3,5,8-三羟基-2-(4-羟基苯基)-7-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯并吡喃-4-酮 | 35815-07-7

• 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: 3,5,8-三羟基-2-(4-羟基苯基)-7-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯并吡喃-4-酮
• 英文名称: 3,4',5,8-tetrahydroxyflavone 7-O-β-D-glucopyranoside
• 英文别名: herbacetin 7-O-β-D-glucopyranoside；7-O-(β-D-glucopyranosyl)galactin；herbacetin 7-O-glucoside；herbacetin 7-glucoside；herbacitrin；7-β-D-glucopyranosyloxy-3,5,8-trihydroxy-2-(4-hydroxy-phenyl)-chromen-4-one；3,5,8-trihydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 35815-07-7
• 化学式: C₂₁H₂₀O₁₂
• 分子量: 464.383
• InChiKey: RSPZVQZNRINVPE-ZGNDCXKCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  207
• 氢给体数：
  8
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3,5,8-三羟基-2-(4-羟基苯基)-7-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯并吡喃-4-酮 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 生成 4-氯-3-氟苯甲醛
  参考文献：
  名称：

  麻黄的黄酮类成分

  摘要：

  摘要 在麻黄中鉴定出两种新的黄酮醇苷，即草本素8-甲基醚3-O-葡萄糖苷-7-O-芸香苷和草本素7-O-(6″-醌基葡萄糖苷)。还发现了已知的黄酮类化合物vicenin II、lucenin III、山奈酚3-鼠李糖苷、槲皮素3-鼠李糖苷和草本素7-葡萄糖苷。分离出的化合物的结构主要由 FABMS 和 1 H NMR 光谱确定。新化合物和草本素 7-葡萄糖苷的最终结构由 13C NMR 光谱证实。

  DOI：

  10.1016/0031-9422(84)83045-9

文献信息

• ICARISIDE COMPOUND, PREPARATION METHOD THEREOF, AND APPLICATION THEREOF
  申请人：FOSHAN GOLDEN HEALTH TECHNOLOGY CO., LTD.

  公开号：US20180201639A1

  公开（公告）日：2018-07-19

  An icariside compound as shown in Formula I wherein the compound is a natural chemical component in the traditional Chinese herbal epimedium or a chemically modified or a totally synthetic product based on the natural component. The compound can be used for preparing pharmaceuticals, health care products, cosmetic and skin care products and the like for improvement of immunity in a human body.

  公式I所示的icariside化合物，其中该化合物是传统中药淫羊藿中的一种天然化学成分，或者是基于这种天然成分的化学改性产品或完全合成产品。该化合物可用于制备药品、保健产品、化妆品和护肤品等，以增强人体免疫力。
• Method For Preparing Icariside II, Cosmetic Composition Containing The Same and the Use Thereof For Skin Whitening
  申请人：Park Jun Seong

  公开号：US20100062492A1

  公开（公告）日：2010-03-11

  Disclosed are a method for preparing icariside II represented by Formula 1, which inhibits the glycosylation of glycoprotein enzyme tyrosinase by inhibiting the enzymatic activity of alpha-glucosidase, which is an enzyme in the glycosylation of tyrosinase, as well as a skin whitening composition.

  本发明公开了一种制备以式1表示的异香草苷II的方法，该方法通过抑制α-葡萄糖苷酶的酶活性来抑制糖基化的酪氨酸酶的糖基化，α-葡萄糖苷酶是酪氨酸酶糖基化中的一种酶，以及一种皮肤美白组合物。
• COSMETIC COMPOSITION CONTAINING HYDROLYSATES OF ICARIIN
  申请人：Park Jun Seong

  公开号：US20090170787A1

  公开（公告）日：2009-07-02

  The present invention relates to a cosmetic composition containing hydrolysates of icariin, and more particularly, a cosmetic composition containing hydrolysates of icariin including icaritin, icariside I and icariside II. The hydrolysates of icariin is prepared by a method comprising the steps of: (a) obtaining an extract from a plant containing icariin using water or an organic solvent; and (b) hydrolyzing the plant extract with an acid, a base, an enzyme or a microorganism producing the enzyme. The cosmetic composition according to the present invention is employed for anti-oxidant, anti-aging, whitening or anti-wrinkling effects.

  本发明涉及一种化妆品组合物，其含有淫羊藿素水解物，更具体地说，是含有淫羊藿素水解物，包括淫羊藿素、淫羊藿苷I和淫羊藿苷II的化妆品组合物。淫羊藿素水解物是通过以下步骤制备的：(a)使用水或有机溶剂从含有淫羊藿素的植物中提取物质；(b)使用酸、碱、酶或产生酶的微生物对植物提取物进行水解。本发明的化妆品组合物可用于抗氧化、抗衰老、美白或抗皱效果。
• USE OF ICARISIDE II IN MANUFACTURE OF PRODUCTS FOR PREVENTING OR TREATING MALE OR FEMALE SEXUAL DYSFUNCTION
  申请人：BJO-Biomed Ltd

  公开号：EP2305273A1

  公开（公告）日：2011-04-06

  The present invention provides the use of icariside II or extract comprising thereof in manufacture of products for preventing or treating male or female sexual dysfunction, in particular, the use for improving pathological or organical changes in erectile tissues of patients with erectile dysfunction.

  本发明提供了冰片苷 II 或包含冰片苷 II 的提取物在制造预防或治疗男性或女性性功能障碍产品中的用途，特别是用于改善勃起功能障碍患者勃起组织的病理或器质性变化。
• Icariside compound, preparation method thereof, and application thereof
  申请人：FOSHAN GOLDEN HEALTH TECHNOLOGY CO., LTD.

  公开号：US11117919B2

  公开（公告）日：2021-09-14

  An icariside compound as shown in Formula I wherein the compound is a natural chemical component in the traditional Chinese herbal epimedium or a chemically modified or a totally synthetic product based on the natural component. The compound can be used for preparing pharmaceuticals, health care products, cosmetic and skin care products and the like for improvement of immunity in a human body.

  一种如式 I 所示的冰片苷化合物，其中该化合物是传统中药附子中的天然化学成分，或基于该天然成分的化学修饰或全合成产品。该化合物可用于制备提高人体免疫力的药品、保健品、化妆品和护肤品等。