Agelasphin-9a | 148289-27-4

• 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: Agelasphin-9a
• 英文别名: (2R)-N-[(2S,3S,4R)-3,4-dihydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyheptadecan-2-yl]-2-hydroxytetracosanamide
• CAS: 148289-27-4
• 化学式: C₄₇H₉₃NO₁₀
• 分子量: 832.256
• InChiKey: BOUZCHMSDNAECU-KHJAYABLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.7
• 重原子数：
  58
• 可旋转键数：
  41
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  189
• 氢给体数：
  8
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  Agelasphin-9a 在 吡啶 、 盐酸 作用下， 以 水 为溶剂， 反应 19.5h， 生成 (2S,3S,4R)-2-Acetamino-1,3,4-triacetoxy-heptadecane
  参考文献：
  名称：

  Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus

  摘要：

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.

  DOI：

  10.1016/s0040-4020(01)86991-x
• 作为产物：
  描述：

  (2S,3S,4R)-N-<(R)-2-acetoxytetracosanoyl>-2-amino-3,4-di-O-benzoyl-1-O-(α-D-galactopyranosyl)-1,3,4-heptadecanetriol 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 0.5h， 以82.2%的产率得到Agelasphin-9a
  参考文献：
  名称：

  Agelasphins, novel antitumor and immunostimulatory cerebrosides from the marine sponge Agelas mauritianus

  摘要：

  New glycosphingolipids, named agelasphins (1-8), have been isolated by antitumor and immunostimulatory bioassay-guided purification from an extract of a marine sponge, Agelas mauritianus. Strongly active agents in agelasphins had characteristic ol-galactosylceramide structures, the isolation of which from natural products has not previously been reported. The absolute configurations of agelasphins were elucidated by the total synthesis.

  DOI：

  10.1016/s0040-4020(01)86991-x

文献信息

• NOVEL MEDICINAL COMPOSITION
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP0650732A1

  公开（公告）日：1995-05-03

  A medicinal composition comprising at least one compound represented by general formula (A), specifically a myeloid cell growth promoter, a radiation damage protective and a thrombocytopenia remedy, wherein R represents (α), (R₂ being H or OH, and X being an integer of 0 to 26) or -(CH₂)₇CH=CH(CH₂)₇CH₃; R₁ represents a substituent selected from the group consisting of -CH₂(CH₂)YCH₃, -CH(OH)(CH₂)YCH₃, -CH(OH)(CH₂)YCH(CH₃)₂ and -CH=CH(CH₂)YCH₃; and Y represents an integer of 5 to 17.

  一种药物组合物，包含至少一种由通式(A)代表的化合物，特别是一种髓系细胞生长促进剂、一种辐射损伤保护剂和一种血小板减少治疗剂，其中 R 代表(α)，(R₂为 H 或 OH，X 为 0 至 26 的整数)或-(CH₂)₇CH=CH(CH₂)₇CH₃；R₁ 代表选自以下组成的组的取代基：-CH₂(CH₂)YCH₃、-CH(OH)(CH₂)YCH₃、-CH(OH)(CH₂)YCH(CH₃)₂ 和 -CH=CH(CH₂)YCH₃；以及 Y 代表 5 至 17 的整数。
• NOVEL SPHINGOGLYCOLIPID AND USE THEREOF
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP0609437B1

  公开（公告）日：1999-07-07
• METHODS AND PHARMACEUTICAL COMPOSITIONS FOR THE PROPHYLACTIC TREATMENT OF BACTERIAL SUPERINFECTIONS POST-INFLUENZA WITH INVARIANT NKT CELL AGONISTS
  申请人：INSERM - Institut National de la Santé et de la Recherche Médicale

  公开号：EP2903622A1

  公开（公告）日：2015-08-12
• ACTIVATION OF INKT CELLS
  申请人：INSERM - Institut National de la Santé et de la Recherche Médicale

  公开号：EP2958595A1

  公开（公告）日：2015-12-30
• METHODS AND PHARMACEUTICAL COMPOSITIONS FOR THE TREATMENT OF ACUTE EXACERBATIONS OF CHRONIC OBSTRUCTIVE PULMONARY DISEASE
  申请人：INSERM (Institut National de la Santé et de la Recherche Médicale)

  公开号：EP3104864A1

  公开（公告）日：2016-12-21