(R)-4-甲氧基黄檀醌 | 4646-86-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 中文名称: (R)-4-甲氧基黄檀醌
• 中文别名: (卤)-4-Methoxydalbergione
• 英文名称: (R)-(+)-4-methoxydalbergione
• 英文别名: R-(+)-4-methoxydalbergion；(R)-4-Methoxydalbergione；2-methoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexa-2,5-diene-1,4-dione
• CAS: 4646-86-0
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: RGSUZUQISVAJJF-GFCCVEGCSA-N

物化性质

• 熔点：
  112-113 °C
• 沸点：
  395.7±42.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R)-4-甲氧基黄檀醌 生成 4-Methoxy-dihydrodalbergion
  参考文献：
  名称：

  天然产物的新黄酮类化合物-I：达贝格酮-一种新的醌类

  摘要：

  描述了四个金刚烷离子（VII，VIIIa，b和c）的结构测定。光谱法确定了这些化合物的部分结构（I），[C 3 H 4 ]-残基的性质由金黄色金属及其衍生物的NMR光谱表示。化学还原金刚烷酮中的醌类残基可得到喹诺醇，并催化还原金刚烷酮（VII和VIIIb），然后在大气中进行氧化，可制得二氢金刚烷酮（IX和X）。这些二氢-金合欢酮的臭氧分解产生了光学活性的α-乙基-芳基-乙酸（V和VI），并且这些化合物的形成与旋光旋转分散结果共同导致了金刚烷酮的绝对立体化学的定义。

  DOI：

  10.1016/s0040-4020(01)93924-9
• 作为产物：
  描述：

  3-(2-羟基-4-甲氧基苯基)-3-苯基烯丙醇 在 [Rh((R,R)-bdpp)(NBD)]ClO₄ sodium periodate 、 三丁基膦 、 氢气 、 三溴化硼 、 碳酸氢钠 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 175.0h， 生成 (R)-4-甲氧基黄檀醌
  参考文献：
  名称：

  Stereoselective Synthesis of (R)- and (S)-4-Methoxydalbergione via Asymmetric Catalytic Hydrogenation

  摘要：

  [GRAPHICS](R)-(+)- and (S)-(-)-4-methoxydalbergione were synthesized in seven steps with an enantiomeric excess of up to 95% using an asymmetric catalytic hydrogenation step with [Rh((S,S)-bdpp)(NBD)]ClO4 or [Rh((R,R)-bdpp)(NBD)]ClO4, respectively, at a hydrogen pressure of 80 bar. This method should give an easy access to the other members of the dalbergione family.

  DOI：

  10.1021/ol990961m

文献信息

• Neoflavanoids of Dalbergia parviflora
  作者：Nuanta Muangnoicharoen、August W. Frahm

  DOI：10.1016/0031-9422(82)83184-1

  日期：——

  Abstract Besides two arylbenzofurans, parvifuran and isoparvifuran, the heartwood extract of Dalbergia parviflora yielded four neoflavanoids: R(−)-latifolin, R(−)-5-O-methyllatifolin, R(+)-4-methoxydalbergione, 2,5-dihydroxy-4-methoxybenzophenone (cearoin) and the new R(+)-dalbergiphenol. The structures of these compounds have been elucidated by physical methods.

  摘要 除了两种芳基苯并呋喃、parvifuran 和isoparvifuran 之外，小花黄檀的心材提取物还产生了四种新黄酮类化合物：R(-)-latifolin、R(-)-5-O-methyllatifolin、R(+)-4-甲氧基黄檀酮、2,5-二羟基-4-甲氧基二苯甲酮（cearoin）和新的R(+)-dalbergiphenol。这些化合物的结构已通过物理方法阐明。
• Pluripotent cell lines and methods of use thereof
  申请人：Parkinson's Institute

  公开号：US10233422B2

  公开（公告）日：2019-03-19

  Methods of generating cell lines with a sequence variation or copy number variation of a gene of interest, methods of use thereof, and cell lines with a sequence variation or copy number variation of a gene of interest are provided.

  提供了产生具有相关基因序列变异或拷贝数变异的细胞系的方法、其使用方法以及具有相关基因序列变异或拷贝数变异的细胞系。
• COMPOSITIONS AND METHODS FOR THE TREATMENT OF ALTERED -SYNUCLEIN FUNCTION
  申请人：Parkinson's Institute

  公开号：EP2361089A1

  公开（公告）日：2011-08-31
• Methods and compositions for treating metabolic disorders
  申请人：Mootha Vamsi Krishna

  公开号：US20090143279A1

  公开（公告）日：2009-06-04

  The present invention provides methods of treating of disorders characterized by defective mitochondrial activity. In particular compounds of the present invention can be used in the treatment metabolic diseases and neurodegenerative diseases. The methods are also useful to increase oxidative phosphorylation or to decrease reactive oxygen species (ROS) production in a subject in need thereof.
• SYSTEMS AND METHODS FOR IDENTIFYING COMBINATIONS OF COMPOUNDS OF THERAPEUTIC INTEREST
  申请人：Califano Andrea

  公开号：US20090269772A1

  公开（公告）日：2009-10-29

  Systems, methods, and apparatus for searching for a combination of compounds of therapeutic interest are provided. Cell-based assays are performed, each cell-based assay exposing a different sample of cells to a different compound in a plurality of compounds. From the cell-based assays, a subset of the tested compounds is selected. For each respective compound in the subset, a molecular abundance profile from cells exposed to the respective compound is measured. Targets of transcription factors and post-translational modulators of transcription factor activity are inferred from the molecular abundance profile data using information theoretic measures. This data is used to construct an interaction network. Variances in edges in the interaction network are used to determine the drug activity profile of compounds in the subset of compounds. The drug activity profiles are used to form a filter set of compound combinations from the subset of compounds.