rhizochalin C | 1004787-04-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: rhizochalin C
• 英文别名: (2R,3R,26R,27R)-2,27-diamino-3,28-dihydroxy-26-[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctacosan-11-one
• CAS: 1004787-04-5
• 化学式: C₃₄H₆₈N₂O₉
• 分子量: 648.922
• InChiKey: LTQNHMJORFUEBP-PEYGHRBVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  45
• 可旋转键数：
  29
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  209
• 氢给体数：
  8
• 氢受体数：
  11

反应信息

• 作为反应物：
  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