环匹阿尼酸,来源于灰黄青霉 | 18172-33-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 环匹阿尼酸,来源于灰黄青霉
• 中文别名: 环匹阿尼酸
• 英文名称: cyclopiazonic acid
• 英文别名: CPA；9H-Pyrrolo[1',2':2,3]isoindolo[4,5,6-cd]indol-9-one, 10-acetyl-2,6,6a,7,11a,11b-hexahydro-11-hydroxy-7,7-dimethyl-, (6aR,11aS,11bR)-；(2R,3S,9R)-5-acetyl-4-hydroxy-8,8-dimethyl-7,16-diazapentacyclo[9.6.1.02,9.03,7.015,18]octadeca-1(17),4,11(18),12,14-pentaen-6-one
• CAS: 18172-33-3
• 化学式: C₂₀H₂₀N₂O₃
• 分子量: 336.39
• InChiKey: SZINUGQCTHLQAZ-DQYPLSBCSA-N

物化性质

• 熔点：
  245-246°C
• 沸点：
  472.86°C (rough estimate)
• 密度：
  1.2171 (rough estimate)
• 溶解度：
  可溶于DMSO
• 碰撞截面：
  174 Ų [M-H]- [CCS Type: TW, Method: calibrated with polyalanine]

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1(a)
• 危险品标志：
  T
• 危险类别码：
  R25
• 危险品运输编号：
  UN 2811 6.1/PG 2
• WGK Germany：
  3
• RTECS号：
  UY8587000
• 包装等级：
  II
• 危险类别：
  6.1(a)

制备方法与用途

生物活性

Cyclopiazonic acid（CPA）是由黄曲霉菌产生的神经毒性次级代谢产物，是一种纳摩尔级别的内质网钙 ATP 酶抑制剂（Ca2+ATPase；SERCA），能够有效诱导植物细胞死亡。

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 环匹阿尼酸,来源于灰黄青霉 以 甲醇 、 乙醚 为溶剂， 反应 0.5h， 生成 6,7-Dihydro-7-desacetyl-6,O-methylen-7-(α-methoxy-ethyliden)-cyclopiazonsaeure
  参考文献：
  名称：

  青霉环磷西林有毒代谢产物环吡嗪酸的分离与结构

  摘要：

  环苯甲酸是青霉环磷虾韦斯特林菌株的主要毒性原理。根据化学和光谱化学证据，可以推断出环吡嗪酸具有图1中所示的结构和相对立体化学。

  DOI：

  10.1016/0040-4020(68)88113-x

文献信息

• Inhibitors of notch signaling pathway and use thereof in treatment of cancers
  申请人：Ecole Polytechnique Fédérale de Lausanne (EPFL)

  公开号：EP2606884A1

  公开（公告）日：2013-06-26

  The present invention relates to use of inhibitors of Notch signaling pathway selected from the group consisting of 6-4[-(tertbutyl)-phenoxy] pyridine-3-amine (13), Cyclopiazinic acid and Lasatocid in treating and/or preventing cancers.

  本发明涉及选自 6-4[-(叔丁基)-苯氧基]吡啶-3-胺 (13)、环嗪酸和拉沙托嗪组成的组的 Notch 信号通路抑制剂在治疗和/或预防癌症中的用途。
• COMPOSITIONS AND METHODS FOR IDENTIFYING LATENTLY INFECTED CELLS
  申请人：THE J. DAVID GLADSTONE INSTITUTES

  公开号：US20160186210A1

  公开（公告）日：2016-06-30

  The present disclosure provides for recombinant nucleic acids, and cells and virions comprising the recombinant nucleic acids, that can be used to identify, isolate, and/or purify cells latently infected with immunodeficiency virus. A subject recombinant nucleic acid includes (a) a first nucleotide sequence encoding a first reporter polypeptide that produces a first detectable signal, where the first nucleotide sequence is operably linked to an immunodeficiency virus promoter and is translated as an early gene; and (b) a second nucleotide sequence encoding a second reporter polypeptide that produces a second detectable signal that is distinguishable from the first detectable signal, where the second nucleotide sequence is operably linked to a non-immunodeficiency virus promoter. In some aspects, the first and second nucleotide sequences are both positioned between a shared 5′ long terminal repeat (LTR) and a shared 3′ LTR. Also provided are related methods.
• A METHOD FOR DELIVERING A SUBSTANCE INTO CELLS
  申请人：TECHNISCHE UNIVERSITÄT DARMSTADT

  公开号：US20170340742A1

  公开（公告）日：2017-11-30

  A method for delivering a substance into cells, wherein the method comprises the following steps: a) providing the substance, wherein the substance comprises a cell-penetrating compound comprising a basic amino functional group, b) providing cells; and c) contacting the substance with the cells; wherein the method comprises the additional step of—adjusting a p H in an extracellular fluid to a p H of at least 7.7.
• The isolation and structure of cyclopiazonic acid, a toxic metabolite of penicillium cyclopium westling
  作者：C.W. Holzapfel

  DOI：10.1016/0040-4020(68)88113-x

  日期：1968.1

  Cyclopiazonic acid is the main toxic principle of a strain of Penicillium cyclopium Westling. On the basis of chemical and spectrochemical evidence it has been deduced that cyclopiazonic acid has the structure and relative stereochemistry shown in I.

  环苯甲酸是青霉环磷虾韦斯特林菌株的主要毒性原理。根据化学和光谱化学证据，可以推断出环吡嗪酸具有图1中所示的结构和相对立体化学。