(2R,3R,4S,5S,6R)-2-[(S)-1-[(R)-Butoxy-(3,4-dihydroxy-phenyl)-methyl]-4-(3,4-dihydroxy-phenyl)-but-3-ynyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (2R,3R,4S,5S,6R)-2-[(S)-1-[(R)-Butoxy-(3,4-dihydroxy-phenyl)-methyl]-4-(3,4-dihydroxy-phenyl)-but-3-ynyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
• 英文别名: (2R,3R,4S,5S,6R)-2-[(1R,2S)-1-butoxy-1,5-bis(3,4-dihydroxyphenyl)pent-4-yn-2-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol
• 化学式: C₂₇H₃₄O₁₁
• 分子量: 534.56
• InChiKey: LYJSESFALKOEGB-KXDDDHNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  38
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  190
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  (2R,3R,4S,5S,6R)-2-[(S)-1-[(R)-Butoxy-(3,4-dihydroxy-phenyl)-methyl]-4-(3,4-dihydroxy-phenyl)-but-3-ynyloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol 在 acetate buffer 、 β-glucosidase 作用下， 反应 96.0h， 以2 mg的产率得到(1+)-1-O-butynylasicol
  参考文献：
  名称：

  Bioactive Norlignan Glucosides from Curculigo capitulata

  摘要：

  Chemical investigation of Curculigo capitulata yielded two new norlignans, (+)-(1R,2S)- and (-)-(1S,2S)-1-O-butylnyasicosides (1, 2), and the known nyasicoside (3) from the BuOH-soluble fraction of the rhizomes. An alternative study devoid of n-BuOH yielded two additional novel norlignans, 3 ''-dehydroxynyasicoside (4) and 1-O-methylnyasicoside (5), in addition to 3. The pharmacological studies indicated that 1 and 3 possessed potent activity against ouabain-induced arrhythmia in the heart preparations of guinea pig.

  DOI：

  10.1021/np9604902

文献信息

• Bioactive Norlignan Glucosides from <i>Curculigo capitulata</i>
  作者：Wen-Liang Chang、Ming-Jai Su、Shoei-Sheng Lee

  DOI：10.1021/np9604902

  日期：1997.2.1

  Chemical investigation of Curculigo capitulata yielded two new norlignans, (+)-(1R,2S)- and (-)-(1S,2S)-1-O-butylnyasicosides (1, 2), and the known nyasicoside (3) from the BuOH-soluble fraction of the rhizomes. An alternative study devoid of n-BuOH yielded two additional novel norlignans, 3 ''-dehydroxynyasicoside (4) and 1-O-methylnyasicoside (5), in addition to 3. The pharmacological studies indicated that 1 and 3 possessed potent activity against ouabain-induced arrhythmia in the heart preparations of guinea pig.