2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol | 18736-36-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol
• 英文别名: peonidin cation；paeonidin；malvidin；peonidin；Pn；3,5,7-trihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-chromenylium；2-(4-hydroxy-3-methoxyphenyl)chromenylium-3,5,7-triol
• CAS: 18736-36-2
• 化学式: C₁₆H₁₃O₆
• 分子量: 301.276
• InChiKey: XFDQJKDGGOEYPI-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  3.21
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  91.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  尿苷(5')二氢二磷酰(1)-alpha-D-葡萄糖 、 2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol 在 recombinant anthocyanin 5-O-glucosyltransferase 作用下， 以 乙二醇甲醚 为溶剂， 反应 0.27h， 生成 3,7-Dihydroxy-2-(4-hydroxy-3-methoxy-phenyl)-5-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromenylium
  参考文献：
  名称：

  Ectopic Expression of Anthocyanin 5-O-Glucosyltransferase in Potato Tuber Causes Increased Resistance to Bacteria

  摘要：

  The principal goal of this paper was to investigate the significance of anthocyanin 5-O-glucosyltransferase (5-UGT) for potato tuber metabolism. The ectopic expression of a 5-UGT cDNA in the tuber improved the plant's defense against pathogen infection. The resistance of transgenic lines against Erwinia carotovora subsp. carotovora was about 2-fold higher than for nontransformed plants. In most cases the pathogen resistance was accompanied by a significant increase in tuber yield. To investigate the molecular basis of transgenic potato resistance, metabolic profiling of the plant was performed. In tuber extracts, the anthocyanin 3,5-O-substituted level was significantly increased when compared to that of the control plant. Of six anthocyanin compounds identified, the highest quantity for pelargonidin 3-rutinoside-5-glucoside acylated with p-coumaric acid and peonidin 3-rutinoside-5-glucoside acylated with p-coumaric acid was detected. A significant increase in starch and a decrease in sucrose level in transgenic tubers have been detected. The level of all other metabolites (amino acids, organic acids, polyamines, and fatty acids) was quite the same as in nontransformants. The plant resistance to bacterial infection correlates with anthocyanin content and sucrose level. The properties of recombinant glucosyltransferase were analyzed in in vitro experiments. The enzyme kinetics and its biochemical properties were similar to those from other sources.

  DOI：

  10.1021/jf048449p
• 作为产物：
  描述：

  peonidin 3-O-rutinoside 生成 2-(4-hydroxy-3-methoxyphenyl)benzo[b]oxin-3,5,7-triol
  参考文献：
  名称：

  Separation and elucidation of anthocyanins in the fruit of mockstrawberry (Duchesnea indica Focke)

  摘要：

  Anthocyanin pigments in the fruit of mockstrawberry (Duchesnea indica Focke), were extracted with 0.1% HCl in ethanol, and the crude anthocyanin extract was purified by a C18 Sep-Pak cartridge open-column chromatography. High-performance liquid chromatography (HPLC) with photodiode array detection and mass spectrometry (MS) was applied for the isolation and composition analysis of anthocyanins in the fruit of mockstrawberry and their aglycones from acid hydrolysis. Three anthocyanins were found in the fruit of mockstrawberry and they were identified as cyanidin 3-O-rutinoside (61%), peonidin 3-O-rutinoside (34%), and petunidin 3-O-rutinoside (5%), respectively, by spectroscopic methods (UV-vis and MS). The two major anthocyanins were isolated by preparative HPLC, and their chemical structures were further characterised by H (1) NMR. On the basis of chromatographic data, the total anthocyanin content was 205 mg g(-1) of the fresh fruit of mockstrawberry.

  DOI：

  10.1080/14786410802496903

文献信息

• COMPOSITIONS INCLUDING ANTHOCYANIN OR ANTHOCYANIDIN FOR THE PREVENTION OR TREATMENT OF ARTICULAR CARTILAGE-ASSOCIATED CONDITIONS
  申请人：Johnson Lanny L.

  公开号：US20100196331A1

  公开（公告）日：2010-08-05

  Methods of treating an arthritic joint of a subject, including administering a pharmaceutical composition by injection into the arthritic joint, wherein the composition includes an anthocyanin or anthocyanidin, glucose, and a pharmaceutically acceptable carrier.

