sphinxolide A

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: sphinxolide A
• 英文别名: N-[(E)-11-[(5E,7E,13E,19E,25S,29S)-17,29-dihydroxy-2,3,15,21,23-pentamethoxy-5,12,18,24-tetramethyl-9,27-dioxo-10,26-dioxabicyclo[23.3.1]nonacosa-1(28),5,7,13,19-pentaen-11-yl]-4,10-dimethoxy-5,9-dimethyl-6-oxododec-1-enyl]-N-methylformamide
• 化学式: C₅₄H₈₇NO₁₅
• 分子量: 990.282
• InChiKey: GIEXXWAAMFTZSN-GXVIQCKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  70
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  195
• 氢给体数：
  2
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  sphinxolide A 在 Jones'reagent 作用下， 以 丙酮 为溶剂， 反应 2.0h， 以18%的产率得到sphinxolide F
  参考文献：
  名称：

  Sphinxolides E-G and reidispongiolide C: four new cytotoxic macrolides from the new caledonian lithistida sponges N. superstes and R. coeruleaXXX

  摘要：

  Four new macrolides (7-10), structurally related to known sphinxolides (1-4) and reidispongiolides (5-6), have been isolated following a reinvestigation of Neosiphonia superstes and Reidispongia coerulea, two Lithistida sponges collected in the deep waters off New Caledonia. In this paper we report their structure elucidation based on spectral data (mainly 2D-NMR and MS) as well as their cytotoxicity determined on a panel of 60 human cancer cell lines (NCI in vitro primary screen). (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00912-6