(Z)-methyl caffeate | 207919-13-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (Z)-methyl caffeate
• 英文别名: methyl cis-caffeate；cis-caffeic acid methyl ester；3,4-dihydroxy-cis-cinnamic acid methyl ester；3,4-Dihydroxy-cis-zimtsaeure-methylester；methyl (Z)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 207919-13-9
• 化学式: C₁₀H₁₀O₄
• 分子量: 194.187
• InChiKey: OCNYGKNIVPVPPX-HYXAFXHYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  吡啶 、 (Z)-methyl caffeate 、 乙酸酐 生成 methyl 3,4-diacetoxy-trans-cinnamate
  参考文献：
  名称：

  Freudenberg; Heel, Chemische Berichte, 1953, vol. 86, p. 190,196

  摘要：

  DOI：
• 作为产物：
  描述：

  香草醛 在 哌啶 、 五氯化磷 、 苯胺 作用下， 生成 (Z)-methyl caffeate
  参考文献：
  名称：

  Freudenberg; Heel, Chemische Berichte, 1953, vol. 86, p. 190,196

  摘要：

  DOI：

文献信息

• Tail expansions for random record distributions
  作者：RUDOLF GRÜBEL、NIKLAS VON ÖHSEN

  DOI：10.1017/s0305004100004746

  日期：2001.3

  The random record distributed v associated with a probability distribution mu can be written as a convolution series, nu = Sigma (infinity)(n=1)(n + 1)(-1)mu (*n). Various authors have obtained results on the behaviour of the tails nu((x, infinity)) as x --> infinity, using Laplace transforms and the associated Abelian and Tauberian theorems. Here me use Gelfand transforms and the Wiener-Levy-Glefand. Theorem to obtain expansions of the tails under moment conditions on mu. The results differ notably from those known for other convolution series.
• Prevention of UV-light induced E,Z-isomerization of caffeoyl residues in the diacylated anthocyanin, gentiodelphin, by intramolecular stacking
  作者：Kumi Yoshida、Reiko Okuno、Kiyoshi Kameda、Tadao Kondo

  DOI：10.1016/s0040-4039(02)01319-9

  日期：2002.8

  Prevention of UV-B light induced E,Z-isomerization of caffeoyl residues in a diacylated anthocyanin, gentiodelphin, by molecular stacking was Studied. We first isolated an isomer of gentiodelphin containing a Z-caffeoyl residue from an acidic methanol Solution, irradiated with UV-B light. The isomerized pigment had only one Z-configurated caffeoyl residue, attached to the glucose of the 5-position. Under the irradiation conditions the other caffeoyl residue linking to the glucose on B-ring stacked to the anthocyanidin nucleus and did not isomerize. In acidic and neutral aqueous Solutions the content of the Z-isomer was very low when the isomerization reaction was at equilibrium, intramolecular stacking of the caffeoyl residues being stronger than in acidic methanol. Therefore, intramolecular stacking may prevent light-isomerization of the a,p double bond of caffeoyl residues. Under physiological conditions the pigment was more tolerant of UV-irradiation, which may play an important role in quenching solar radiation energy in flower petals. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Freudenberg; Heel, Chemische Berichte, 1953, vol. 86, p. 190,196
  作者：Freudenberg、Heel

  DOI：——

  日期：——