(R)-N-((2S,3S,4R,Z)-3,4-dihydroxy-1-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)octadec-8-en-2-yl)-2-hydroxydocosanamide

• 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: (R)-N-((2S,3S,4R,Z)-3,4-dihydroxy-1-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)octadec-8-en-2-yl)-2-hydroxydocosanamide
• 英文别名: (2S,3S,4R,8Z)-1-O-(β-D-glucopyranosyl)-2N-[(2'R)-2'-hydroxydocosanoyl]-2-amino-8(Z)-octadecene-1,3,4-triol；1-O-(β-D-glucopyranosyl)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxydocosanoilamino]-8(Z)-octadecene-1,3,4-triol；1-O-(β-D-glucopyranosyl)-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxydocosanoylamino]-8(Z)-octadecene-1,3,4-triol；1-O-β-D-glucopyranosyl-(2S,3S,4R,8Z)-2-[(2'R)-2'-hydroxydocosanoylamino]-1,3,4-octadecanetriol-8-ene；(2S,3S,4R,8Z)-1-O-(β-D-glucopyranosyl)-2-{[(2R)-2-hydroxydocosanoyl]amino}octadec-8-ene-1,3,4-triol；(2S,3S,4R,8Z)-1-O-(β-D-glucopyranosyl)-2-{[(R)-2'-hydroxydocosanoyl]amino}-8-actadecene-1,3,4-triol；(2s,3s,4r,8z)-1-O-(beta-d-glucopyranosyl)-2-[(r)-2'-hydroxydocosanoyl]amino-8-octadecene-1,3,4-triol；(2R)-N-[(Z,2S,3S,4R)-3,4-dihydroxy-1-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoctadec-8-en-2-yl]-2-hydroxydocosanamide
• 化学式: C₄₆H₈₉NO₁₀
• 分子量: 816.213
• InChiKey: UPNWIBPHYOJXOA-YDZHOCLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  57
• 可旋转键数：
  39
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 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：

  (R)-N-((2S,3S,4R,Z)-3,4-dihydroxy-1-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)octadec-8-en-2-yl)-2-hydroxydocosanamide 在 盐酸 、 碘 作用下， 反应 52.0h， 生成
  参考文献：
  名称：

  Preliminary biological assay on cerebroside mixture from Euphorbia nicaeensis All. Isolation and structure determination of five glucocerebrosides

  摘要：

  Preliminary studies of in vitro cytostatic activity on less polar fraction of the MeOH extract of the plant Euphorbia nicaeensis All., carried out on KB cells, have evinced a relatively low ability of extract to inhibit cell growth. Successive, five glucocerebrosides were isolated from the cerebroside molecular species obtained from this extract using normal and reversed phase column 'flash-chromatography'. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences. Mass spectrometry of dimethyl disulfide derivatives was useful for the determination of the double-bond positions in the long-chain bases.

  DOI：

  10.1016/s0014-827x(03)00137-x

文献信息

• Preliminary biological assay on cerebroside mixture from Euphorbia nicaeensis All. Isolation and structure determination of five glucocerebrosides
  作者：F. Cateni、J. Zilic、G. Falsone、F. Hollan、F. Frausin、V. Scarcia

  DOI：10.1016/s0014-827x(03)00137-x

  日期：2003.9

  Preliminary studies of in vitro cytostatic activity on less polar fraction of the MeOH extract of the plant Euphorbia nicaeensis All., carried out on KB cells, have evinced a relatively low ability of extract to inhibit cell growth. Successive, five glucocerebrosides were isolated from the cerebroside molecular species obtained from this extract using normal and reversed phase column 'flash-chromatography'. The structures of these cerebrosides were determined on the basis of chemical and spectroscopic evidences. Mass spectrometry of dimethyl disulfide derivatives was useful for the determination of the double-bond positions in the long-chain bases.