vandateroside III | 1301133-12-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: vandateroside III
• 英文别名: vandateroside III, (-)-；bis[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-[(2S,3R,4S,5R,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(E)-3-phenylprop-2-enoyl]oxyoxan-2-yl]oxy-2-[(4-hydroxyphenyl)methyl]butanedioate
• CAS: 1301133-12-9
• 化学式: C₅₂H₆₀O₂₄
• 分子量: 1069.03
• InChiKey: GKTDZITZKLTZSI-MYANAVBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  76
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  377
• 氢给体数：
  12
• 氢受体数：
  24

反应信息

• 作为反应物：
  描述：

  vandateroside III 在 盐酸 、 水 作用下， 反应 3.0h， 生成 葡萄糖
  参考文献：
  名称：

  Glucosyloxybenzyl Eucomate Derivatives from Vanda teres Stimulate HaCaT Cytochrome c Oxidase.

  摘要：

  Eucomic acid [(2R)-2-(p-hydroxybenzyl)malic acid)] (1) and three new glucopyranosyloxybenzyl eucomate derivatives, vandaterosides I (2), II (3), and III (4), were isolated and identified from the stems of Vanda teres. Their cellular antiaging properties were evaluated in a human immortalized keratinocyte cell line (HaCaT) by monitoring their effect on cytochrome c oxidase activity, implicated in mitochondrial respiratory function and cellular energy production. Eucomic acid (1) and vandateroside II (3) increased cytochrome c oxidase activity and/or expression, without enhancing cellular mitochondrial content. These two V. teres biomarkers apparently contributed to stimulate respiratory functions in keratinocytes. Since aging and its pathologies may be ascribed to a decline in mitochondrial functions, these biomarkers have the potential to become new natural ingredients for antiaging preparations to remedy age-related disorders such as skin aging.

  DOI：

  10.1021/np1006636