(1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-羟基-11-甲基-6-亚甲基-17-氧代-13,16-二氧杂六环[9.4.2.1(5,8).0(1,10).0(2,8).0(12,14)]十八烷-9-羧酸 | 19147-78-5

• 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
• 中文名称: (1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-羟基-11-甲基-6-亚甲基-17-氧代-13,16-二氧杂六环[9.4.2.1(5,8).0(1,10).0(2,8).0(12,14)]十八烷-9-羧酸
• 中文别名: 赤霉素A6标准品
• 英文名称: Gibberellin A₆
• 英文别名: Gibberellin A6；(1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-hydroxy-11-methyl-6-methylidene-17-oxo-13,16-dioxahexacyclo[9.4.2.15,8.01,10.02,8.012,14]octadecane-9-carboxylic acid
• CAS: 19147-78-5
• 化学式: C₁₉H₂₂O₆
• 分子量: 346.38
• InChiKey: XNBWKKYPKJHUKD-UQJCXHNCSA-N

物化性质

• 熔点：
  >206°C (dec.)
• 沸点：
  609.9±55.0 °C(Predicted)
• 密度：
  1.51±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  96.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  重氮甲烷 、 (1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-羟基-11-甲基-6-亚甲基-17-氧代-13,16-二氧杂六环[9.4.2.1(5,8).0(1,10).0(2,8).0(12,14)]十八烷-9-羧酸 、 碘甲烷 在 sodium hydride 作用下， 生成
  参考文献：
  名称：

  GC-MS 鉴定内源性赤霉素和赤霉素偶联物作为它们的全甲基化衍生物

  摘要：

  摘要 描述了在 DMF 中使用 NaH 和 MeI 制备 GAs 和 GA-葡萄糖苷的全甲基衍生物的简便方法。葡萄糖苷的全甲基衍生物产生尖锐的 GC 峰，它们的 MS 为鉴定 GA 和碳水化合物部分提供了信息。描述了通过全甲基化提取物的 GC-MS 检测和表征菜豆豆荚中的内源性 GA 和 GA-糖苷。描述了通过相同方法对碳水化合物、IAA、ABA 和细胞分裂素进行全甲基化。

  DOI：

  10.1016/0031-9422(81)85157-6
• 作为产物：
  描述：

  赤霉素 A5 在 air 、 alpha-ketoglute dipotassium 、 potassium ascorbate 、 iron(II) sulfate 作用下， 以 various solvent(s) 为溶剂， 反应 1.0h， 生成 (1R,2R,5S,8S,9S,10R,11S,12R,14S)-5-羟基-11-甲基-6-亚甲基-17-氧代-13,16-二氧杂六环[9.4.2.1(5,8).0(1,10).0(2,8).0(12,14)]十八烷-9-羧酸
  参考文献：
  名称：

  Kobayashi, Masatomo; Kwak, Sang-Soo; Kamiya, Yuji, Agricultural and Biological Chemistry, 1991, vol. 55, # 1, p. 249 - 251

  摘要：

  DOI：

文献信息

• Kobayashi, Masatomo; Kwak, Sang-Soo; Kamiya, Yuji, Agricultural and Biological Chemistry, 1991, vol. 55, # 1, p. 249 - 251
  作者：Kobayashi, Masatomo、Kwak, Sang-Soo、Kamiya, Yuji、Yamane, Hisakazu、Takahashi, Nobutaka、Sakurai, Akira

  DOI：——

  日期：——
• SEAWEED COMPOSITION
  申请人：PORT-LOUIS Bernard

  公开号：US20200337315A1

  公开（公告）日：2020-10-29

  A composition derived or derivable from seaweed is provided. The composition comprises one or more plant hormones; and/or one or more acidic polysaccharides. Also provided is a method for producing a composition, including the step of extracting one or more agents from seaweed. A method of stimulating plant growth by applying a composition derived or derivable from seaweed is also provided.
• [EN] METHODS AND COMPOSITIONS FOR AXILLARY SHOOT MICROPROPAGATION OF CANNABIS AND RELATED PLANTS<br/>[FR] MÉTHODES ET COMPOSITIONS DE MICROPROPAGATION DE BOURGEONS AXILAIRES DE CANNABIS ET DE PLANTES APPARENTÉES
  申请人：[en]PHYTOTECH LABS, INC.

  公开号：WO2022081767A1

  公开（公告）日：2022-04-21

  A plant medium composition and methodology of application of the medium as it pertains to the micropropagation of Cannabis and related plant species is described that yields two to four- fold increase in the number of biologically functional nodes from axillary shoots thereby allowing for exponential amplification of such plant species. The compositions comprise basal plant media supplemented with: (i) one or more cytokinins, and (ii) one or more gibberellins and/or brassinolides. This achievement in exponential shoot growth of these plant species represents a marked step forward in the Cannabis industry as it pertains to commercial micropropagation of a recreationally and medicinally important plant whose extracts are the subject of numerous clinical trials.
• GC-MS identification of endogenous gibberellins and gibberellin conjugates as their permethylated derivatives
  作者：Laurent Rivier、Paul Gaskin、Kum-yul S. Albone、Jake MacMillan

  DOI：10.1016/0031-9422(81)85157-6

  日期：1981.1

  preparing permethyl derivatives of GAs and GA-glucosides is described using NaH and MeI in DMF. The permethyl derivatives of the glucosides give sharp GC peaks and their MS provide information for the identification of the GA and carbohydrate moieties. The detection and characterization of endogenous GAs and GA-glycosides in pods of Phaseolus coccineus by GC-MS of permethylated extracts are described

  摘要 描述了在 DMF 中使用 NaH 和 MeI 制备 GAs 和 GA-葡萄糖苷的全甲基衍生物的简便方法。葡萄糖苷的全甲基衍生物产生尖锐的 GC 峰，它们的 MS 为鉴定 GA 和碳水化合物部分提供了信息。描述了通过全甲基化提取物的 GC-MS 检测和表征菜豆豆荚中的内源性 GA 和 GA-糖苷。描述了通过相同方法对碳水化合物、IAA、ABA 和细胞分裂素进行全甲基化。
• Synthesis of gibberellin GA6 and its role in flowering of Lolium temulentum
  作者：Rod W King、Lloyd T Evans、Lewis N Mander、Thomas Moritz、Richard P Pharis、Bruce Twitchin

  DOI：10.1016/s0031-9422(02)00447-8

  日期：2003.1

  The induction of flowering by one long day (LD) in the grass Lolium temulentum is most closely mimicked by application of the gibberellins (GAs) GA(5) or GA(6), both of which occur naturally. These gibberellins promote floral development but have little effect on stem elongation. Endogenous GA(5) and GA(6) contents in the shoot apex double on the day after the LD and, for GA(5) (and we presume for GA(6) as well) reach a concentration known to be inductive for the excised shoot apex in vitro. They are, therefore, strong candidates as LD floral stimuli in this grass. The synthesis of GA(6) and an examination of its florigenic properties in L. temulentum are described. (C) 2003 Elsevier Science Ltd. All rights reserved.