9'-hydroxyaloesaponarin II | 722484-71-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9'-hydroxyaloesaponarin II
• 英文别名: 3,8-dihydroxy-1-(hydroxymethyl)anthracene-9,10-dione；1,6-Dihydroxy-8-hydroxymethyl-anthraquinone
• CAS: 722484-71-1
• 化学式: C₁₅H₁₀O₅
• 分子量: 270.241
• InChiKey: FVKAMXQJMZSFNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (1-Hydroxy-8-oxo-11-propanoyloxy-15,16-dioxatetracyclo[7.7.1.02,7.013,17]heptadeca-2(7),3,5,9,11,13(17)-hexaen-3-yl) propanoate 在 potassium carbonate 、 硫脲 、 水 、 sodium chloride 作用下， 以 乙醇 为溶剂， 以13 mg的产率得到9'-hydroxyaloesaponarin II
  参考文献：
  名称：

  Photochemical Hydroxylation of 1-Methyl-9,10-anthraquinones: Synthesis of 9′-Hydroxyaloesaponarin II

  摘要：

  Photolysis of 1-methyl-9,10-anthraquinones in the presence of oxygen yields endoperoxides that can be reduced to produce 1-hydroxymethyl-9,10-anthraquinones. The reaction proceeds in a fashion similar to that or other o-alkylphenones which yield either a 1,4-diradical or a "photoenol" upon irradiation. Anthraquinones undergo photochemistry at a wavelength where the endoperoxide is transparent, allowing, its isolation. A singlet oxygen quencher had no effect on the rate of formation of the endoperoxide. The photochemical hydroxylation has been used in a total synthesis of a naturally occurring polyketide, 9'-hydroxyaloesaponarin II.

  DOI：

  10.1021/jo902247v

文献信息

• Processes and host cells for genome, pathway, and biomolecular engineering
  申请人：enEvolv, Inc.

  公开号：US10370654B2

  公开（公告）日：2019-08-06

  The present disclosure provides compositions and methods for genomic engineering.

  本公开提供了基因组工程的组合物和方法。
• PROCESSES AND HOST CELLS FOR GENOME, PATHWAY, AND BIOMOLECULAR ENGINEERING
  申请人：ENEVOLV, INC.

  公开号：US20160186168A1

  公开（公告）日：2016-06-30

  The present disclosure provides compositions and methods for genomic engineering.
• US9944925B2
  申请人：——

  公开号：US9944925B2

  公开（公告）日：2018-04-17
• Photochemical Hydroxylation of 1-Methyl-9,10-anthraquinones: Synthesis of 9′-Hydroxyaloesaponarin II
  作者：Salwa Elkazaz、Paul B. Jones

  DOI：10.1021/jo902247v

  日期：2010.1.15

  Photolysis of 1-methyl-9,10-anthraquinones in the presence of oxygen yields endoperoxides that can be reduced to produce 1-hydroxymethyl-9,10-anthraquinones. The reaction proceeds in a fashion similar to that or other o-alkylphenones which yield either a 1,4-diradical or a "photoenol" upon irradiation. Anthraquinones undergo photochemistry at a wavelength where the endoperoxide is transparent, allowing, its isolation. A singlet oxygen quencher had no effect on the rate of formation of the endoperoxide. The photochemical hydroxylation has been used in a total synthesis of a naturally occurring polyketide, 9'-hydroxyaloesaponarin II.