Acetic acid (2S,3R,4S,5R)-4,5,6-trihydroxy-2-methyl-tetrahydro-pyran-3-yl ester | 73983-27-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: Acetic acid (2S,3R,4S,5R)-4,5,6-trihydroxy-2-methyl-tetrahydro-pyran-3-yl ester
• 英文别名: [(2S,3R,4S,5R)-4,5,6-trihydroxy-2-methyloxan-3-yl] acetate
• CAS: 73983-27-4
• 化学式: C₈H₁₄O₆
• 分子量: 206.196
• InChiKey: MXTSNLGDJVRMEB-VAYLDTTESA-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：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  96.2
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  benzyl 4-O-acetyl-exo,endo-2,3-O-benzylidene-α-L-rhamnopyranoside 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 生成 Acetic acid (2S,3R,4S,5R)-4,5,6-trihydroxy-2-methyl-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Carbon-13 n.m.r.-spectral study of l-rhamnose acetates

  摘要：

  DOI：

  10.1016/s0008-6215(00)85326-4

文献信息

• Novel Flavonoids from the Leaves of<i>Actinidia valvata</i>Dunn: Structural Elucidation and Antioxidant Activity
  作者：Hai-Liang Xin、Ying-Chun Wu、Yong-Hua Su、Jia-Yu Sheng、Chang-Quan Ling

  DOI：10.1055/s-0030-1250113

  日期：2011.1

  Two novel flavonoids, kaempferol 3-O-α-L-rhamnopyranosyl (1–3) (2,4-di-O-acetyl-α-L-rhamnopyranosyl) (1–6) β-D-galactopyranoside (1) and kaempferol 3-O-α-L-rhamnopyranosyl (1–3) (4-O-acetyl-α-L-rhamnopyranosyl) (1–6) β-D-galactopyranoside (2), along with three known ones, kaempferol-3-O-β-D-galactopyranoside (3), kaempferol (4), and 7-hydroxychromone (5), have been isolated from the leaves of Actinidia valvata Dunn, and their structures were elucidated based on spectroscopic methods. Compounds 1 – 3 exhibited dose-dependent activity in scavenging 1,1-diphenyl-2-picrylhydrazyl (DPPH) free radicals, superoxide anion radicals, and hydroxyl radicals, and inhibited lipid peroxidation of mouse liver homogenate in vitro.

  两种新型黄酮类化合物，山奈酚 3-O-α-L-rhamnopyranosyl (1-3) (2,4-di-O-acetyl-α-L-rhamnopyranosyl) (1-6) δ²-D-galactopyranoside (1) 和山奈酚 3-O-α-L-rhamnopyranosyl (1-3) (4-O-acetyl-α-L-rhamnopyranosyl) (1-6) δ²-D-galactopyranoside (2)、以及山奈酚-3-O-δ-D-吡喃半乳糖苷（3）、山奈酚（4）和 7-羟基色酮（5）这三种已知的山奈酚-3-O-δ-D-吡喃半乳糖苷，并根据光谱方法阐明了它们的结构。化合物 1â-â3 在体外清除 1,1-二苯基-2-苦基肼（DPPH）自由基、超氧阴离子自由基和羟自由基方面表现出剂量依赖性活性，并能抑制小鼠肝匀浆的脂质过氧化反应。