5-Hydroxymethyl-4-methoxy-6-oxo-2-((E)-propenyl)-6H-pyran-3-carbaldehyde | 162857-55-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃
• 英文名称: 5-Hydroxymethyl-4-methoxy-6-oxo-2-((E)-propenyl)-6H-pyran-3-carbaldehyde
• 英文别名: 5-(hydroxymethyl)-4-methoxy-6-oxo-2-[(E)-prop-1-enyl]pyran-3-carbaldehyde
• CAS: 162857-55-8
• 化学式: C₁₁H₁₂O₅
• 分子量: 224.213
• InChiKey: GWOSIAKMGPKVAC-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-Hydroxymethyl-4-methoxy-6-oxo-2-((E)-propenyl)-6H-pyran-3-carbaldehyde 在 palladium on activated charcoal 、 氢气 作用下， 以 乙醇 为溶剂， 反应 0.17h， 以8.6 mg的产率得到5-Hydroxymethyl-4-methoxy-6-oxo-2-propyl-6H-pyran-3-carbaldehyde
  参考文献：
  名称：

  Isolation of Some Immunosuppressive Components from an Ascomycete, Gelasinospora multiforis

  摘要：

  Five new components, named multiforisins A, B, C, D, and E, with immunosuppressive activity were isolated from an Ascomycete, Gelasinospora multiforis. Multiforisin A, the main immunosuppressive principle of this fungus, was deduced to be 5-formyl-3-(hydroxymethyl)-4-methoxy-6-(1E-propenyl)-α-pyrone. Multiforisins B, C, D, and E were also deduced to be α-pyrone derivatives related to multiforisin A. The IC50 values of multiforisins A, B, C, D, E, and dihydro multiforisin A were evaluated against proliferation of mouse spleen lymphocytes stimulated with concanavalin A and lipopolysaccharide.

  DOI：

  10.1248/cpb.43.547

文献信息

• Isolation of Some Immunosuppressive Components from an Ascomycete, Gelasinospora multiforis
  作者：Haruhiro FUJIMOTO、Yuji SATOH、Megumi NAKAYAMA、Tomoe TAKAYAMA、Mikio YAMAZAKI

  DOI：10.1248/cpb.43.547

  日期：1995.4.15

  Five new components, named multiforisins A, B, C, D, and E, with immunosuppressive activity were isolated from an Ascomycete, Gelasinospora multiforis. Multiforisin A, the main immunosuppressive principle of this fungus, was deduced to be 5-formyl-3-(hydroxymethyl)-4-methoxy-6-(1E-propenyl)-α-pyrone. Multiforisins B, C, D, and E were also deduced to be α-pyrone derivatives related to multiforisin A. The IC50 values of multiforisins A, B, C, D, E, and dihydro multiforisin A were evaluated against proliferation of mouse spleen lymphocytes stimulated with concanavalin A and lipopolysaccharide.