(E)-heptadeca-1,9-dien-4,6-diyn-3,8-diol | 30779-95-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-heptadeca-1,9-dien-4,6-diyn-3,8-diol
• 英文别名: (9E)-heptadeca-1,9-dien-4,6-diyne-3,8-diol
• CAS: 30779-95-4
• 化学式: C₁₇H₂₄O₂
• 分子量: 260.376
• InChiKey: QWCNQXNAFCBLLV-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  反式-2-癸烯醛 在 ammonium chloride 、 氧气 、 copper(l) chloride 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 为溶剂， 20.0~60.0 ℃ 、300.0 kPa 条件下， 反应 20.0h， 生成 (E)-heptadeca-1,9-dien-4,6-diyn-3,8-diol
  参考文献：
  名称：

  Quantitative Studies and Sensory Analyses on the Influence of Cultivar, Spatial Tissue Distribution, and Industrial Processing on the Bitter Off-Taste of Carrots (Daucus carota L.) and Carrot Products

  摘要：

  Although various reports pointed to 6-methoxymellein (1) as a key player imparting the bitter taste in carrots, activity-guided fractionation experiments recently gave evidence that not this isocoumarin but bisacetylenic oxylipins contribute mainly to the off-taste. Among these, (Z)-heptadeca-1,9-dien-4,6-diyn-3-ol (2), (Z)-3-acetoxy-heptadeca-1,9-dien-4,6-diyn-8-ol (3), and (Z)-heptadeca-1,9-dien-4,6-diyn-3,8-diol (falcarindiol, 4) have been successfully identified. In the present study, an analytical procedure was developed enabling an accurate quantitation of 1-4 in carrots and carrot products. To achieve this, (E)-heptadeca-1,9-dien-4,6-diyn-3,8-diol was synthesized as a suitable internal standard for the quantitative analysis of the bisacetylenes. On the basis of taste activity values, calculated as the ratio of the concentration and the human sensory threshold of a compound, a close relationship between the concentration of 4 and the intensity of the bitter off-taste in carrots, carrot puree, and carrot juice was demonstrated, thus showing that compound 4 might offer a new analytical measure for an objective evaluation of the quality of carrot products. Quantitative analysis on the intermediate products in industrial carrot processing revealed that removing the peel as well as green parts successfully decreased the concentrations in the final carrot puree by more than 50%.

  DOI：

  10.1021/jf0496393

文献信息

• TASTE MODULATOR AND METHOD OF USE THEREOF
  申请人：International Flavors & Fragrances Inc.

  公开号：US20150104398A1

  公开（公告）日：2015-04-16

  The present invention is directed to a novel taste-masking composition comprising a taste-masking effective amount of an Angelica root extract, which shows unexpected effectiveness in reducing an undesirable taste in a food product (e.g., a beverage, broth, or whole grain food product), a dental product, an oral hygiene product or a medicinal product.

  本发明涉及一种新型掩味组合物，包括一定量的Angelica根提取物，该提取物在减少食品产品（例如饮料、汤、全谷食品产品）、口腔产品、口腔卫生产品或药品中的不良味道方面表现出意想不到的有效性。
• Nitrate prodrugs able to release nitric oxide in a controlled and selective way and their use for prevention and treatment of inflammatory, ischemic and proliferative diseases
  申请人：Scaramuzzino, Giovanni

  公开号：EP1336602A1

  公开（公告）日：2003-08-20

  New pharmaceutical compounds of general formula (I): F-(X)q where q is an integer from 1 to 5, preferably 1; -F is chosen among drugs described in the text, -X is chosen among 4 groups -M, -T, -V and -Y as described in the text. The compounds of general formula (I) are nitrate prodrugs which can release nitric oxide in vivo in a controlled and selective way and without hypotensive side effects and for this reason they are useful for the preparation of medicines for prevention and treatment of inflammatory, ischemic, degenerative and proliferative diseases of musculoskeletal, tegumental, respiratory, gastrointestinal, genito-urinary and central nervous systems.

  通式（I）的新药物化合物：F-（X）q，其中q是1到5的整数，最好是1；-F是在文本中描述的药物中选择的，-X是在文本中描述的4个组-M，-T，-V和-Y中选择的。通式（I）的化合物是硝酸盐前药，可以在体内以受控和选择性的方式释放一氧化氮，而不会产生降压副作用，因此它们非常适用于制备用于预防和治疗肌肉骨骼，皮肤，呼吸，消化，泌尿和中枢神经系统的炎症，缺血，退行性和增生性疾病的药物。
• ANTIPROTOZOAL AGENT
  申请人：Japan Health Sciences Foundation

  公开号：EP1779892A1

  公开（公告）日：2007-05-02

  The present invention provides an antiprotozoal agent, which is particularly preferred as an antileishmanial agent. Specifically, the present invention is directed to an antiprotozoal agent comprising, as an active ingredient, a compound of Formula (I): wherein R is -H or acyl, a salt thereof, or solvate thereof.

  本发明提供了一种抗原虫制剂，特别优选作为抗利什曼病制剂。具体地说，本发明涉及一种抗原虫制剂，其活性成分包括式（I）化合物： 其中 R 是-H 或酰基、 其盐或其溶液。
• Bitter taste receptor agonists for topical use
  申请人：Albert-Ludwigs-Universität Freiburg

  公开号：EP2865421A1

  公开（公告）日：2015-04-29

  The invention relates to the use of ligands to a bitter taste receptor in the treatment of a pathological condition of an epithelial barrier such as skin disorders and disorders affecting the sinonasal mucosa and/or the eye.

  本发明涉及使用苦味受体的配体来治疗上皮屏障的病理状态，如皮肤病和影响鼻窦粘膜和/或眼睛的疾病。
• ORALE DARREICHUNGSFORM
  申请人：LTS Lohmann Therapie-Systeme AG

  公开号：EP3299010A1

  公开（公告）日：2018-03-28

  Es werden stabile Darreichungsformen zur oralen Verabreichung von pharmazeutischen Wirkstoffen offenbart, in denen eine unangenehme Geschmacksempfindung, verursacht durch Freisetzung des pharmazeutischen Wirkstoffs und/oder der Hilfsstoffe im Mund- und Rachenraum des Patienten, durch Verwendung von theobrominfreien Kakao überdeckt wird.

  本发明公开了用于口服活性药物成分的稳定剂型，通过使用不含可可碱的可可来掩盖因活性药物成分和/或赋形剂在患者口腔和喉咙中释放而引起的不愉快味觉。