乙酰乙酰糖苷 | 441769-43-3

• 物质功能分类: 天然产物 - 甾体化合物
• 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
• 中文名称: 乙酰乙酰糖苷
• 中文别名: 乙酰麦角甾苷
• 英文名称: O-α-L-rhamnopyranosyl(1->3)-6-O-acetyl-1-O-(3,4-dihydroxyphenylethyl)-4-O-(3,4-dihydroxy-E-cinnamoyl)-β-D-glucopyranoside
• 英文别名: 6''-O-acetylverbascoside；6'-O-acetylverbascoside；6'-O-acetylacetoside；6'-O-acetylacteoside；6-O-acetylacteoside；6'-acetylacetoside；Acetylacteoside；[(2R,3R,4R,5R,6R)-2-(acetyloxymethyl)-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-4-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 441769-43-3
• 化学式: C₃₁H₃₈O₁₆
• 分子量: 666.633
• InChiKey: JBGBPOYDCGQCJC-MWKLXWFVSA-N

物化性质

• 熔点：
  150～160℃
• 沸点：
  902.6±65.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3 (20 ºC 760 Torr)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  47
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  251
• 氢给体数：
  8
• 氢受体数：
  16

安全信息

• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  乙酰乙酰糖苷 在 硫酸 作用下， 反应 1.0h， 生成 D-葡萄糖 、 L-rhamnopyranose
  参考文献：
  名称：

  Antiparasitic antioxidant phenylpropanoids and iridoid glycosides from Tecoma mollis

  摘要：

  A radical scavenging guided phytochemical study on the stem bark of Tecoma mollis afforded seven active phenylpropanoid glycosides (1-7), including a new one (4), and one iridoid (8). The structures of the isolated compounds were elucidated on the basis of spectroscopic evidences and correlated with known compounds. Compounds (1-7) displayed promising antioxidant activity (DPPH assay) in relation to ascorbic acid (positive control). The antimicrobial activity for compounds (1-8) was evaluated against five bacterial and five fungal strains. The isolated compounds exhibited nonselective weak to moderate antimicrobial activity. The highest antileishmanial activity against Leishmania donovani was observed for compound (7) with an IC50 value of 6.71 mu g/ml, using pentamidine and amphotericin B as drug controls. Compound (5) exhibited moderate antimalarial activity (45% inhibition) against chloroquine sensitive (D6) clones of Plasmodium falciparum. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2011.12.025

文献信息

• Antiparasitic antioxidant phenylpropanoids and iridoid glycosides from Tecoma mollis
  作者：Wael M. Abdel-Mageed、Enaam Y. Backheet、Azza A. Khalifa、Zedan Z. Ibraheim、Samir A. Ross

  DOI：10.1016/j.fitote.2011.12.025

  日期：2012.4

  A radical scavenging guided phytochemical study on the stem bark of Tecoma mollis afforded seven active phenylpropanoid glycosides (1-7), including a new one (4), and one iridoid (8). The structures of the isolated compounds were elucidated on the basis of spectroscopic evidences and correlated with known compounds. Compounds (1-7) displayed promising antioxidant activity (DPPH assay) in relation to ascorbic acid (positive control). The antimicrobial activity for compounds (1-8) was evaluated against five bacterial and five fungal strains. The isolated compounds exhibited nonselective weak to moderate antimicrobial activity. The highest antileishmanial activity against Leishmania donovani was observed for compound (7) with an IC50 value of 6.71 mu g/ml, using pentamidine and amphotericin B as drug controls. Compound (5) exhibited moderate antimalarial activity (45% inhibition) against chloroquine sensitive (D6) clones of Plasmodium falciparum. (C) 2012 Elsevier B.V. All rights reserved.