sarmentol D | 933776-94-4

• 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: sarmentol D
• 英文别名: 1-hydroxy-4-[(1S,4S,6R)-4-hydroxy-2,2,6-trimethylcyclohexyl]butan-2-one
• CAS: 933776-94-4
• 化学式: C₁₃H₂₄O₃
• 分子量: 228.332
• InChiKey: KOJRWPWXFNKOHI-USWWRNFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  sarmentol D 、 (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以61%的产率得到[2-oxo-4-[(1S,4S,6R)-2,2,6-trimethyl-4-[(2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl]oxycyclohexyl]butyl] (2R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoate
  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：

  sedumoside D 在 水 、 β-glucosidase 作用下， 反应 16.0h， 以82%的产率得到sarmentol D
  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.