AGL-517

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 鞘脂
• 英文名称: AGL-517
• 英文别名: (2S,3R)-1-(α-D-galactopyranosyloxy)-2-tetradecanoylamino-3-octadecanol；alpha-D-galactosyl-N-tetradecanoylsphinganine；N-[(2S,3R)-3-hydroxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadecan-2-yl]tetradecanamide
• 化学式: C₃₈H₇₅NO₈
• 分子量: 674.015
• InChiKey: SCBSLJVBXYHZPZ-MJXXBSABSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.7
• 重原子数：
  47
• 可旋转键数：
  32
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  149
• 氢给体数：
  6
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  Acetic acid (R)-1-[(S)-1-tetradecanoylamino-2-((2S,3R,4S,5S,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-ethyl]-hexadecyl ester 在 钯 甲醇 、 氢气 、 sodium methylate 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 生成 AGL-517
  参考文献：
  名称：

  Effects of 3α- and 3β-galactosylated α-g galactosylceramides on the immune system

  摘要：

  We compared effects of a-galactosylceramide (alpha-GalCer) and its 3 alpha- or 3 beta-galactosylated derivatives on the proliferation of murine spleen cells. The 3 alpha-galactosylated alpha-GalCer showed stronger proliferative response than the parental alpha-GalCer, but the 3 beta-galactosylated alpha-GalCer possessed weaker activity than the alpha-GalCer. In addition, alpha-Gal-3-Cer did not show immunostimulatory activity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00054-2

文献信息

• HEPATITIS C VIRUS INHIBITOR COMPRISING ALPHA-GLYCOSYLCERAMIDE AS THE ACTIVE INGREDIENT
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP1541153A1

  公开（公告）日：2005-06-15

  This invention provides a growth inhibitor of human hepatitis C virus comprising, as an active ingredient, α-glycosylceramide used for patients infected with the aforementioned viruses. This inhibitor of hepatitis C virus comprises, as an active ingredient, a compound represented by formula (I) or a salt or solvate thereof.

  这项发明提供了一种用于感染了上述病毒的患者的人类丙型肝炎病毒生长抑制剂，其活性成分为α-糖基神经酰胺。这种丙型肝炎病毒的抑制剂包括一个由式(I)表示的化合物或其盐或溶剂。
• Hepatits c virus inhibitor comprising alpha-glycosylceramide as the active ingredient
  申请人：Serizawa Isao

  公开号：US20050159365A1

  公开（公告）日：2005-07-21

  This invention provides a growth inhibitor of human hepatitis C virus comprising, as an active ingredient, α-glycosylceramide used for patients infected with the aforementioned viruses. This inhibitor of hepatitis C virus comprises, as an active ingredient, a compound represented by formula (I) or a salt or solvate thereof.

  本发明提供了一种用于感染人类丙型肝炎病毒的患者的生长抑制剂，其包括作为活性成分的α-糖基鞘氨醇。这种丙型肝炎病毒的抑制剂包括作为活性成分的化合物I式所表示的化合物或其盐或溶剂。
• 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。
• NKT CELL ACTIVATORS CONTAINING $g(a)-GLYCOSYLCERAMIDES
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP0988860A1

  公开（公告）日：2000-03-29

  NKT cell activators, remedies for autoimmune diseases (for example, systemic erythematodes, systemic scleroderma, ulcerative colitis, encephalomyelitis, multiple sclerosis and human type I diabetes) and abortifacients. These drugs contain as the active ingredient α-glycosylceramides of general formula(I) or salts or solvates of the same.

  NKT 细胞激活剂、治疗自身免疫性疾病（如系统性红斑狼疮、系统性硬皮病、溃疡性结肠炎、脑脊髓炎、多发性硬化症和人类 I 型糖尿病）的药物和堕胎药。这些药物的活性成分为通式(I)的α-糖基甘油酰胺或其盐类或溶液。
• CELLULAR IMMUNOGENICITY POTENTIATING COMPOSITION CONTAINING $g(a)-GLYCOSYLCERAMIDE
  申请人：KIRIN BEER KABUSHIKI KAISHA

  公开号：EP1018548A1

  公开（公告）日：2000-07-12

  A composition for potentiating the immunogenicity of tumor cells or pathogen-infected cells, which contains a compound having the α-glycosylceramide structure, salts thereof or solvates of both. Tumor cells having the immunogenicity potentiated by the compounds having the α-glycosylceramide structure are useful in the oncotherapy (cancer vaccine therapy).

  一种用于增强肿瘤细胞或病原体感染细胞免疫原性的组合物，其中含有一种具有α-糖基甘油酰胺结构的化合物、其盐类或两者的溶液。具有α-糖基甘油酰胺结构的化合物可增强肿瘤细胞的免疫原性，可用于肿瘤治疗（癌症疫苗治疗）。