10α,18-epoxy-10β-hydroxy-9-oxo-2α,5α,14β-triacetoxytaxa-4(20),11(12)-diene

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 10α,18-epoxy-10β-hydroxy-9-oxo-2α,5α,14β-triacetoxytaxa-4(20),11(12)-diene
• 英文别名: [(1S,3R,6S,8R,9S,10S,11S)-9,11-diacetyloxy-1-hydroxy-3,17,17-trimethyl-7-methylidene-2-oxo-15-oxatetracyclo[8.5.2.03,8.013,16]heptadec-13(16)-en-6-yl] acetate
• 化学式: C₂₆H₃₄O₉
• 分子量: 490.551
• InChiKey: NORKFFUVFFCEMF-VDNNVHGOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  35
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  taxuyunnanin C 在 NADH 、 N-甲基吗啉氧化物 、 potassium hydroxide 、 zinc(II) chloride 、 iron(II) chloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 11.17h， 生成 10α,18-epoxy-10β-hydroxy-9-oxo-2α,5α,14β-triacetoxytaxa-4(20),11(12)-diene
  参考文献：
  名称：

  A Furantaxane with an Unusual 6/8/6/5 Ring System and Potent Tumor MDR Reversal Activity Obtained via Microbial Transformation

  摘要：

  A furantaxane (4) with an unusual 6/8/6/5 ring system and two hydroxylated products (2, 3) were isolated following the biotransformation of a taxane (1) by Streptomyces griseus. The structures of the isolates were elucidated by spectroscopic analysis. The absolute configuration of 4, which exhibited potent reversal activity in the A549/taxol MDR tumor cell line, was unambiguously deduced by single-crystal X-ray diffraction.

  DOI：

  10.1021/ol301755n

文献信息

• A Furantaxane with an Unusual 6/8/6/5 Ring System and Potent Tumor MDR Reversal Activity Obtained via Microbial Transformation
  作者：Xiao Liu、Dan Xie、Ridao Chen、Mei Mei、Jianhua Zou、Xiaoguang Chen、Jungui Dai

  DOI：10.1021/ol301755n

  日期：2012.8.17

  A furantaxane (4) with an unusual 6/8/6/5 ring system and two hydroxylated products (2, 3) were isolated following the biotransformation of a taxane (1) by Streptomyces griseus. The structures of the isolates were elucidated by spectroscopic analysis. The absolute configuration of 4, which exhibited potent reversal activity in the A549/taxol MDR tumor cell line, was unambiguously deduced by single-crystal X-ray diffraction.