5α,9α,10β,13α-tetraacetoxy-15-hydroxy-11(15->1)-abeo-taxa-4(20),11-diene

• 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: 5α,9α,10β,13α-tetraacetoxy-15-hydroxy-11(15->1)-abeo-taxa-4(20),11-diene
• 英文别名: 5α,9α,10β,13α-tetraacetoxy-11(15->1)abeotaxa-4(20),11-dien-15-ol；[(2S,4R,5R,5aR,8S,9aR,10aS)-2,4,5-triacetyloxy-10a-(2-hydroxypropan-2-yl)-3,5a-dimethyl-9-methylidene-2,4,5,6,7,8,9a,10-octahydro-1H-benzo[f]azulen-8-yl] acetate
• 化学式: C₂₈H₄₀O₉
• 分子量: 520.62
• InChiKey: PROFXVGQKORHBE-MIKNCLLVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 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 Absidia coerulea IFO 4011 、 β-环糊精 作用下， 反应 168000.0h， 以5%的产率得到7β-hydroxy-2α,5α,10β,14β-tetraacetoxytaxa-4(20),11-diene
  参考文献：
  名称：

  Specific oxidation of C-14 oxygenated 4(20),11-taxadienes by microbial transformation

  摘要：

  Three C-14 oxygenated taxanes, 2alpha,5alpha,10beta,14beta-tetraacetoxytaxa-4(20),11-diene (1), 2alpha,5alpha,10beta-triacetoxy-14beta-(2-methyl-butyryloxy)taxa-4(20),11-diene (2), and yunanaxane (3), major products of callus cultures of Taxus spp., were regio- and stereoselectively hydroxylated at the 7beta position by a fungus, Absidia coerulea IFO 4011. Intriguingly, when 1 was co-administered with beta-cyclodextrin and incubated with the fungus cell cultures, three other compounds 5alpha,9alpha,10beta,13alpha-tetraacetoxytaxa-4(20),11-dien-14beta-ol (7), 5alpha,9alpha,10beta,13alpha-tetraacetoxytaxa-4(20),11-dien-1beta-ol (8) and 5alpha,9alpha,10beta,13alpha-tetraacetoxy-11(15-->1) abeotaxa-4(20), 11-dien-15-ol (9) were obtained. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02714-4

文献信息

• Specific oxidation of C-14 oxygenated 4(20),11-taxadienes by microbial transformation
  作者：Jungui Dai、Shujun Zhang、Jun-ichi Sakai、Jiao Bai、Yoshiki Oku、Masayoshi Ando

  DOI：10.1016/s0040-4039(02)02714-4

  日期：2003.1

  Three C-14 oxygenated taxanes, 2alpha,5alpha,10beta,14beta-tetraacetoxytaxa-4(20),11-diene (1), 2alpha,5alpha,10beta-triacetoxy-14beta-(2-methyl-butyryloxy)taxa-4(20),11-diene (2), and yunanaxane (3), major products of callus cultures of Taxus spp., were regio- and stereoselectively hydroxylated at the 7beta position by a fungus, Absidia coerulea IFO 4011. Intriguingly, when 1 was co-administered with beta-cyclodextrin and incubated with the fungus cell cultures, three other compounds 5alpha,9alpha,10beta,13alpha-tetraacetoxytaxa-4(20),11-dien-14beta-ol (7), 5alpha,9alpha,10beta,13alpha-tetraacetoxytaxa-4(20),11-dien-1beta-ol (8) and 5alpha,9alpha,10beta,13alpha-tetraacetoxy-11(15-->1) abeotaxa-4(20), 11-dien-15-ol (9) were obtained. (C) 2003 Elsevier Science Ltd. All rights reserved.