiments showed that only D-glucose conjugates exhibit phloem transport properties in castor bean (Ricinus communis L.) seedlings. Two D-glucose conjugates, 2-O-beta-D-glucopyranosyldemethylrotenone and 6'-O-beta-D-glucopyranosyldalpanol, had significantly obtained systemicity compared with that of rotenone, and 6'-O-beta-D-glucopyranosyldalpanol was more mobile than 2-O-beta-D-glucopyranosyldemethylrotenone. Coupling with a monosaccharide core is a reasonable method for conferring phloem mobility on insecticides, but phloem mobility is also affected by the parent molecule and the position of the monosaccharide.
• [EN] COMBINATION OF SYROSINGOPINE AND MITOCHONDRIAL INHIBITORS FOR THE TREATMENT OF CANCER AND IMMUNOSUPPRESSION<br/>[FR] COMBINAISON DE SYROSINGOPINE ET D'INHIBITEURS MITOCHONDRIAUX POUR TRAITER LE CANCER ET L'IMMUNOSUPPRESSION
  申请人：UNIV BASEL

  公开号：WO2012095379A1

  公开（公告）日：2012-07-19

  The invention relates to a combination of syrosingopine and a mitochondrial inhibitor, e.g. metformin or oligomycin, and the use of the combination of syrosingopine and a mitochondrial inhibitor for the treatment of cancer and for achieving immunosuppression. The invention also relates to a fluorescence-based method for predicting syrosingopine sensitivity of a cancer cell.
• Enhanced intracellular uptake in vitro by glucose-functionalized nanopesticides
  作者：Jin-Liang Jia、Xiao-Yong Jin、Li Zhu、Zhi-Xiang Zhang、Wen-Long Liang、Guo-Dong Wang、Feng Zheng、Xin-Zhou Wu、Han-Hong Xu

  DOI：10.1039/c7nj02571h

  日期：——

  Nanopesticides have been increasingly used in agriculture. To improve the uptake of the target organisms for nanopesticides, we designed a dual-ligand nanopesticide based on gold nanoparticles (Au NPs) as a carrier.

  纳米杀虫剂在农业中的应用越来越普遍。为了提高纳米杀虫剂对目标生物的吸收，我们设计了一种基于金纳米颗粒（Au NPs）作为载体的双配体纳米杀虫剂。
• Carson, David; Crombie, Leslie; Kilbee, Geoffrey W., Journal of the Chemical Society. Perkin transactions I, 1982, p. 779 - 788
  作者：Carson, David、Crombie, Leslie、Kilbee, Geoffrey W.、Moffatt, Frank、Whiting, Donald A.

  DOI：——

  日期：——