6'-hydroxymethylabscisic acid | 1146973-86-5

• 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: 6'-hydroxymethylabscisic acid
• 英文别名: 8'-hydroxy-abscisic acid；(2Z,4E)-5-[(1R)-1-hydroxy-6-(hydroxymethyl)-2,6-dimethyl-4-oxocyclohex-2-en-1-yl]-3-methylpenta-2,4-dienoic acid
• CAS: 1146973-86-5
• 化学式: C₁₅H₂₀O₅
• 分子量: 280.321
• InChiKey: AVFORCKFTWHFAR-HEBDUERDSA-N

物化性质

• 沸点：
  507.5±50.0 °C(Predicted)
• 密度：
  1.273±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6'-hydroxymethylabscisic acid 以 吡啶 为溶剂， 生成 (2Z,4E)-5-((R)-1-Hydroxy-2,6-dimethyl-4-oxo-6-trimethylsilanyloxymethyl-cyclohex-2-enyl)-3-methyl-penta-2,4-dienoic acid methyl ester
  参考文献：
  名称：

  GC-MS identification of abscisic acid and abscisic acid metabolites in seed of Vigna unguiculata

  摘要：

  DOI：

  10.1016/s0031-9422(00)81965-2
• 作为产物：
  描述：

  (+)-脱落酸 在 Arabidopsis thaliana abscisic acid 8'-hydroxylase CYP₇₀₇A 、 还原型辅酶II(NADPH)四钠盐 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 6'-hydroxymethylabscisic acid
  参考文献：
  名称：

  Abscinazole-E1, a novel chemical tool for exploring the role of ABA 8′-hydroxylase CYP707A

  摘要：

  We developed abscinazole-E1 (Abz-E1), a specific inhibitor of abscisic acid (ABA) 8'-hydroxylase (CYP707A). This inhibitor was designed and synthesized as an enlarged analogue of uniconazole (UNI), a well-known plant growth retardant, which inhibits a gibberellin biosynthetic enzyme (ent-kaurene oxidase, CYP701A) as well as CYP707A. Our results showed that Abz-E1 functions as a potent inhibitor of CYP707A and a poor inhibitor of CYP701A both in vitro and in vivo. Abz-E1 application to plants resulted in improved desiccation tolerance and an increase in endogenous ABA. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.11.011

文献信息

• Abscinazole-E1, a novel chemical tool for exploring the role of ABA 8′-hydroxylase CYP707A
  作者：Mariko Okazaki、Hataitip Nimitkeatkai、Taku Muramatsu、Hikaru Aoyama、Kotomi Ueno、Masaharu Mizutani、Nobuhiro Hirai、Satoru Kondo、Toshiyuki Ohnishi、Yasushi Todoroki

  DOI：10.1016/j.bmc.2010.11.011

  日期：2011.1

  We developed abscinazole-E1 (Abz-E1), a specific inhibitor of abscisic acid (ABA) 8'-hydroxylase (CYP707A). This inhibitor was designed and synthesized as an enlarged analogue of uniconazole (UNI), a well-known plant growth retardant, which inhibits a gibberellin biosynthetic enzyme (ent-kaurene oxidase, CYP701A) as well as CYP707A. Our results showed that Abz-E1 functions as a potent inhibitor of CYP707A and a poor inhibitor of CYP701A both in vitro and in vivo. Abz-E1 application to plants resulted in improved desiccation tolerance and an increase in endogenous ABA. (C) 2010 Elsevier Ltd. All rights reserved.
• GC-MS identification of abscisic acid and abscisic acid metabolites in seed of Vigna unguiculata
  作者：Akinbo A. Adesomoju、Joseph I. Okogun、Donald E.U. Ekong、Paul Gaskin

  DOI：10.1016/s0031-9422(00)81965-2

  日期：1980.1