(S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester | 1255952-64-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester
• 英文别名: ipomotaoside A；[(2S,3R,4R,5R,6S)-6-[(2S,3S,4S,5R,6S)-4-decanoyloxy-5-hydroxy-2-methyl-6-[[(1R,3S,5S,6R,7R,8R,20S,22R,24R,25R,26S)-7,25,26-trihydroxy-5,24-dimethyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]oxan-3-yl]oxy-4-hydroxy-2-methyl-5-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] dodecanoate
• CAS: 1255952-64-7
• 化学式: C₇₁H₁₁₆O₂₁
• 分子量: 1305.69
• InChiKey: RWELBFDBNJXLOK-RQSNGXSLSA-N

物化性质

• 熔点：
  100-102 °C
• 沸点：
  1168.7±65.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  14.7
• 重原子数：
  92
• 可旋转键数：
  34
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  280
• 氢给体数：
  5
• 氢受体数：
  21

反应信息

• 作为反应物：
  描述：

  (S)-jalapinolic acid 11-O-(2-O-trans-cinnamoyl)-[(4-O-n-dodecanoyl)]-α-L-rhamnopyranosyl-(1->4)-O-(3-O-n-decanoyl)-α-L-rhamnopyranosyl-(1->4)-O-α-L-rhamnopyranosyl-(1->2)-O-β-D-fucopyranoside intramolecular 1,2''-ester 、 乙酸酐 在 吡啶 作用下， 生成 [(2S,3S,4R,5R,6S)-4-acetyloxy-6-[(2S,3S,4R,5R,6S)-5-acetyloxy-4-decanoyloxy-2-methyl-6-[[(1R,3S,5S,6S,7R,8R,20S,22R,24R,25S,26S)-7,25,26-triacetyloxy-5,24-dimethyl-10-oxo-20-pentyl-2,4,9,21,23-pentaoxatricyclo[20.4.0.03,8]hexacosan-6-yl]oxy]oxan-3-yl]oxy-2-methyl-5-[(E)-3-phenylprop-2-enoyl]oxyoxan-3-yl] dodecanoate
  参考文献：
  名称：

  Ipomotaosides A−D, Resin Glycosides from the Aerial Parts of Ipomoea batatas and Their Inhibitory Activity against COX-1 and COX-2

  摘要：

  Four new resin glycosides, namely, ipomotaosides A-D (1-4), were isolated from the dried aerial parts of Ipomoea batatas. The structures of 1-4 were elucidated by analysis of their spectroscopic data and by chemical derivatization and were tested for their anti-inflammatory activity against cyclooxygenase (COX)-1 and -2.

  DOI：

  10.1021/np100283t

文献信息

• Ipomotaosides A−D, Resin Glycosides from the Aerial Parts of <i>Ipomoea batatas</i> and Their Inhibitory Activity against COX-1 and COX-2
  作者：Kazuko Yoshikawa、Chiho Yagi、Hiroshi Hama、Masami Tanaka、Shigenobu Arihara、Toshihiro Hashimoto

  DOI：10.1021/np100283t

  日期：2010.11.29

  Four new resin glycosides, namely, ipomotaosides A-D (1-4), were isolated from the dried aerial parts of Ipomoea batatas. The structures of 1-4 were elucidated by analysis of their spectroscopic data and by chemical derivatization and were tested for their anti-inflammatory activity against cyclooxygenase (COX)-1 and -2.