  治疗受试者关节炎关节的方法，包括通过注射将药物组合物给药于关节炎关节，其中该组合物包括花青素或花青素苷、葡萄糖和药用可接受载体。
• [EN] SMALL MOLECULE COMPOUNDS TO SUPPORT HEALTHY HUMAN AGING<br/>[FR] COMPOSÉS À PETITES MOLÉCULES POUR FAVORISER UN VIEILLISSEMENT HUMAIN SAIN
  申请人：CARDAX PHARMA INC

  公开号：WO2018183353A1

  公开（公告）日：2018-10-04

  Disclosed herein are methods of activating expression of the FOXO3 gene in a subject comprising administering to a subject small molecule compound (such as astaxanthin and/or one or more astaxanthin derivatives), or pharmaceutically acceptable salts thereof, in an amount sufficient to at least partially increase the amount of FoxO3 expressed in the subject.

  本文揭示了一种激活主体中FOXO3基因表达的方法，包括向主体施用小分子化合物（如虾青素和/或一个或多个虾青素衍生物）或其药用可接受盐，以足够数量至少部分增加主体中表达的FoxO3的方法。
• [EN] SWEETNESS AND TASTE IMPROVEMENT OF STEVIOL GLYCOSIDE AND MOGROSIDE SWEETENERS WITH DIHYDROCHALCONES<br/>[FR] AMÉLIORATION DE LA SUCROSITÉ ET DU GOÛT D'ÉDULCORANTS À BASE DE GLYCOSIDE DE STÉVIOL ET DE MOGROSIDE AVEC DES DIHYDROCHALCONES
  申请人：COCA COLA CO

  公开号：WO2018200663A1

  公开（公告）日：2018-11-01

  Compositions and consumables comprising certain sweeteners and at least one dihydrochalcone of Formula I are provided herein, wherein the at least one sweetener is selected from certain steviol glycoside and/or mogroside sweeteners in sweetening amounts. The at least one dihydrochalcone enhances the sweetness of the consumable and optionally modulates one or more taste attributes to make the consumable taste more like a sucrose-sweetened consumable. Methods of enhancing the sweetness of a consumable, methods of making a consumable taste more like a sucrose-sweetened consumable and methods of preparing consumables are also detailed herein.

  本文提供了包含某些甜味剂和至少一种式I的二氢黄酮的组合物和消耗品，其中至少一种甜味剂选自某些甜菊苷和/或蒙果甙甜味剂，用于调味。至少一种二氢黄酮增强了消耗品的甜味，并可选择性地调节一个或多个口味属性，使消耗品的口感更像蔗糖甜味的消耗品。本文还详细介绍了增强消耗品甜味的方法，使消耗品口感更像蔗糖甜味的方法以及制备消耗品的方法。
• [EN] COMPOUNDS, COMPOSITIONS, AND METHODS FOR MODULATING SWEET TASTE<br/>[FR] COMPOSÉS, COMPOSITIONS ET PROCÉDÉS PERMETTANT DE MODULER LE GOÛT DE SUCRÉ
  申请人：CHROMOCELL CORP

  公开号：WO2014153000A1

  公开（公告）日：2014-09-25

  The present invention provides edible compositions comprising a sweet taste modulator of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of sugar in a food product, methods of reducing the caloric intake in a diet, and methods of enhancing sweet taste in a food product.

  本发明提供了包含本发明的甜味调节剂的食用组合物，包括这种食用组合物的食品产品以及制备这种食品产品的方法。本发明还提供了减少食品产品中糖的量的方法，减少饮食中热量摄入的方法，以及增强食品产品中甜味的方法。
• Artificially coloring the skin with a carotene compound, a xanthophyll compound and a lipophilic green dye composition
  申请人：Cassin Guillaume

  公开号：US20100150853A1

  公开（公告）日：2010-06-17

  A method for artificially coloring the skin entails topical application thereon of a composition containing, formulated into a physiologically acceptable medium: a) at least one compound of the carotene type, b) at least one compound of the xanthophyll type, c) at least one lipophilic green dye; the composition advantageously includes a mixture of dyes including: a) at least one compound of the carotene type, b) at least astaxanthin, c) at least one lipophilic green dye.

  一种人工着色皮肤的方法包括在皮肤上局部涂抹一种含有以下成分的组合物，配制成生理可接受的介质：a) 至少一种类胡萝卜素的化合物，b) 至少一种黄色素类的化合物，c) 至少一种亲脂性绿色染料；该组合物优选包括一种混合染料，其中包括：a) 至少一种类胡萝卜素的化合物，b) 至少一种虾青素，c) 至少一种亲脂性绿色染料。