3H-吡唑-3-羧酸,3-甲基-,甲基酯 | 142449-89-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 中文名称: 3H-吡唑-3-羧酸,3-甲基-,甲基酯
• 英文名称: vitisin A
• 英文别名: (1S,8S,9R,16S)-9-[5-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]-2-hydroxyphenyl]-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
• CAS: 142449-89-6
• 化学式: C₅₆H₄₂O₁₂
• 分子量: 906.942
• InChiKey: XAXVWWYPKOGXSY-DBHYGPPCSA-N

物化性质

• 密度：
  1.518±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  68
• 可旋转键数：
  7
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  221
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3H-吡唑-3-羧酸,3-甲基-,甲基酯 在 platinum(IV) oxide 氢气 、 三氟乙酸 作用下， 以 甲醇 为溶剂， 以10 mg的产率得到(1S,6R,7S,11bS)-6-(5-{2-[(2S,3S)-3-(3,5-Dihydroxy-phenyl)-6-hydroxy-2-(4-hydroxy-phenyl)-2,3-dihydro-benzofuran-4-yl]-ethyl}-2-hydroxy-phenyl)-1,7-bis-(4-hydroxy-phenyl)-1,6,7,11b-tetrahydro-2-oxa-dibenzo[cd,h]azulene-4,8,10-triol
  参考文献：
  名称：

  Absolute configurations of some oligostilbenes from Vitis coignetiae and Vitis vinifera ‘Kyohou’

  摘要：

  Hepatotoxic oligostilbenes, (+)-vitisin A and (+)-cis-vitisin A were isolated as a pure form, respectively by the method of recycled HPLC. The structure of cis-vitisin A was confirmed by the photochemical transformation of vitisin A. The absolute configurations of (+)-ampelopsin A, (+)-ampelopsin B, (+)-vitisin A, (+)-cis-vitisin A and (+)-vitisin D were also determined by chemical and spectroscopic methods. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(98)00332-9
• 作为产物：
  描述：

  vitisin B 在 盐酸 作用下， 反应 50.0h， 以100%的产率得到3H-吡唑-3-羧酸,3-甲基-,甲基酯
  参考文献：
  名称：

  刚毛植物中1,2-苯乙烯二聚体的生物遗传反应

  摘要：

  基于化学证据，分别确定了来自Vitaceaeous植物的二苯乙烯四聚体，（+）-胡豆酚，（-）-异胡酚酚，（+）-葡萄球菌素A和（+）-葡萄球菌素D的绝对构型。

  DOI：

  10.1016/s0040-4020(02)01191-2

文献信息

• Extract and compound for blood pressure regulation
  申请人：Hou Wen-Chi

  公开号：US20100183754A1

  公开（公告）日：2010-07-22

  The present invention provides an extract of Taiwanese wild grape ( Vitis thunbergii var. taiwaniana ), which is prepared by extracting one or more tissues of Vitis thunbergii var. taiwaniana with 10 wt % to 100 wt % alcohol solution or water to obtain an extract solution, and then drying said extract solution. The extract of Vitis thunbergii var. taiwaniana of the present invention has the function of regulating blood pressure, and therefore can be used to prevent and treat hypertension. The present invention also provides a method for purifying (+)-vitisin A and ampelopsin C from Vitis thunbergii var. taiwaniana and a use of these two compounds for hypertension prevention and treatment.

  本发明提供了一种台湾野葡萄(Vitis thunbergii var. taiwaniana)提取物，其通过使用10 wt%至100 wt%的酒精溶液或水提取Vitis thunbergii var. taiwaniana的一个或多个组织以获得提取液，然后将该提取液干燥而制备而成。本发明的Vitis thunbergii var. taiwaniana提取物具有调节血压的功能，因此可用于预防和治疗高血压。本发明还提供了一种从Vitis thunbergii var. taiwaniana中纯化(+)-vitisin A和ampelopsin C的方法以及这两种化合物用于预防和治疗高血压的用途。
• New oligostilbenes having a benzofuran from Vitis vinifera ‘Kyohou’
  作者：Junko Ito、Yoshiaki Takaya、Yoshiteru Oshima、Masatake Niwa

  DOI：10.1016/s0040-4020(99)00039-3

  日期：1999.2

  Three new oligostilbenes having a benzofuran moiety, viniferifuran, (+)-vitisifuran A and (−)-vitisifuran B, were isolated from Vitis vinifera ‘Kyohou’. The structures of these oligostilbenes including the absolute configuration were elucidated by spectroscopic and chemical methods. Furthermore, these were chemically transformed from (+)-ε-viniferin, (+)-vitisin A and (−)-vitisin B, respectively, whose

  从酿酒葡萄“ Kyohou”中分离出三个具有苯并呋喃部分的新低聚苯磺酰胺，长春呋喃呋喃，（+）-vitisifuran A和（-）-vitisifuranB 。通过光谱学和化学方法阐明了这些寡苯乙烯的结构，包括绝对构型。此外，它们分别从（+）-ε-葡萄素，（+）-葡萄球蛋白A和（-）-葡萄球蛋白B化学转化，它们的绝对构型是已知的。
• Absolute configurations of some oligostilbenes from Vitis coignetiae and Vitis vinifera ‘Kyohou’
  作者：Junko Ito、Kanako Gobaru、Tomoyuki Shimamura、Masatake Niwa、Yoshiaki Takaya、Yoshiteru Oshima

  DOI：10.1016/s0040-4020(98)00332-9

  日期：1998.6

  Hepatotoxic oligostilbenes, (+)-vitisin A and (+)-cis-vitisin A were isolated as a pure form, respectively by the method of recycled HPLC. The structure of cis-vitisin A was confirmed by the photochemical transformation of vitisin A. The absolute configurations of (+)-ampelopsin A, (+)-ampelopsin B, (+)-vitisin A, (+)-cis-vitisin A and (+)-vitisin D were also determined by chemical and spectroscopic methods. (C) 1998 Elsevier Science Ltd. All rights reserved.
• Biogenetic reactions on stilbenetetramers from Vitaceaeous plants
  作者：Yoshiaki Takaya、Ke-Xu Yan、Kenji Terashima、Yue-Hua He、Masatake Niwa

  DOI：10.1016/s0040-4020(02)01191-2

  日期：2002.11

  The absolute configurations of stilbenetetramers, (+)-hopeaphenol, (−)-isohopeaphenol, (+)-vitisin A and (+)-vitisin D, from Vitaceaeous plants were respectively determined on the basis of chemical evidence.

  基于化学证据，分别确定了来自Vitaceaeous植物的二苯乙烯四聚体，（+）-胡豆酚，（-）-异胡酚酚，（+）-葡萄球菌素A和（+）-葡萄球菌素D的绝对构型。