rhizonone

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: rhizonone
• 英文别名: 9-Methyl-15-oxatetracyclo[7.6.1.02,7.013,16]hexadeca-2(7),4,10,12-tetraene-3,6-dione
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: FFYSUPXTAIBNCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  19
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 rhizonone 在 锌 作用下， 以 吡啶 为溶剂， 反应 3.0h， 以10 mg的产率得到Acetic acid 7-acetoxy-5a-methyl-5a,6,10b,10c-tetrahydro-2H-anthra[9,1-bc]furan-10-yl ester
  参考文献：
  名称：

  Formation and secretion of a unique quinone by hairy root cultures of Lithospermum erythrorhizon

  摘要：

  A unique colorless quinone. named rhizonone, showing strong antifungal activity against spore germination of Cladosporium fulvum was isolated from the hairy root cultures of Lithospermum erythrorhizon in MS medium. The structure was elucidated as 5a-methyl-5a,6,10b, 10c-tetrahydro-2H-anthra[9,1-bc]furan-7,10-dione mainly on the basis of spectroscopic data. This unique carbon skeleton, not previously known among the compounds isolated from this plant species, might be derived from geranylhydroquinone, an important intermediate of shikonin biosynthesis. Rhizonone was secreted into the medium while shikonin derivatives accumulated on the surface of the hairy roots and their debris, (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(99)00024-2