3,8-二羟基-1-甲基蒽醌-2-羧酸 | 69119-31-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 3,8-二羟基-1-甲基蒽醌-2-羧酸
• 英文名称: 3,8-dihydroxy-1-methylanthraquinone-2-carboxylic acid
• 英文别名: DMAC；3,8-dihydroxy-1-methyl-9,10-dioxoanthracene-2-carboxylic acid
• CAS: 69119-31-9
• 化学式: C₁₆H₁₀O₆
• 分子量: 298.252
• InChiKey: MHABMANUFPZXEB-UHFFFAOYSA-N

物化性质

• 物理描述：
  Solid
• 熔点：
  248-250°C

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,8-二羟基-1-甲基蒽醌-2-羧酸 在 硫酸 、 硝酸 、 一水合肼 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4,5,7-triamino-3,8-dihydroxy-1-methyl-9,10-dioxo-9,10-dihydroanthracene-2-carboxylic acid
  参考文献：
  名称：

  [EN] ANTHRAQUINONIC DERIVATIVES AND THEIR USE AS COLOURING AGENTS
  [FR] DÉRIVÉS ANTHRAQUINONIQUES ET LEUR UTILISATION EN TANT QU'AGENTS COLORANTS

  摘要：

  本发明涉及一种具有化学式（I-0）的化合物或其盐。该发明进一步涉及将这种化合物用作着色剂的用途。该发明还涉及包含这种化合物的着色组合物。

  公开号：

  WO2020016245A1
• 作为产物：
  描述：

  7-desmethyloxanthroquinone ethyl ester 在 lithium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 以90%的产率得到3,8-二羟基-1-甲基蒽醌-2-羧酸
  参考文献：
  名称：

  Rare Streptomyces sp. polyketides as modulators of K-Ras localisation

  摘要：

  一种罕见的氧黄色素类聚酮类化合物从土壤源的链霉菌 sp 中分离出来。 SAR 调查表明，选择性类似物可以诱导显著的 K-Ras 细胞膜错位，并且可以增强链霉菌素的 K-Ras 细胞膜错位特性。

  DOI：

  10.1039/c4ob00745j

文献信息

• Recombinant production of novel polyketides
  申请人：THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP1568774A2

  公开（公告）日：2005-08-31

  Novel polyketides and novel methods of efficiently producing both new and known polyketides, using recombinant technology, are disclosed. In particular, a novel host-vector system is described which is used to produce polyketide synthases which in turn catalyze the production of a variety of polyketides.

  本文公开了新型多酮以及利用重组技术高效生产新型和已知多酮的新方法。特别是介绍了一种新型宿主-载体系统，该系统用于生产多酮合成酶，而多酮合成酶又能催化多种多酮的生产。
• A combinatorial polyketide library
  申请人：The Leland Stanford Junior University

  公开号：EP1614756A1

  公开（公告）日：2006-01-11

  Novel polyketides and novel methods of efficiently producing both new and known polyketides, using recombinant technology, are disclosed. In particular, a novel host-vector system is described which is used to produce polyketides synthases which in turn catalyze the production of a variety of polyketides.

  本文公开了新型多酮以及利用重组技术高效生产新型和已知多酮的新型方法。特别是介绍了一种新型宿主-载体系统，该系统用于生产多酮合成酶，而多酮合成酶又能催化多种多酮的生产。
• 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。
• Recombinant production of novel
  申请人：——

  公开号：US20010039021A1

  公开（公告）日：2001-11-08

  Novel polyketides and novel methods of efficiently producing both new and known polyketides, using recombinant technology, are disclosed. In particular, a novel host-vector system is described which is used to produce polyketide synthases which in turn catalyze the production of a variety of polyketides.

  本文公开了新型多酮以及利用重组技术高效生产新型和已知多酮的新方法。特别是介绍了一种新型宿主-载体系统，该系统用于生产多酮合成酶，而多酮合成酶又能催化多种多酮的生产。
• Structure–activity relationships of semisynthetic mumbaistatin analogs
  作者：Taek Soon Lee、Abhirup Das、Chaitan Khosla

  DOI：10.1016/j.bmc.2007.05.019

  日期：2007.8

  Mumbaistatin (1), a new anthraquinone natural product, is one of the most potent known inhibitors of hepatic glucose-6-phosphate translocase, an important target for the treatment of type II diabetes. Its availability, however, has been limited due to its extremely low yield from the natural source. Starting from DMAC (5, 3,8-dihydroxyanthraquinone-2-carboxylic acid), a structurally related polyketide product of engineered biosynthesis, we developed a facile semisynthetic method that afforded a variety of mumbaistatin analogs within five steps. This work was facilitated by the initial development of a DMAC overproduction system. In addition to reinforcing the biological significance of the anthraquinone moiety of mumbaistatin, several semisynthetic analogs were found to have low micromolar potency against the translocase in vitro. Two of them were also active in glucose release assays from primary hepatocytes. The synergistic combination of biosynthesis and synthesis is a promising avenue for the discovery of new bioactive substances. (c) 2007 Elsevier Ltd. All rights reserved.