sermentoic acid methyl ester | 1026603-39-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: sermentoic acid methyl ester
• 英文别名: methyl (2R)-2-hydroxy-4-[(1S,4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]butanoate
• CAS: 1026603-39-3
• 化学式: C₁₄H₂₆O₄
• 分子量: 258.358
• InChiKey: ODDJEGGQRCHIDQ-WISYIIOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  sermentoic acid methyl ester 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以64%的产率得到(2R)-4-[(1S,4R,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]butane-1,2-diol
  参考文献：
  名称：

  Megastigmanes and Their Glucosides from the Whole Plant of Sedum sarmentosum

  摘要：

  Two new megastigmanes, sarmentoic acid (1) and sarmentol A (2), and six new megastigmane glucosides, sedumosides A(1) (3), A(2) (4), A(3) (5), B (6), C (7), and D (8), were isolated from the whole plant of Sedum sarmentosum together with eight known megastigmanes (9-16). The absolute stereostructures of 1-8 were elucidated on the basis of chemical and physicochemical evidence, including the application of the modified Mosher's method.

  DOI：

  10.1021/np068059s
• 作为产物：
  描述：

  sarmentoic acid 、 三甲基硅烷化重氮甲烷 以 甲醇 、 乙醚 、 正己烷 为溶剂， 反应 16.0h， 以85%的产率得到sermentoic acid methyl ester
  参考文献：
  名称：

  Megastigmanes and Their Glucosides from the Whole Plant of Sedum sarmentosum

  摘要：

  Two new megastigmanes, sarmentoic acid (1) and sarmentol A (2), and six new megastigmane glucosides, sedumosides A(1) (3), A(2) (4), A(3) (5), B (6), C (7), and D (8), were isolated from the whole plant of Sedum sarmentosum together with eight known megastigmanes (9-16). The absolute stereostructures of 1-8 were elucidated on the basis of chemical and physicochemical evidence, including the application of the modified Mosher's method.

  DOI：

  10.1021/np068059s

文献信息

• Megastigmanes and Their Glucosides from the Whole Plant of <i>Sedum sarmentosum</i>
  作者：Masayuki Yoshikawa、Toshio Morikawa、Yi Zhang、Seikou Nakamura、Osamu Muraoka、Hisashi Matsuda

  DOI：10.1021/np068059s

  日期：2007.4.1

  Two new megastigmanes, sarmentoic acid (1) and sarmentol A (2), and six new megastigmane glucosides, sedumosides A(1) (3), A(2) (4), A(3) (5), B (6), C (7), and D (8), were isolated from the whole plant of Sedum sarmentosum together with eight known megastigmanes (9-16). The absolute stereostructures of 1-8 were elucidated on the basis of chemical and physicochemical evidence, including the application of the modified Mosher's method.