(2S,3S,4R)-2-nonadecanoylamino-octadecane-1,3,4-triol

• 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: (2S,3S,4R)-2-nonadecanoylamino-octadecane-1,3,4-triol
• 英文别名: N-(nonadecanoyl)-4R-hydroxysphinganine；N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]nonadecanamide
• 化学式: C₃₇H₇₅NO₄
• 分子量: 598.007
• InChiKey: YNKILPVOSKSJGB-NIOPZXMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.8
• 重原子数：
  42
• 可旋转键数：
  34
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  89.8
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 (2S,3S,4R)-2-nonadecanoylamino-octadecane-1,3,4-triol 在 吡啶 作用下， 生成 Acetic acid (1S,2R)-2-acetoxy-1-((S)-2-acetoxy-1-nonadecanoylamino-ethyl)-hexadecyl ester
  参考文献：
  名称：

  New Sphingolipids and a Sterol from a Lobophytum Species of the Indian Ocean

  摘要：

  Chemical investigation of a soft coral species of the genus Lobophytum has resulted in the isolation of three new sphingolipids—(2S,3S,4R)-2-nonadecanoylamino-octadecane-1,3,4-triol (1), (2S,3R,4E,8E)-[(2′R)-2′-hydroxyheptadecanoylamino]-4,8-octadecadiene-1,3-diol (2), 1-O-(β-D-glucopyranosyl)-(2S,3R,4E,8E)-2-[(2′R)-2′-hydroxynonadecanoylamino]-9-methyl-4,8-octadecadiene-1,3-diol (3) and a sterol—(24S)-ergost-5-en-3β,7β-diol (4) along with the known sphingolipid—(2S,3R,4E,8E)-2-hexadecanoylamino-4,8-octadecadien-1,3-diol (5) which showed cytotoxicity against human peripheral blood mononuclear cells (PBMC).

  DOI：

  10.1248/cpb.53.168

文献信息

• New Sphingolipids and a Sterol from a Lobophytum Species of the Indian Ocean
  作者：Pendyala Muralidhar、Muthyala Muralikrishna Kumar、Nallamothu Krishna、Chaganty Bheemasankara Rao、Desaraju Venkata Rao

  DOI：10.1248/cpb.53.168

  日期：——

  Chemical investigation of a soft coral species of the genus Lobophytum has resulted in the isolation of three new sphingolipids—(2S,3S,4R)-2-nonadecanoylamino-octadecane-1,3,4-triol (1), (2S,3R,4E,8E)-[(2′R)-2′-hydroxyheptadecanoylamino]-4,8-octadecadiene-1,3-diol (2), 1-O-(β-D-glucopyranosyl)-(2S,3R,4E,8E)-2-[(2′R)-2′-hydroxynonadecanoylamino]-9-methyl-4,8-octadecadiene-1,3-diol (3) and a sterol—(24S)-ergost-5-en-3β,7β-diol (4) along with the known sphingolipid—(2S,3R,4E,8E)-2-hexadecanoylamino-4,8-octadecadien-1,3-diol (5) which showed cytotoxicity against human peripheral blood mononuclear cells (PBMC).