11-羟基-6H-吲哚并[3,2,1-de][1,5]萘啶-6-酮 | 75969-83-4

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 吲哚萘啶生物碱
• 中文名称: 11-羟基-6H-吲哚并[3,2,1-de][1,5]萘啶-6-酮
• 英文名称: 11-hydroxycanthin-6-one
• 英文别名: amarorine；11-hydroxy-1,6-diazatetracyclo[7.6.1.05,16.010,15]hexadeca-3,5(16),6,8,10,12,14-heptaen-2-one
• CAS: 75969-83-4
• 化学式: C₁₄H₈N₂O₂
• 分子量: 236.23
• InChiKey: KXFAUPPCQVBDBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  11-羟基-6H-吲哚并[3,2,1-de][1,5]萘啶-6-酮 在 间氯过氧苯甲酸 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 24.0h， 以3 mg的产率得到11-hydroxycanthin-6-one-N-oxide
  参考文献：
  名称：

  Canthin-6-one alkaloids from Brucea mollis var. Tonkinensis

  摘要：

  Three new alkaloids were isolated from the root-wood of Brucea mollis var. tonkinensis collected in China. Their structures were determined to be 11-O-beta-D-glucopyranosyl-(1-->6)-beta- D-glucopyranosylcanthin-6-one, 5-O-beta-D-glucopyranosyl-(1-->6)-beta-D-glucopyranosylcanthin-6-o ne and 11-hydroxycanthin-6-one-N-oxide, by chemical and spectral methods. In addition, two known alkaloids, canthin-6-one and canthin-6-one-N-oxide, were isolated.

  DOI：

  10.1016/s0031-9422(00)89758-7
• 作为产物：
  描述：

  bruceolline G 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 11-羟基-6H-吲哚并[3,2,1-de][1,5]萘啶-6-酮
  参考文献：
  名称：

  Alkaloids and quassinoids of Brucea mollis var. tonkinensis

  摘要：

  Two new canthin-6-one alkaloids, bruceollines C and G, were isolated from the root bark and root wood of Brucea mollis var. tonkinensis, together with three known canthin-6-one alkaloids, 11-hydroxycanthin-6-one, 1-hydroxy-11-methoxycanthin-6-one and 11-hydroxy-1-methoxycanthin-6-one, and four known beta-carboline alkaloids, 1-hydroxymethyl-beta-carboline, 1-ethyl-beta-carboline, 1-(2'-hydroxyethyl)-beta-carboline and beta-carboline-1-propionic acid, and six known quassinoids, brucein B, brucein D, brusatol, bruceoside B, yadanziolide A and soulameanone. Their structures were elucidated based on the spectral and chemical evidence.

  DOI：

  10.1016/0031-9422(95)00039-a