8-methyltoralactone | 100667-49-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: 8-methyltoralactone
• 英文别名: 9,10-Dihydroxy-7-methoxy-3,8-dimethylbenzo[g]isochromen-1-one；9,10-dihydroxy-7-methoxy-3,8-dimethylbenzo[g]isochromen-1-one
• CAS: 100667-49-0
• 化学式: C₁₆H₁₄O₅
• 分子量: 286.284
• InChiKey: URZDJYXLWNGUFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 8-methyltoralactone 以 吡啶 为溶剂， 以2.4 mg的产率得到Acetic acid 7,10-dimethoxy-3,8-dimethyl-1-oxo-1H-benzo[g]isochromen-9-yl ester
  参考文献：
  名称：

  Studies on the constituents of the roots of Cassia torosa. I. The structures of two new naphthalenic lactones.

  摘要：

  Two new naphtho-α-pyrones, 8-methyltoralactone (1) and 8-methyltoralactone 10-methylether (2), were isolated from the roots of Cassia torosa CAV. along with chrysophanol, chrysophanol-10, 10'-bianthrone, physcion, physcion-9-anthrone, emodin and phytosterols (a mixture of stigmasterol, campesterol, and sitosterol). The structures of the two new compounds 1 and 2 were established as 9, 10-dihydroxy-7-methoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one and 9-hydroxy-7, 10-dimethoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one, respectively, on the basis of spectral and chemical evidence.

  DOI：

  10.1248/cpb.33.4912
• 作为产物：
  描述：

  8-methyltoralactone 10-methylether 在 三氯化铝 作用下， 以 乙醚 为溶剂， 反应 8.0h， 以2.5 mg的产率得到8-methyltoralactone
  参考文献：
  名称：

  Studies on the constituents of the roots of Cassia torosa. I. The structures of two new naphthalenic lactones.

  摘要：

  Two new naphtho-α-pyrones, 8-methyltoralactone (1) and 8-methyltoralactone 10-methylether (2), were isolated from the roots of Cassia torosa CAV. along with chrysophanol, chrysophanol-10, 10'-bianthrone, physcion, physcion-9-anthrone, emodin and phytosterols (a mixture of stigmasterol, campesterol, and sitosterol). The structures of the two new compounds 1 and 2 were established as 9, 10-dihydroxy-7-methoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one and 9-hydroxy-7, 10-dimethoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one, respectively, on the basis of spectral and chemical evidence.

  DOI：

  10.1248/cpb.33.4912

文献信息

• Studies on the constituents of the roots of Cassia torosa. I. The structures of two new naphthalenic lactones.
  作者：SUSUMU KITANAKA、MICHIO TAKIDO

  DOI：10.1248/cpb.33.4912

  日期：——

  Two new naphtho-α-pyrones, 8-methyltoralactone (1) and 8-methyltoralactone 10-methylether (2), were isolated from the roots of Cassia torosa CAV. along with chrysophanol, chrysophanol-10, 10'-bianthrone, physcion, physcion-9-anthrone, emodin and phytosterols (a mixture of stigmasterol, campesterol, and sitosterol). The structures of the two new compounds 1 and 2 were established as 9, 10-dihydroxy-7-methoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one and 9-hydroxy-7, 10-dimethoxy-3, 8-dimethyl-1H-naphtho [2, 3-c] pyran-1-one, respectively, on the basis of spectral and chemical evidence.