1-羟基-3,7,8-三甲氧基-9H-氧杂蒽-9-酮 | 20882-69-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 1-羟基-3,7,8-三甲氧基-9H-氧杂蒽-9-酮
• 英文名称: decussatin
• 英文别名: 8-hydroxy-1,2,6-trimethoxy-9H-xanthen-9-one；1-hydroxy-3,,7,8-trimethoxyxanthone；3,7,8-trimethoxy-1-hydroxy xanthone；1-Hydroxy-3,7,8-trimethoxyxanthone；3,7,8-trimethoxy-8-hydroxyxanthone；8-hydroxy-1,2,6-trimethoxyxanthen-9-one
• CAS: 20882-69-3
• 化学式: C₁₆H₁₄O₆
• mdl: MFCD00808527
• 分子量: 302.284
• InChiKey: VYRIGRQQKUZPEX-UHFFFAOYSA-N

物化性质

• 熔点：
  149-150 °C(Solv: ethanol (64-17-5))
• 沸点：
  513.5±50.0 °C(Predicted)
• 密度：
  1.349±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  74.2
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  1-羟基-3,7,8-三甲氧基-9H-氧杂蒽-9-酮 、 碘甲烷 在 potassium carbonate 、 丙酮 作用下， 生成 1,3,7,8-tetramethoxyxanthone
  参考文献：
  名称：

  Dalal et al., Journal of the Indian Chemical Society, 1953, vol. 30, p. 457,459, 461

  摘要：

  DOI：
• 作为产物：
  描述：

  1,3,7-trihydroxy-8-methoxyxantone 生成 1-羟基-3,7,8-三甲氧基-9H-氧杂蒽-9-酮
  参考文献：
  名称：

  NAGEM, TANUS J.;DA, SILVEIRA JOSE C., PHYTOCHEMISTRY, 28,(1989) N, C. 2211-2212

  摘要：

  DOI：

文献信息

• Studies on the mutagenicity of Swertiae Herba. I. Identification of the mutagenic components.
  作者：HISAYUKI KANAMORI、IKUNORI SAKAMOTO、MARI MIZUTA、KAZUHISA HASHIMOTO、OSAMU TANAKA

  DOI：10.1248/cpb.32.2290

  日期：——

  The mutagenicity of the extract of Swertiae Herba is attributable to its xanthone derivatives. Seven active principles were isolated and six of them were identified as methylbellidifolin, methylswertianin, swertianin, bellidifolin, norswertianin and desmethylbellidifolin, all of which have already been isolated from this plant. The seventh mutagenic compound, a new xanthone derivative formulated as 5, 8-dimethylbellidifolin, was also obtained from methylbellidifolin by methylation with diazomethane as a minor product. The structure-mutagenicity relationship of these compounds, together with some other derivatives, is discussed.

  獐牙菜提取物的致突变性归因于其呫吨酮衍生物。分离出 7 种活性成分，其中 6 种被鉴定为methylbellidifolin、methylswertianin、swertianin、bellidifolin、norswertianin 和 desmethylbellidifolin，所有这些都已从该植物中分离出来。第七种诱变化合物是一种新的呫吨酮衍生物，被配制为 5, 8-二甲基bellidifolin，也是通过用重氮甲烷甲基化作为次要产物从甲基bellidifolin 中获得的。讨论了这些化合物以及一些其他衍生物的结构-致突变性关系。
• Haploxanthone from Haploclathra species
  作者：Tanus J. Nagem、Jost C. Da Silveira

  DOI：10.1016/s0031-9422(00)97949-4

  日期：1989.1

  Abstract A new xanthone was isolated from the trunk wood of Haploclathra leiantha and H. paniculata and its structure determined by UV, IR, NMR and mass spectrometry as 1,3,7-trihydroxy-8-methoxyxanthone.

  摘要 从Haploclathra leiantha 和H. paniculata 的树干木材中分离得到一种新的呫吨酮，其结构经紫外、红外、核磁共振和质谱鉴定为1,3,7-三羟基-8-甲氧基呫吨酮。
• Xanthones from the roots ofSwertia iberica
  作者：O. A. Denisova、V. I. Glyzin、A. V. Patudin、D. A. Fesenko

  DOI：10.1007/bf00638773

  日期：——
• Prenylated xanthones as potential P-glycoprotein modulators
  作者：D.Noungoué Tchamo、M.-G Dijoux-Franca、A.-M Mariotte、E Tsamo、J.B Daskiewicz、C Bayet、D Barron、G Conseil、A Di Pietro

  DOI：10.1016/s0960-894x(00)00234-1

  日期：2000.6

  Dimethylallyl (DMA) derivatives of a naturally occurring xanthone (decussatin 1) were prepared. Their activity as potential P-glycoprotein inhibitors was monitored by affinity of direct binding and compared to that of corresponding DMA-flavones. Both classes of compounds exhibited the same structure-activity relationships. Decreasing polarity enhanced the binding affinity for the P-glycoprotein C-terminal cytosolic domain since DMA derivatives were more active, bur, unsubstituted hydroxyl group close to the carbonyl was required for efficient activity. (C) 2000 Elsevier Science Ltd. All rights reserved.
• COATING FOR SUBSTRATE
  申请人：W. L. Gore & Associates, Inc.

  公开号：EP2950832A1

  公开（公告）日：2015-12-09