(R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-hydroxymethyl-3-phosphonooxy-5-((R)-3-tetradecanoyloxy-tetradecanoylamino)-6-[4-((R)-3-tetradecanoyloxy-tetradecanoylamino)-butoxy]-tetrahydro-pyran-4-yl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-hydroxymethyl-3-phosphonooxy-5-((R)-3-tetradecanoyloxy-tetradecanoylamino)-6-[4-((R)-3-tetradecanoyloxy-tetradecanoylamino)-butoxy]-tetrahydro-pyran-4-yl ester
• 英文别名: [(2R,3S,4R,5R,6R)-2-(hydroxymethyl)-3-phosphonooxy-5-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]-6-[4-[[(3R)-3-tetradecanoyloxytetradecanoyl]amino]butoxy]oxan-4-yl] (3R)-3-tetradecanoyloxytetradecanoate
• 化学式: C₉₄H₁₇₉N₂O₁₇P
• 分子量: 1640.43
• InChiKey: UDTBQFXJSIBOKC-UQSQAMLISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  32.1
• 重原子数：
  114
• 可旋转键数：
  90
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  269
• 氢给体数：
  5
• 氢受体数：
  17

反应信息

• 作为产物：
  描述：

  4-[(R)-3-tetradecanoyloxytetradecanoylamino]butyl 2-deoxy-4-O-diphenylphosphono-3-O-[(R)-3-tetradecanoyoxytetradecanoyl]-2-[(R)-3-tetradecanoyloxytetradecanoylamino]-β-D-glucopyranoside 在 platinum(IV) oxide 氢气 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 (R)-3-Tetradecanoyloxy-tetradecanoic acid (2R,3S,4R,5R,6R)-2-hydroxymethyl-3-phosphonooxy-5-((R)-3-tetradecanoyloxy-tetradecanoylamino)-6-[4-((R)-3-tetradecanoyloxy-tetradecanoylamino)-butoxy]-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Synthesis and biological evaluation of a new class of vaccine adjuvants: aminoalkyl glucosaminide 4-phosphates (AGPs)

  摘要：

  A novel series of acylated omega-aminoalkyl 2-amino-2-deoxy-4-phosphono-beta-D-glucopyranosides (aminoalkyl glucosaminide 4-phosphates) was synthesized and screened for immunostimulant activity. Several of these compounds enhance the production of tetanus toroid-specific antibodies in mice and augment vaccine-induced cytotoxic T cells against EG.7-ova target cells. (C) 1999 Elsevier Science Ltd. Pill rights reserved.

  DOI：

  10.1016/s0960-894x(99)00374-1

文献信息

• Synthesis and biological evaluation of a new class of vaccine adjuvants: aminoalkyl glucosaminide 4-phosphates (AGPs)
  作者：David A. Johnson、C. Gregory Sowell、Craig L. Johnson、Mark T. Livesay、David S. Keegan、Michael J. Rhodes、J. Terry Ulrich、Jon R. Ward、John L. Cantrell、Valerie G. Brookshire

  DOI：10.1016/s0960-894x(99)00374-1

  日期：1999.8

  A novel series of acylated omega-aminoalkyl 2-amino-2-deoxy-4-phosphono-beta-D-glucopyranosides (aminoalkyl glucosaminide 4-phosphates) was synthesized and screened for immunostimulant activity. Several of these compounds enhance the production of tetanus toroid-specific antibodies in mice and augment vaccine-induced cytotoxic T cells against EG.7-ova target cells. (C) 1999 Elsevier Science Ltd. Pill rights reserved.