猫眼草酚 C | 23370-16-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 猫眼草酚 C
• 中文别名: 猫眼草酚C
• 英文名称: 5,6-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-3,7-dimethoxychromen-4-one
• 英文别名: 5,6,4′-trihydroxy-3,7,3′-trimethoxyflavone；quercetagetin 3,7,3′-trimethyl ether；4',5,6-trihydroxy-3,3',7-trimethoxyflavone；5,6,4'-trihydroxy-3,7,3'-trimethoxyflavone；quercetagetin 3,7,3'-trimethyl ether；chrysosplenol C
• CAS: 23370-16-3
• 化学式: C₁₈H₁₆O₈
• 分子量: 360.32
• InChiKey: QQBSPLCHDUCBNM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  115
• 氢给体数：
  3
• 氢受体数：
  8

安全信息

• 海关编码：
  2914509090
• 储存条件：
  存储条件：2-8°C，密封保存，干燥环境并避免光照。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  六羟黄酮/栎草亭	quercetagetin	90-18-6	C15H10O8	318.24

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  艾黄素	artemetin	479-90-3	C20H20O8	388.374

反应信息

• 作为反应物：
  描述：

  猫眼草酚 C 在 sodium hydride 、 碘甲烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以32%的产率得到艾黄素
  参考文献：
  名称：

  Exploration of Pharmacophore in Chrysosplenol C as Activator in Ventricular Myocyte Contraction

  摘要：

  Chrysosplenol C (4',5,6-trihydroxy-3,3',7-tri-methoxyflavone) isolated from Miliusa balansae has unique structural features as a reversible inotropic agent independent of beta-adrenergic signaling and with selective activation of cardiac myosin ATPase. Hence, a series of chrysosplenol analogues were synthesized and explored for identification of pharmacophore that is essential for the increasing contractility in rat ventricular myocytes. Analogue 7-chloro-2-(3-hydroxypheny1)-3-methoxy-4H-chromen-4-one showed highly potent contractility (54.8% at 10 mu M) through activating cardiac myosin ATPase (38.7% at 10 mu M). Our systematic structure activity relationship study revealed that flavonoid nucleus of chrososplenol C appears to be an essential basic skeleton and hydrophobic substituent at position 7 of chromenone such as methoxy or chloro enhances the activity. Additionally, our ATPase study suggested that these chrysosplenol analogues have selectivity toward cardiac myosin activation. Thus, the novel flavonone with 3-/7-hydrophobic substituent and 3'-hydrogen bonding donor function is a novel scaffold for discovery of a new positive inotropic agent.

  DOI：

  10.1021/acsmedchemlett.5b00043
• 作为产物：
  描述：

  1-(3,6-dihydroxy-2,4-dimethoxy-phenyl)-2-methoxy-ethanone 生成 猫眼草酚 C
  参考文献：
  名称：

  HORIE, TOKUNARU;KAWAMURA, YASUHIKO;TSUKAYAMA, MASAO;YOSHIZAKI, SHIRO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 1216-1220

  摘要：

  DOI：

文献信息

• O-methylation of flavonoids by cell-free extracts of calamondin orange
  作者：Gunter Brunet、Ragai K. Ibrahim

  DOI：10.1016/0031-9422(80)85102-8

  日期：——

  hydroxyls of a number of flavonoids, indicating the existence in citrus tissues of ortho, meta, para and 3-O-methyltransferases. The latter, hitherto unreported enzyme, catalysed the formation of 3-O-methyl ethers of galangin and quercetin. The stepwise O-methylation of a number of compounds, especially quercetin and quercetagetin, tends to suggest a coordinated sequence of O-methylations on the surface

  摘要 柑桔（Citrus mitis）的无细胞提取物催化了许多类黄酮的几乎所有羟基的O-甲基化，表明柑橘组织中存在邻位、间位、对位和3-O-甲基转移酶。后者，迄今未报道的酶，催化高良姜素和槲皮素的 3-O-甲基醚的形成。许多化合物的逐步 O-甲基化，尤其是槲皮素和槲皮素，往往表明多酶复合物表面上存在协调的 O-甲基化序列。所使用的类黄酮底物的甲基受体能力与它们的羟基取代模式和它们的负电子密度分布有关。
• COMPOSITIONS AND METHODS TO ADD VALUE TO PLANT PRODUCTS, SO INCREASING THE COMMERCIAL QUALITY, RESISTANCE TO EXTERNAL FACTORS AND POLYPHENOL CONTENT THEREOF
  申请人：Leschot Sanhueza, Andres Antonio

