3β-acetoxy-chol-5-en-24-oic acid amide | 88108-04-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 3β-acetoxy-chol-5-en-24-oic acid amide
• 英文别名: 3β-Acetoxy-chol-5-en-24-saeure-amid；3β-Acetoxy-cholen-(5)-saeure-(24)-amid；3β-Acetoxy-cholen-(5)-amid-(24)；3beta-Acetoxy-5-cholenamide；[(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-5-amino-5-oxopentan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 88108-04-7
• 化学式: C₂₆H₄₁NO₃
• 分子量: 415.616
• InChiKey: XBFLQDKCAPTHGK-WBNKZLQISA-N

物化性质

• 熔点：
  208 °C
• 沸点：
  551.2±33.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3β-acetoxy-chol-5-en-24-oic acid amide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以54%的产率得到24-amino-chol-5-en-3β-ol
  参考文献：
  名称：

  On the importance of the pore inner cavity for the ionophoric activity of 1,3-alternate calix[4]arene/steroid conjugates

  摘要：

  1,3-Alternate calix[4]arenes, decorated with four nonpolar 'all-trans' tetracyclic nuclei and cation-stabilizing beta-methoxyethoxy appendages, were synthesized from commercially available starting materials and through straightforward functional groups transformations/couplings. Their Na+-transport activities, when compared with those exerted by the known conformationally-rigidified 1,3-alternate calix[4]-arene AB/cis cholic acid conjugates, suggest that the cation conductance is related to the morphology of the pendant steroids. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.04.028
• 作为产物：
  描述：

  3B-羟基-D5-胆烯酸 在 吡啶 、 4-二甲氨基吡啶 、 二苯基膦叠氮化物 、 氯化铵 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 3β-acetoxy-chol-5-en-24-oic acid amide
  参考文献：
  名称：

  On the importance of the pore inner cavity for the ionophoric activity of 1,3-alternate calix[4]arene/steroid conjugates

  摘要：

  1,3-Alternate calix[4]arenes, decorated with four nonpolar 'all-trans' tetracyclic nuclei and cation-stabilizing beta-methoxyethoxy appendages, were synthesized from commercially available starting materials and through straightforward functional groups transformations/couplings. Their Na+-transport activities, when compared with those exerted by the known conformationally-rigidified 1,3-alternate calix[4]-arene AB/cis cholic acid conjugates, suggest that the cation conductance is related to the morphology of the pendant steroids. (c) 2006 Published by Elsevier Ltd.

  DOI：

  10.1016/j.tet.2006.04.028

文献信息

• Mitsui, Nippon Nogeikagaku Kaishi, 1940, vol. 16, p. 917,923
  作者：Mitsui

  DOI：——

  日期：——
• Chaplin et al., Journal of the Chemical Society, 1959, p. 3194,3199
  作者：Chaplin et al.

  DOI：——

  日期：——
• Mitsui, Journal of the Agricultural Chemical Society of Japan, 1940, vol. 16, p. 145
  作者：Mitsui

  DOI：——

  日期：——