5,7,3'-trihydroxydihydroquercetin 3-acetate 4'-(methyl ether) | 211255-69-5

• 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: 5,7,3'-trihydroxydihydroquercetin 3-acetate 4'-(methyl ether)
• 英文别名: 3-acetoxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-one；3-Acetoxy-5,7-dihydroxy-2-(3-hydroxy-4-methoxy-phenyl)-chroman-4-on；[5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-2,3-dihydrochromen-3-yl] acetate
• CAS: 211255-69-5
• 化学式: C₁₈H₁₆O₈
• 分子量: 360.32
• InChiKey: RDCGCASRUKHMQH-UHFFFAOYSA-N

物化性质

• 沸点：
  617.3±55.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  123
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  5,7,3'-trihydroxydihydroquercetin 3-acetate 4'-(methyl ether) 在 盐酸 、 乙醇 、 碘 、 potassium acetate 、 溶剂黄146 作用下， 生成 柽柳黄素
  参考文献：
  名称：

  Goel; Seshadri, Proceedings - Indian Academy of Sciences, Section A, 1958, # 47, p. 191,193

  摘要：

  DOI：
• 作为产物：
  描述：

  5,7,3'-tris(benzyloxy)dihydroflavonol 4'-(methyl ether) 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 吡啶 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.5h， 生成 5,7,3'-trihydroxydihydroquercetin 3-acetate 4'-(methyl ether)
  参考文献：
  名称：

  Potential sweetening agents of plant origin. 13. An intensely sweet dihydroflavonol derivative based on a natural product lead compound

  摘要：

  The dihydroflavonol dihydroquercetin 3-acetate (1) was isolated as a sweet constituent of the young shoots of Tessaria dodoneifolia (Hook. & Arn.) Cabrera (Compositae). Compound 1 and dihydroquercetin 3-acetate 4'-(methyl ether) (2), a novel synthetic analogue of this natural product lead compound, were rated by a taste panel as being 80 and 400 times sweeter than a 2% w/v sucrose solution, respectively. Synthetic dihydroquercetin 4'-(methyl ether) (3) showed a reduced sweetness intensity when compared to 2, while (+)-dihydroquercetin (4) was devoid of sweetness. Dihydroflavonol derivatives 1-3 represent a new class of potentially noncaloric and noncariogenic intense sweeteners.

  DOI：

  10.1021/jm00401a030

文献信息

• [EN] ORGANIC COMPOUNDS<br/>[FR] COMPOSÉS ORGANIQUES
  申请人：GIVAUDAN SA

  公开号：WO2021102896A1

  公开（公告）日：2021-06-03

  Disclosed are TRPM8 modulators as defined by formula (I) for achieving a cooling effect on skin and mucousa.

  公开了根据式(I)定义的TRPM8调节剂，用于在皮肤和粘膜上实现降温效果。
• [EN] SUBSTITUTED AZACYLES AS TRMP8 MODULATORS<br/>[FR] AZACYLES SUBSTITUÉS EN TANT QUE MODULATEURS DE TRPM8
  申请人：GIVAUDAN SA

  公开号：WO2021074281A1

  公开（公告）日：2021-04-22

  Disclosed are TRPM8 modulators as defined by formula (I) for achieving a cooling effect on skin and mucousa.

  公开的是根据公式(I)定义的TRPM8调节剂，用于实现皮肤和粘膜的冷却效果。
• FLAVANONE DERIVATIVES AND THEIR USE AS SWEETNESS ENHANCERS
  申请人：Firmenich SA

  公开号：US20220273012A1

  公开（公告）日：2022-09-01

  The present disclosure generally provides a class of flavanone derivatives and their use as sweetness enhancers. In some aspects, the disclosure provides certain compositions that include such flavanone derivatives, such as compositions that include such flavanone derivatives and one or more other sweeteners. In some other aspects, the disclosure provides methods of reducing the caloric content of a sweetened article, such as a sweetened food or beverage product.

  本公开说明通常提供一类黄酮酮衍生物及其作为增甜剂的用途。在某些方面，本说明提供包括这种黄酮酮衍生物的某些组合物，例如包括这种黄酮酮衍生物和一个或多个其他甜味剂的组合物。在其他一些方面，本说明提供减少含糖物品（例如含糖食品或饮料产品）的卡路里含量的方法。
• Goel et al., Proceedings - Indian Academy of Sciences, Section A, 1954, # 39, p. 254,262
  作者：Goel et al.

  DOI：——

  日期：——
• NANAYAKKARA, N. P. DHAMMIKA;HUSSAIN, RAOUF A.;PEZZUTO, JOHN M.;SOEJARTO, +, J. MED. CHEM., 31,(1988) N 6, 1250-1253
  作者：NANAYAKKARA, N. P. DHAMMIKA、HUSSAIN, RAOUF A.、PEZZUTO, JOHN M.、SOEJARTO, +

  DOI：——

  日期：——