rhizochalinin D | 1004787-16-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: rhizochalinin D
• 英文别名: (2R,3R,27R,28R)-2,28-diamino-3,27-dihydroxynonacosan-12-one
• CAS: 1004787-16-9
• 化学式: C₂₉H₆₀N₂O₃
• 分子量: 484.807
• InChiKey: WMFSQRDZKGLOSO-BOXYVWFNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  34
• 可旋转键数：
  26
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  110
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  rhizochalinin D 、 乙酸酐 在 吡啶 作用下， 反应 18.0h， 以0.2 mg的产率得到rhizochalinin D peracetate
  参考文献：
  名称：

  Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids

  摘要：

  Rhizochalins C and D (1, 2), new representatives of two-headed glycosphingolipids, were isolated from the sponge Rhizochalina incrustata. Rhizochalin D is an unexpected C-29 homologue of the canonical C-28 dimeric sphingolipid structures. Their structures including absolute configurations were established using spectroscopic data, micromolar-scale Baeyer-Villiger oxidation, and LCMS interpretation of the products. Application of the latter method leads to a revision of the structure of oceanapiside and placement of the keto group at C-18 rather than C-11.

  DOI：

  10.1021/np0704811
• 作为产物：
  描述：

  rhizochalin C 在 盐酸 作用下， 以 甲醇 为溶剂， 以0.5 mg的产率得到rhizochalinin D
  参考文献：
  名称：

  Rhizochalins C and D from the Sponge Rhizochalina incrustata. A Rare threo-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids

  摘要：

  Rhizochalins C and D (1, 2), new representatives of two-headed glycosphingolipids, were isolated from the sponge Rhizochalina incrustata. Rhizochalin D is an unexpected C-29 homologue of the canonical C-28 dimeric sphingolipid structures. Their structures including absolute configurations were established using spectroscopic data, micromolar-scale Baeyer-Villiger oxidation, and LCMS interpretation of the products. Application of the latter method leads to a revision of the structure of oceanapiside and placement of the keto group at C-18 rather than C-11.

  DOI：

  10.1021/np0704811

文献信息

• Rhizochalins C and D from the Sponge <i>Rhizochalina incrustata.</i> A Rare <i>threo</i>-Sphingolipid and a Facile Method for Determination of the Carbonyl Position in α,ω-Bifunctionalized Ketosphingolipids
  作者：Tatyana N. Makarieva、Pavel S. Dmitrenok、Alexander M. Zakharenko、Vladimir A. Denisenko、Alla G. Guzii、Ronghua Li、Colin K. Skepper、Tadeusz F. Molinski、Valentin A. Stonik

  DOI：10.1021/np0704811

  日期：2007.12.1

  Rhizochalins C and D (1, 2), new representatives of two-headed glycosphingolipids, were isolated from the sponge Rhizochalina incrustata. Rhizochalin D is an unexpected C-29 homologue of the canonical C-28 dimeric sphingolipid structures. Their structures including absolute configurations were established using spectroscopic data, micromolar-scale Baeyer-Villiger oxidation, and LCMS interpretation of the products. Application of the latter method leads to a revision of the structure of oceanapiside and placement of the keto group at C-18 rather than C-11.