16-hydroxy-9-hexadecenoic acid | 1619-68-7

• 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: 16-hydroxy-9-hexadecenoic acid
• 英文别名: 16-Hydroxy-trans-hexadec-9-enoic acid；16-hydroxyhexadec-trans-9-enoic acid；16-hydroxy-(E)-9-hexadecenoic acid；16-hydroxyhexadec-9(E)-enoic acid；16-hydroxyhecadec-9E-enoic acid；trans-16-hydroxy-9-hexadecenoic acid；16-Hydroxyhexadec-9-enoic acid；(E)-16-hydroxyhexadec-9-enoic acid
• CAS: 1619-68-7；17278-80-7；18951-79-6
• 化学式: C₁₆H₃₀O₃
• 分子量: 270.412
• InChiKey: RPQJFAIEPUKQHK-HNQUOIGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  16-hydroxy-9-hexadecenoic acid 在 吡啶 、 甲酸 、 硫酸 、 双氧水 、 原甲酸三乙酯 作用下， 以 苯甲醇 为溶剂， 生成 methyl 16-acetoxy-hexadec-9(Z)-enoate
  参考文献：
  名称：

  Agarwal, S. C.; Rajendran, I., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1993, vol. 32, # 4, p. 487 - 488

  摘要：

  DOI：
• 作为产物：
  描述：

  8-溴辛酸 在 lithium amide 、 氨 、 sodium 、 ferric nitrate 作用下， 以 四氢呋喃 、 乙醚 、 氨 为溶剂， 反应 44.0h， 生成 16-hydroxy-9-hexadecenoic acid
  参考文献：
  名称：

  Riche, Francoise; Mathieu, Jean-Paul; Vincens, Maurice, Bulletin de la Societe Chimique de France, 1984, vol. 2, # 1-2, p. 49 - 55

  摘要：

  DOI：

文献信息

• [EN] METHOD FOR PRODUCING OMEGA-HYDROXY FATTY ACID ESTER AND PRECURSOR COMPOUND THEREOF<br/>[FR] PROCÉDÉ DE PRODUCTION D'ESTER D'ACIDE OMÉGA-HYDROXY GRAS ET SON COMPOSÉ PRÉCURSEUR
  申请人：KAO CORP

  公开号：WO2016103677A1

  公开（公告）日：2016-06-30

  Provided is a method for producing a compound represented by Formula (III) while the production of by-products due to, for example, dimerization of a raw material or isomerization of a double bond position is suppressed. The method is a method for producing omega-hydroxy fatty acid ester and a precursor compound thereof of Formula (III), in which an alcohol derivative and a carboxylic acid derivative are subjected to a metathesis reaction in the presence of a catalyst to obtain a compound of Formula (III), wherein the alcohol derivative is at least one selected from the group consisting of a compound of Formula (VI) and a compound of Formula (I), and the carboxylic acid derivative is at least one selected from the group consisting of a compound of Formula (VII) and a compound of Formula (II), wherein the case where the alcohol derivative is formed of a compound of Formula (I) and the carboxylic acid derivative is formed of a compound of Formula (II) is excluded,

  提供了一种生产由公式（III）表示的化合物的方法，同时抑制了例如由于原料的聚合或双键位置的异构化而产生的副产品。该方法是一种生产omega-羟基脂肪酸酯及其公式（III）的前体化合物的方法，其中醇衍生物和羧酸衍生物在催化剂的存在下进行烯烃复分解反应以获得公式（III）的化合物，其中醇衍生物至少是公式（VI）的化合物和公式（I）的化合物中的一种，羧酸衍生物至少是公式（VII）的化合物和公式（II）的化合物中的一种，其中醇衍生物由公式（I）的化合物构成且羧酸衍生物由公式（II）的化合物构成的情况被排除。
• Cyanuric chloride, a useful reagent for macrocyclic lactonization
  作者：K. Venkataraman、D.R. Wagle

  DOI：10.1016/s0040-4039(00)92809-0

  日期：1980.1

  Six ω-hydroxy acids have been converted to macrocyclic lactones by treatment with cyanuric chloride and triethylamine in acetone at room temperature. The mechanism apparently involves activation of both the carboxyl and hydroxyl groups.

