5α,9α,10β,13α-tetraacetoxytaxa-4(20),11-dien-14β-ol

• 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-tetraacetoxytaxa-4(20),11-dien-14β-ol
• 英文别名: 14β-hydroxytaxusin；[(1S,3R,5S,8R,9R,10R,13R,14R)-9,10,13-triacetyloxy-14-hydroxy-8,12,15,15-tetramethyl-4-methylidene-5-tricyclo[9.3.1.03,8]pentadec-11-enyl] acetate
• 化学式: C₂₈H₄₀O₉
• 分子量: 520.62
• InChiKey: CKKORGVWCAXDRR-HRPSBVSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  37
• 可旋转键数：
  8
• 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

• 作为反应物：
  描述：

  苯甲酰氯 、 5α,9α,10β,13α-tetraacetoxytaxa-4(20),11-dien-14β-ol 在 吡啶 作用下， 反应 16.0h， 以1.2 mg的产率得到14β-hydroxytaxusin benzoate
  参考文献：
  名称：

  台湾红豆杉根皮中的紫杉烷二萜

  摘要：

  十九种化合物，包括紫杉醇 R (1)、紫杉碱 M (2)、紫杉醇 (3)、紫杉醇 (4)、10-deacetyltaxol A (5)、10-deacetyl-7-epi-taxol (6)、7-epi-紫杉醇 (7), 紫杉醇 C, 10-deacetyltaxol C, 7β-xylosyl-10-deacetyltaxol (8), taxamairin A (9), 紫杉素 A, 14β-hydroxytaxusin (10), 5α-hydroxy-7β,9α,10β, 13α-四乙酰氧基-4(20)、11-紫杉二烯、1-脱羟基浆果赤霉素-VI、1β-脱羟基浆果赤霉素-IV、浆果赤霉素IV、浆果赤霉素VI和松甾酮A已从红豆杉的根皮中分离和鉴定。其中，化合物1是一种新的紫杉类化合物，化合物11和7β-xylosyl-10-deacetyltaxol pentaacetate分别是由

  DOI：

  10.1002/jccs.200000151
• 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.
• Taxane Diterpenoids from the Root Bark of Taiwanese Yew<i>Taxus Mairei</i>
  作者：Ya-Ching Shen、Chaturvedula V. S. Prakash、Meng-Chieh Hung

  DOI：10.1002/jccs.200000151

  日期：2000.10

  10-deacetyltaxol A (5), 10-deacetyl-7-epi-taxol (6), 7-epi-taxol (7), taxol C, 10-deacetyltaxol C, 7β-xylosyl-10-deacetyltaxol (8), taxamairin A (9), taxinine A, 14β-hydroxytaxusin (10), 5α-hydroxy-7β,9α,10β, 13α-tetraacetoxy-4(20), 11-taxadiene, 1-dehydroxybaccatin-VI, 1β-dehydroxybaccatin-IV, baccatin IV, baccatin VI and ponasterone A have been isolated and identified from the root bark of Taxus mairei

  十九种化合物，包括紫杉醇 R (1)、紫杉碱 M (2)、紫杉醇 (3)、紫杉醇 (4)、10-deacetyltaxol A (5)、10-deacetyl-7-epi-taxol (6)、7-epi-紫杉醇 (7), 紫杉醇 C, 10-deacetyltaxol C, 7β-xylosyl-10-deacetyltaxol (8), taxamairin A (9), 紫杉素 A, 14β-hydroxytaxusin (10), 5α-hydroxy-7β,9α,10β, 13α-四乙酰氧基-4(20)、11-紫杉二烯、1-脱羟基浆果赤霉素-VI、1β-脱羟基浆果赤霉素-IV、浆果赤霉素IV、浆果赤霉素VI和松甾酮A已从红豆杉的根皮中分离和鉴定。其中，化合物1是一种新的紫杉类化合物，化合物11和7β-xylosyl-10-deacetyltaxol pentaacetate分别是由