astin B | 151201-76-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: astin B
• 英文别名: (3S,7R,10S,13S,16R,17S,18R)-17,18-dichloro-3-ethyl-13-[(1S)-1-hydroxyethyl]-10-(hydroxymethyl)-7-phenyl-1,4,8,11,14-pentazabicyclo[14.3.0]nonadecane-2,5,9,12,15-pentone
• CAS: 151201-76-2
• 化学式: C₂₅H₃₃Cl₂N₅O₇
• 分子量: 586.472
• InChiKey: DQILVZOWLYBPKT-FKOMMSEQSA-N

物化性质

• 沸点：
  1044.6±65.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  39
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  177
• 氢给体数：
  6
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  astin B 在 劳森试剂 作用下， 以 1,4-二氧六环 为溶剂， 反应 12.0h， 以4.0 mg的产率得到thioastin B
  参考文献：
  名称：

  Morita, Hiroshi; Nagashima, Shinji; Takeya, Koichi, Journal of the Chemical Society. Perkin transactions I, 1995, # 18, p. 2327 - 2332

  摘要：

  DOI：

文献信息

• Cyclic Peptides from Higher Plants. XXVIII. Antitumor Activity and Hepatic Microsomal Biotransformation of Cyclic Pentapeptides, Astins, from Aster tataricus.
  作者：Hiroshi MORITA、Shinji NAGASHIMA、Yuki UCHIUMI、Osamu KUROKI、Koichi TAKEDA、Hideji ITOKAWA

  DOI：10.1248/cpb.44.1026

  日期：——

  Antitumor activities on Sarcoma 180A of a series of cyclic pentapeptides, astins, isolated from the roots of Aster tataricus, were examined. The activities on various congeners of the dichlorinated proline residues prepared by chemical conversion and a hepatic microsomal biotransformation in rats suggested that 1, 2-cis dichlorinated proline residues of astins A, B and C play an important role in the antitumor activity of astins.

  对从紫菀根中分离出的环状五肽类化合物阿司汀对肉瘤180A的抗肿瘤活性进行了研究。对通过化学转化制备的二氯脯氨酸残基的各种同系物以及大鼠肝脏微粒体生物转化进行的活性研究表明，阿司汀A、B和C的1,2-顺式二氯脯氨酸残基在阿司汀的抗肿瘤活性中起着重要作用。
• Structures and conformation of antitumour cyclic pentapeptides, astins A, B and C, from Aster tataricus
  作者：Hiroshi Morita、Shinji Nagashima、Koichi Takeya、Hideji Itokawa、Yoichi Iitaka

  DOI：10.1016/0040-4020(94)01000-p

  日期：1995.1

  Astins A, B and C, three antitumour chlorine-containing cyclic pentapeptides were isolated from Aster tataricus and their structures were elucidated by spectroscopic and chemical evidences. Astins A and B, each containing an allo threonine at residues 5 and 2, respectively, and both of which were isomers: showed more potent antitumour activity than astin C. Conformational analysis of astin B in solid state was conducted by X-ray crystallographic analysis, showing a cis configuration in one of the amide bonds.