(2S,3S,4R)-1-O-(α-D-galactosyl)-6-oxa-2-tetracosanoylamino-1,3,4-nonanetriol | 1375103-06-2

• 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: (2S,3S,4R)-1-O-(α-D-galactosyl)-6-oxa-2-tetracosanoylamino-1,3,4-nonanetriol
• 英文别名: N-[(2S,3S,4R)-3,4-dihydroxy-5-propoxy-1-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypentan-2-yl]tetracosanamide
• CAS: 1375103-06-2
• 化学式: C₃₈H₇₅NO₁₀
• 分子量: 706.014
• InChiKey: YADCFMGYJNUPPW-ZORUMLJWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  49
• 可旋转键数：
  33
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  178
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  (2S,4R,5R)-4-((R)-1-hydroxy-2-propoxyethyl)-2-phenyl-1,3-dioxan-5-ol 在 吡啶 、 盐酸 、 sodium azide 、 20 % Pd(OH)2/C 、 四丁基溴化铵 、 氢气 、 对甲苯磺酸 、 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 、 二氯甲烷 、 氯仿 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 133.75h， 生成 (2S,3S,4R)-1-O-(α-D-galactosyl)-6-oxa-2-tetracosanoylamino-1,3,4-nonanetriol
  参考文献：
  名称：

  Synthesis and biological evaluation of truncated α-galactosylceramide derivatives focusing on cytokine induction profile

  摘要：

  A series of truncated analogs of alpha-galactosylceramide with altered ceramide moiety was prepared, and evaluated for Th2-biased response in the context of IL-4/IFN-gamma ratio. Phytosphingosine-modified analogs including cyclic, aromatic and ethereal compounds as well as the C-glycoside analog of OCH (2) with their cytokine inducing profile are disclosed. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.03.025

文献信息

• Synthesis and biological evaluation of truncated α-galactosylceramide derivatives focusing on cytokine induction profile
  作者：Tetsuya Toba、Kenji Murata、Junko Futamura、Kyoko Nakanishi、Bitoku Takahashi、Naohiro Takemoto、Minako Tomino、Takashi Nakatsuka、Seiichi Imajo、Megumi Goto、Takashi Yamamura、Sachiko Miyake、Hirokazu Annoura

  DOI：10.1016/j.bmc.2012.03.025

  日期：2012.5

  A series of truncated analogs of alpha-galactosylceramide with altered ceramide moiety was prepared, and evaluated for Th2-biased response in the context of IL-4/IFN-gamma ratio. Phytosphingosine-modified analogs including cyclic, aromatic and ethereal compounds as well as the C-glycoside analog of OCH (2) with their cytokine inducing profile are disclosed. (C) 2012 Elsevier Ltd. All rights reserved.