花菊素 | 76361-77-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 花菊素
• 中文别名: 千日菊酰胺
• 英文名称: all-trans spilanthol
• 英文别名: deca-2t,6t,8t-trienoic acid isobutylamide；N-isobutyl-deca-2,6,8-trienamide；Deca-2t,6t,8t-triensaeure-isobutylamid；all-trans-Affinin；Decatrien-(2.4.8)-saeure-(10)-isobutylamid；N-Isobutyl-deca-2,6,8-trienamid；(2e,6e,8e)-n-(2-Methylpropyl)-2,6,8-decatrienamide；(2E,6E,8E)-N-(2-methylpropyl)deca-2,6,8-trienamide
• CAS: 76361-77-8
• 化学式: C₁₄H₂₃NO
• 分子量: 221.343
• InChiKey: BXOCHUWSGYYSFW-RXTMUMTRSA-N

物化性质

• 沸点：
  384.7±35.0 °C(Predicted)
• 密度：
  0.896±0.06 g/cm3(Predicted)
• 物理描述：
  Clear, colourless to yellowish brown oil or semisolid; sweet aroma with tingling sensation
• 溶解度：
  Insoluble in water
• 折光率：
  1.491-1.541

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  盐酸 、 花菊素 生成 异丁胺盐酸盐
  参考文献：
  名称：

  AN AMIDE POSSESSING INSECTICIDAL PROPERTIES FROM THE ROOTS OF ERIGERON AFFINIS DC.

  摘要：

  DOI：

  10.1021/jo01179a014
• 作为产物：
  描述：

  千日菊酰胺 在 正己烷 、 碘 作用下， 生成 花菊素
  参考文献：
  名称：

  Constituents of Heliopsis Species. III.¹ cis-trans Isomerism in Affinin

  摘要：

  DOI：

  10.1021/ja01647a030

文献信息

• Compounds and compositions for treating infection
  申请人：Chepkwony Paul Kiprono

  公开号：US20090069277A1

  公开（公告）日：2009-03-12

  Compounds from 14 Kenyan plants, including from the root of Dovyalis abyssinica and Clutia robusta have been characterized and isolated, and their uses are disclosed.

  来自14种肯尼亚植物的化合物，包括 Dovyalis abyssinica 和 Clutia robusta 的根部已经被鉴定和分离，它们的用途也被公开了。
• 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。
• METHOD FOR MANUFACTURING SPILANTHOL AND INTERMEDIATE MANUFACTURING PRODUCT THEREFOR
  申请人：Tanaka Shigeru

  公开号：US20120116116A1

  公开（公告）日：2012-05-10

  Provided is an amide ester that is useful as an intermediate manufacturing product for an aroma compound such as spilanthol or the like. Also provided is a spilanthol manufacturing method using said amide ester. High-purity spilanthol can be manufactured by reacting an amide ester represented by general formula (1) with a basic compound. (In the formula, R 1 represents a phenyl group that may be substituted with a C 1-6 alkyl group and either a C 1-4 alkyl group, a C 1-4 alkoxy group, or a halogen atom; R 2 represents a C 1-8 hydrocarbon group; and the wavy lines represent cis configurations, trans configurations, or a mixture of the two configurations.)

  提供的是一种酰胺酯，可用作香气化合物（如史比兰酮等）的中间制造产品。还提供了一种使用该酰胺酯的史比兰酮制造方法。通过将通式（1）表示的酰胺酯与一种碱性化合物反应，可以制造高纯度的史比兰酮。（在该式中，R1代表可能被C1-6烷基取代的苯基，以及C1-4烷基、C1-4烷氧基或卤素原子中的一种；R2代表C1-8碳氢基团；波浪线代表顺式构型、反式构型或两种构型的混合物。）
• SYNTHETIC SPILANTHOL AND USE THEREOF
  申请人：Lombardo Louis

  公开号：US20100184863A1

  公开（公告）日：2010-07-22

  The present application provides a synthetic spilanthol flavor composition that includes (2E,6Z,8E)-N-(2-methylpropyl)-2,6,8-decatrienamide. The synthetic spilanthol composition can also contain, and at least one of (2E, 6E, 8E)-N-(2-methylpropyl)-2,6,8-decatrienamide and (2E, 6Z, 8Z)-N-(2-methylpropyl)-2,6,8-decatrienamide, the (N-(2-methylpropyl)-2,6,8-decatrienamide being present in amounts effective to impart a salivating or tingle effect while reducing the perception of off notes, as compared to the off-notes perceived upon consumption of natural spilanthol (e.g. spilanthol obtained from jambu oleoresin). Methods of increasing salivation and/or providing a tingling sensation upon consuming an orally consumable product that include adding to the product a synthetic spilanthol flavor composition are also provided. Synthetic spilanthol flavor compositions can be added to orally consumed products, such as, but not limited to, foods, beverages, pharmaceuticals, nutraceuticals, or therapeutic compositions, oral personal care products, gums (e.g. chewing gum or bubble gum), candy or lozenges.

  本申请提供一种合成的牙齿花酚香味组合物，其中包括（2E，6Z，8E）-N-（2-甲基丙基）-2，6，8-癸烯酰胺。合成的牙齿花酚组合物还可以包含至少一种（2E，6E，8E）-N-（2-甲基丙基）-2，6，8-癸烯酰胺和（2E，6Z，8Z）-N-（2-甲基丙基）-2，6，8-癸烯酰胺，其中（N-（2-甲基丙基）-2，6，8-癸烯酰胺）的含量有效地赋予口腔产生流口水或刺痛的效果，同时减少了与天然牙齿花酚（例如从jambu oleoresin获得的牙齿花酚）消费时感知到的异味。还提供了通过向可口服产品中添加合成的牙齿花酚香味组合物来增加口腔分泌和/或提供刺痛感的方法。合成的牙齿花酚香味组合物可以添加到口服产品中，例如但不限于食品、饮料、药品、保健品或治疗组合物、口腔个人护理产品、口香糖（例如嚼口香糖或泡泡糖）、糖果或含片中。