araboglycyrrhizin | 121687-83-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: araboglycyrrhizin
• 英文别名: (2S,3S,4S,5R,6R)-6-[[(3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-carboxy-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-2,3,4a,5,6,7,8,9,10,12,12a,14a-dodecahydro-1H-picen-3-yl]oxy]-3,4-dihydroxy-5-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxyoxane-2-carboxylic acid
• CAS: 121687-83-0
• 化学式: C₄₁H₆₂O₁₄
• 分子量: 778.935
• InChiKey: DTMJARJUCFBMFR-LOVMLZDZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  55
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  230
• 氢给体数：
  7
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  araboglycyrrhizin 在 盐酸 作用下， 反应 3.0h， 生成 甘草次酸
  参考文献：
  名称：

  Saponin and Sapogenol. XLIX. On the Constituents of the Roots of Glycyrrhiza inflata BATALIN from Xinjiang, China. Characterization of Two Sweet Oleanane-Type Triterpene Oligoglycosides, Apioglycyrrhizin and Araboglycyrrhizin.

  摘要：

  从新疆省（日文中的“新疆甘草”）采集的干燥甘草根中分离出两种甜味oleanane型三萜低聚糖苷，分别命名为apioglycyrrhizin和araboglycyrrhizin，同时分离出的还有甘草酸（3）、甘草皂苷A3（8）、G2（10）和H2（11）以及已知黄酮糖苷。根据化学和物理化学证据，确定apioglycyrrhizin和araboglycyrrhizin的结构分别为3-O-[β-D-apiofuranosyl(1→2)-β-D-glucuronopyranosyl]甘草亭酸（1）和3-O-[α-L-arabinopyranosyl(1→2)-β-D-glucuronopyranosyl]甘草亭酸（2）。在进行这些研究的过程中，发现通过在甲醇中长时间处理重氮甲烷，可以使葡萄糖苷皂苷的低聚糖部分中的羟基部分甲基化。对迄今为止从各种甘草根中分离出的皂苷的甜度进行了检测，并发现了与甘草酸相比的结构-甜度关系。

  DOI：

  10.1248/cpb.41.1350

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。
• Apioglycyrrhizin and araboglycyrrhizin, two new sweet oleanene-type triterpene oligoglycosides from the root of Glycyrrhiza inflata.
  作者：Isao KITAGAWA、Masahiro SAKAGAMI、Fumi HASHIUCHI、Jun Liang ZHOU、Masayuki YOSHIKAWA、Jiali REN

  DOI：10.1248/cpb.37.551

  日期：——

  Two new sweet oleanene-type triterpene oligoglycosides, named apioglycyrrhizin and araboglycyrrhizin, were isolated from the air-drie root of Glycyrrhiza inflata [Chinese Glycyrrhizae Radix, Shinkyo-kanzo in Japanese], and their structures have been determined on the basis of chemical and physicochemical evidence.

  从胀果甘草（中药名为甘草，日文名为新娇甘）的干燥根中分离出两种新的甘遂型三萜寡糖苷，分别命名为芹菜苷甘草酸和阿拉伯苷甘草酸，并通过化学和物理化学证据确定了它们的结构。
• BITTER TASTE MODIFIERS INCLUDING SUBSTITUTED 1-BENZYL-3-(1-(ISOXAZOL-4-YLMETHYL)-1H-PYRAZOL-4-YL)IMIDAZOLIDINE-2,4-DIONES AND COMPOSITIONS THEREOF
  申请人：SENOMYX, INC.

  公开号：US20160376263A1

  公开（公告）日：2016-12-29

  The present invention includes compounds and compositions known to modify the perception of bitter taste, and combinations of said compositions and compounds with additional compositions, compounds, and products. Exemplary compositions comprise one or more of the following: cooling agents; inactive drug ingredients; active pharmaceutical ingredients; food additives or foodstuffs; flavorants, or flavor enhancers; food or beverage products; bitter compounds; sweeteners; bitterants; sour flavorants; salty flavorants; umami flavorants; plant or animal products; compounds known to be used in pet care products; compounds known to be used in personal care products; compounds known to be used in home products; pharmaceutical preparations; topical preparations; cannabis-derived or cannabis-related products; compounds known to be used in oral care products; beverages; scents, perfumes, or odorants; compounds known to be used in consumer products; silicone compounds; abrasives; surfactants; warming agents; smoking articles; fats, oils, or emulsions; and/or probiotic bacteria or supplements.

  本发明涵盖已知用于改变苦味感知的化合物和组合物，以及所述组合物和化合物与额外的组合物、化合物和产品的组合。示例组合物包括以下一种或多种：冷却剂；无活性药物成分；活性药用成分；食品添加剂或食品；调味剂或调味增强剂；食品或饮料产品；苦味化合物；甜味剂；苦味剂；酸味调味剂；咸味调味剂；鲜味调味剂；植物或动物产品；已知用于宠物护理产品中的化合物；已知用于个人护理产品中的化合物；已知用于家用产品中的化合物；制药制剂；局部制剂；大麻衍生或与大麻相关的产品；已知用于口腔护理产品中的化合物；饮料；香味、香水或除臭剂；已知用于消费品中的化合物；硅化合物；磨料；表面活性剂；发热剂；吸烟物品；脂肪、油脂或乳化剂；和/或益生菌或补充剂。
• COMPOUNDS USEFUL AS MODULATORS OF TRPM8
  申请人：Senomyx, Inc.

  公开号：US20170096418A1

  公开（公告）日：2017-04-06

  The present disclosure relates to compounds which are useful as cooling sensation compounds.

  本公开涉及作为冷感化合物有用的化合物。