cosalane

• 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: cosalane
• 英文别名: 5-[1-(3-carboxy-5-chloro-4-hydroxyphenyl)-4-[(3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl]but-1-enyl]-3-chloro-2-hydroxybenzoic acid
• 化学式: C₄₅H₆₀Cl₂O₆
• 分子量: 767.874
• InChiKey: VOJOOGPALCATLT-HNUNVNGKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.5
• 重原子数：
  53
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  115
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  cosalane 在 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  Anti-HIV activity of a series of cosalane amino acid conjugates

  摘要：

  The binding of the anti-HIV agent cosalane to CD4 is thought to involve ionic interactions of negatively charged carboxylates of the ligand with positively charged residues on the surface of the protein. The purpose of the present study was to examine the hypothesis that the two carboxyl groups of cosalane could be sacrificed through conjugation to amino acids, and the anti-HIV activity still be retained, provided that at least two new carboxyl groups are contributed by the amino acid residues. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00515-1

文献信息

• Inhibition of RANTES/CCR1-mediated chemotaxis by cosalane and related compounds
  作者：O.M.Zack Howard、Hui Fang Dong、Joost J. Oppenheim、Shabana Insaf、Kalpathy C. Santhosh、Gitendra Paul、Mark Cushman

  DOI：10.1016/s0960-894x(00)00601-6

  日期：2001.1

  The anti-HIV agent cosalane and several of its analogues inhibited RANTES-induced migration of human monocytes, but they did not inhibit migration induced by MIP1 alpha or MIP1 beta. RANTES-induced migration of single receptor CCR1-HEK transfectants was also inhibited by the cosalanes. Acetylation of the reactive amino groups of RANTES abrogated the inhibitory activity of cosalane. The data suggest that cosalane and its structural analogues may interfere with the RANTES/CCR1 interaction by binding to RANTES. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Anti-HIV activity of a series of cosalane amino acid conjugates
  作者：Kalpathy C Santhosh、Erik De Clercq、Christophe Pannecouque、Myriam Witvrouw、Tracy L Loftus、Jim A Turpin、Robert W Buckheit、Mark Cushman

  DOI：10.1016/s0960-894x(00)00515-1

  日期：2000.11

  The binding of the anti-HIV agent cosalane to CD4 is thought to involve ionic interactions of negatively charged carboxylates of the ligand with positively charged residues on the surface of the protein. The purpose of the present study was to examine the hypothesis that the two carboxyl groups of cosalane could be sacrificed through conjugation to amino acids, and the anti-HIV activity still be retained, provided that at least two new carboxyl groups are contributed by the amino acid residues. (C) 2000 Elsevier Science Ltd. All rights reserved.