  公开号：EP2003968A2

  公开（公告）日：2008-12-24
• Compositions and methods to add value to plant products, increasing the commercial quality, resistance to external factors and polyphenol content thereof
  申请人：Nappa Olivera Alvaro

  公开号：US20070232495A1

  公开（公告）日：2007-10-04

  The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
• [EN] COMPOSITIONS AND METHODS TO ADD VALUE TO PLANT PORDUCTS, INCREASING THE COMMERCIAL QUALITY, RESISTANCE TO EXTERNAL FACTORS AND POLYPHENOL CONTENT THEREOF<br/>[FR] Compositions et procedes d'ajout de valeur a des produits vegetaux par augmentation de leur qualite commerciale, de leur resistance a des facteurs externes et de leur teneur en polyphenols
  申请人：LESCHOT SANHUEZA ANDRES ANTONI

  公开号：WO2007110801A2

  公开（公告）日：2007-10-04

  [EN] The invention is related to compositions and methods that naturally protect plant tissues against ultraviolet radiation and temperature, thus giving protection against sunburn to plants, plant parts, fruits and/or flowers during their development. The invention is also related to compositions and methods to naturally improve the color of plants, plant parts, fruits and/or flowers by inducing the natural synthesis of flavonoids and anthocyanins present in plants. Likewise, the present invention is directed to improving the nutritional value of plants, plant parts, fruits and/or flowers by increasing the normal levels of polyphenolic compounds, especially flavonoids, present therein. Additionally, the present invention is related to compositions and methods that give more resistance to plants, plant parts, fruits and/or flowers against pathogens as bacteria and fungi. Finally, the present invention is related to plants, plant parts, fruits, flowers and/or propagating material treated with the compositions described in the present document.
  [FR] L'invention concerne des compositions et des procédés qui protègent naturellement les tissus végétaux contre les radiations ultraviolettes et la température, fournissant par conséquent une protection solaire aux plantes, parties de plantes, fruits et/ou fleurs pendant leur développement. L'invention concerne également des compositions et des procédés pour améliorer naturellement la coloration de plantes, parties de plantes, fruits et/ou fleurs en provoquant la synthèse naturelle de flavonoïdes et d'anthocyanines présents dans les plantes. De même, la présente invention vise à améliorer la valeur nutritive des plantes, parties de plantes, fruits et/ou fleurs en augmentant les niveaux normaux de composés polyphénols, surtout les flavonoïdes, présents dans les plantes. La présente invention concerne aussi des compositions et des procédés qui confèrent une résistance accrue aux plantes, parties de plantes, fruits et/ou fleurs contre les pathogènes tels que bactéries et champignons. Enfin, la présente invention concerne des plantes, parties de plantes, fruits, fleurs et/ou matériel de propagation traités avec les compositions décrites dans le présent document.
• [EN] THERAPEUTIC RELEASE AGENTS<br/>[FR] AGENTS DE LIBÉRATION THÉRAPEUTIQUES
  申请人：ORGANON NV

  公开号：WO2008100977A2

  公开（公告）日：2008-08-21

  [EN] Pharmacological inhibition of fatty acid amide hydrolase (FAAH) activity leads to increased levels of fatty acid amides. Esters of alkylcarbamic acids are disclosed that are inhibitors of FAAH activity. Compounds disclosed herein inhibit FAAH activity. Described herein are processes for the preparation of esters of alkylcarbamic acid compounds, compositions that include them, and methods of use thereof.
  [FR] L'inhibition pharmacologique de l'activité de l'amide hydrolase d'acides gras (FAAH) entraîne une augmentation des taux d'amides d'acides gras. L'invention concerne des esters d'acides alkylcarbamiques qui constituent des inhibiteurs de l'activité de la FAAH. Les composés décrits inhibent l'activité de la FAAH. L'invention concerne aussi des procédés de préparation d'esters de composés d'acides alkylcarbamiques, des compositions renfermant ceux-ci et des procédés d'utilisation de celles-ci.