  通过在室温下用氰尿酰氯和三乙胺在丙酮中的处理，已将六种ω-羟基酸转化为大环内酯。该机理显然涉及羧基和羟基的活化。
• Bacterial CYP153A monooxygenases for the synthesis of omega-hydroxylated fatty acids
  作者：Sumire Honda Malca、Daniel Scheps、Lisa Kühnel、Elena Venegas-Venegas、Alexander Seifert、Bettina M. Nestl、Bernhard Hauer

  DOI：10.1039/c2cc18103g

  日期：——

  CYP153A from Marinobacter aquaeolei has been identified as a fatty acid ω-hydroxylase with a broad substrate range. Two hotspots predicted to influence substrate specificity and selectivity were exchanged. Mutant G307A is 2- to 20-fold more active towards fatty acids than the wild-type. Residue L354 is determinant for the enzyme ω-regioselectivity.

  来自水产海洋杆菌的 CYP153A 被鉴定为具有广泛底物范围的脂肪酸 ω- 羟化酶。预测影响底物特异性和选择性的两个热点被交换。突变体 G307A 对脂肪酸的活性是野生型的 2 到 20 倍。L354 位点决定了酶的ω-区域选择性。
• [EN] METHOD OF REDUCING SPOILAGE IN HARVESTED PRODUCE DURING STORAGE AND SHIPPING<br/>[FR] PROCÉDÉ DE RÉDUCTION DE LA DÉTÉRIORATION DE PRODUITS RÉCOLTÉS PENDANT LE STOCKAGE ET L'EXPÉDITION
  申请人：APEEL TECH INC

  公开号：WO2017172951A1

  公开（公告）日：2017-10-05

  Described herein are formulations and methods of reducing spoilage in harvested produce by reducing the rate of water or mass loss, thereby resulting in high quality produce with lower rates of spoilage. The present disclosure provides coatings and methods of coating produce to prevent moisture loss from produce during storage and shipment of the produce. This in turn allows the produce to be shipped and stored at lower relative humidity (e.g., lower than industry standards for shipment and storage, or lower than about 90% relative humidity), which can help delay the growth of biotic stressors such as fungi, bacteria, viruses, and/or pests.

  本文描述了一种减少收获农产品变质的配方和方法，通过减少水分或质量的流失速率，从而获得质量高、变质率低的农产品。本文提供了覆盖物和覆盖农产品的方法，以防止农产品在储存和运输过程中失去水分。这反过来允许农产品在较低的相对湿度下运输和储存（例如低于行业运输和储存标准或低于约90%的相对湿度），这可以延迟生物胁迫因素（如真菌、细菌、病毒和/或害虫）的生长。
• Chemistry of lac resin-VIII
  作者：A.N. Singh、V.V. Mhaskar、Sukh Dev

  DOI：10.1016/0040-4020(78)80058-1

  日期：1978.1

  Preparation of (E)- and (Z)-16-hydroxy-9-hexadecenoic acids and erythro-aleuritic acid starting from naturally occurring aleuritic acid, is described. 16-Hydroxy-(Z)-9-hexadecenoic acid and jalaric acid have been selectively condensed to furnish the naturally occurring jalaric xxxter-I. The possible importance of this compound in the elaboration of lac resin by the insect is pointed out.

  描述了从天然存在的阿魏酸开始制备（E）-和（Z）-16-羟基-9-十六碳烯酸和赤型-阿尿酸。16-羟基-（Z）-9-十六碳烯酸和and草酸已被选择性地缩合以提供天然存在的j草xxxter-I。指出了该化合物在昆虫加工紫胶树脂中的可能重要性。