4,4-[(4S,5R)-4,5-二羟基-1-戊炔-1,5-二基]双-1,2-苯二醇 | 111518-95-7

• 物质功能分类: 天然产物 - 木脂素
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4,4-[(4S,5R)-4,5-二羟基-1-戊炔-1,5-二基]双-1,2-苯二醇
• 中文别名: 尼亚希木脂素；-[(4S,5R)-4,5-二羟基-1-戊炔-1,5-二基]双-1,2-苯二醇；4,4'-[(4S,5R)-4,5-二羟基-1-戊炔-1,5-二基]双-1,2-苯二醇
• 英文名称: nyasicol
• 英文别名: 4-[(4S,5R)-5-(3,4-dihydroxyphenyl)-4,5-dihydroxypent-1-ynyl]benzene-1,2-diol
• CAS: 111518-95-7
• 化学式: C₁₇H₁₆O₆
• 分子量: 316.31
• InChiKey: AJTKBQHYQXHTTQ-WMLDXEAASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  nyasigoside 在 acetate buffer 、 β-glucosidase 作用下， 反应 96.0h， 以40 mg的产率得到4,4-[(4S,5R)-4,5-二羟基-1-戊炔-1,5-二基]双-1,2-苯二醇
  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.