(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one
• 英文别名: (E)-4-[8-hydroxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxynaphthalen-2-yl]but-3-en-2-one
• 化学式: C₂₀H₂₂O₈
• 分子量: 390.39
• InChiKey: AUKBWGAXIHUEJL-LQGRJMAXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  虎杖甙 以 甲醇 为溶剂， 反应 0.33h， 生成 (E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one
  参考文献：
  名称：

  WATER-SOLUBLE FLUORESCENCE COMPOUND AND METHOD FOR PREPARING THE SAME

  摘要：

  本发明提供了一种水溶性的白藜芦醇6-O-β-葡萄糖苷[(E)-4-(8-羟基-6-(((2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基)氧基)萘-2-基)丁-3-烯-2-酮]及其具有至少一个水溶性取代基的衍生物的公式1，以及通过白藜芦醇3-O-β-葡萄糖苷及其不发光的公式3的衍生物的光化学反应制备该化合物的方法。这种新的水溶性荧光化合物具有单光子吸收特性和/或双光子吸收特性，并且没有或很少毒性，可以在需要水溶性荧光特性的领域中有用地应用（诊断、荧光探针、体内成像、显示等）。

  公开号：

  US20150031867A1

文献信息

• Water-soluble fluorescence compound and method for preparing the same
  申请人：SNU R&DB FOUNDATION

  公开号：US10077399B2

  公开（公告）日：2018-09-18

  The present invention provides a water-soluble fluorescent compound of resveratrone 6-O-β-glucoside [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one] and its derivatives of Formula I which have at least one water-soluble substituent, and a method for preparing the same by a photochemical reaction of resveratrol 3-O-β-glucoside and its derivatives of having Formula 3 which are not fluorescent. Said new water-soluble fluorescent compounds has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity, and can be usefully utilized in fields that requires water-soluble fluorescent characteristics (diagnosis, fluorescent probe, in vivo imaging, display, etc.).

  本发明提供了一种白藜芦醇 6-O-β-葡萄糖苷[(E)-4-(8-羟基-6-(((2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基)氧基)萘-2-基)丁-3-烯-2-酮]的水溶性荧光化合物及其具有至少一个水溶性取代基的式 I 衍生物、以及一种通过白藜芦醇 3-O-β-葡萄糖苷及其式 3 衍生物的光化学反应制备上述物质的方法。 上述新型水溶性荧光化合物具有单光子吸收特性和/或双光子吸收特性，且无毒或毒性很小，可用于需要水溶性荧光特性的领域（诊断、荧光探针、体内成像、显示等）。
• US9708237B2
  申请人：——

  公开号：US9708237B2

  公开（公告）日：2017-07-18
• [EN] A WATER-SOLUBLE FLUORESCENCE COMPOUND AND METHOD FOR PREPARING THE SAME<br/>[FR] COMPOSÉ FLUORESCENT HYDROSOLUBLE ET SON PROCÉDÉ DE PRÉPARATION
  申请人：SNU R&DB FOUNDATION

  公开号：WO2013039308A3

  公开（公告）日：2013-05-10

  [EN] The present invention provides a water-soluble fluorescent compound of resveratrone 6-O-beta-glucoside [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one] and its derivatives of Forumula 1 which have at least one water-soluble substituent, and a method for preparing the same by a photochemical reaction of resveratrol 3-O-beta-glucoside and its derivatives of having Formula 3 which are not fluorescent. Said new water-soluble fluorescent compounds has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity, and can be usefully utilized in fields that requires water-soluble fluorescent characteristics (diagnosis, fluorescent probe, in vivo imaging, display, etc.).
  [FR] Cette invention concerne un composé fluorescent hydrosoluble de resvératrone-6-O-beta-glucoside, [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)- 3,4,5-trihydroxy-6-(hydroxyméthyl)tétrahydro-2H-pyran-2-yl)oxy)- naphthalén-2-yl)but-3-én-2-one] et ses dérivés de Formule 1 qui portent au moins un substituant hydrosoluble, et un procédé pour les préparer par réaction photochimique du resvératrol-3-O-beta-glucoside et de ses dérivés de Formule 3 qui ne sont pas fluorescents. Lesdits nouveaux composés fluorescents hydrosolubles selon l'invention ont des caractéristiques d'absorption à un photon et/ou des caractéristiques d'absorption à deux photons ainsi qu'une toxicité nulle ou faible qui leur permettent d'être utilisés de manière utile dans les domaines qui exigent des caractéristiques fluorescentes hydrosolubles (diagnostic, sonde fluorescente, imagerie in vivo, affichage, etc.)
• WATER-SOLUBLE FLUORESCENCE COMPOUND AND METHOD FOR PREPARING THE SAME
  申请人：SNU R&DB FOUNDATION

  公开号：US20150031867A1

  公开（公告）日：2015-01-29

  The present invention provides a water-soluble fluorescent compound of resveratrone 6-O-β-glucoside [(E)-4-(8-hydroxy-6-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)naphthalen-2-yl)but-3-en-2-one] and its derivatives of Formula 1 which have at least one water-soluble substituent, and a method for preparing the same by a photochemical reaction of resveratrol 3-O-β-glucoside and its derivatives of having Formula 3 which are not fluorescent. Said new water-soluble fluorescent compounds has single-photon absorptive characteristics and/or two-photon absorptive characteristics as well as no or little toxicity, and can be usefully utilized in fields that requires water-soluble fluorescent characteristics (diagnosis, fluorescent probe, in vivo imaging, display, etc.).

  本发明提供了一种水溶性荧光化合物白藜芦醇 6-O-β-葡萄糖苷[(E)-4-(8-羟基-6-(((2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟甲基)四氢-2H-吡喃-2-基)氧基)萘-2-基)丁-3-烯-2-酮]及其具有至少一个水溶性取代基的化合物的衍生物，以及通过白藜芦醇 3-O-β-葡萄糖苷及其具有不发光的化合物的衍生物进行光化学反应制备上述化合物的方法。所述新的水溶性荧光化合物具有单光子吸收特性和/或双光子吸收特性，以及几乎没有毒性，可在需要水溶性荧光特性的领域（诊断、荧光探针、体内成像、显示等）中得到有益利用。