9,12,13-TRIHYDROXY-OCTADEC-10-ENOIC-ACID | 912550-34-6

• 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: 9,12,13-TRIHYDROXY-OCTADEC-10-ENOIC-ACID
• 英文别名: 9,12,13-trihydroxy-(E)-10-octadecenoic acid；9,12,13-trihydroxy-10(E)-octadecenoic acid；9,12,13-trihydroxy-10E-octadecenoic acid；10E-9,12,13-trihydroxyoctadecanoic acid；pinellic acid；9,12,13-Trihydroxy-10-trans-octadecensaeure；(E)-9,12,13-trihydroxyoctadec-10-enoic acid
• CAS: 912550-34-6；232949-82-5
• 化学式: C₁₈H₃₄O₅
• 分子量: 330.465
• InChiKey: MDIUMSLCYIJBQC-BUHFOSPRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9,12,13-TRIHYDROXY-OCTADEC-10-ENOIC-ACID 在 吡啶 作用下， 以 甲醇 、 乙醚 为溶剂， 反应 0.33h， 生成 methyl (E)-9,12,13-tris(trimethylsilyloxy)octadec-10-enoate
  参考文献：
  名称：

  An antifungal compound, 9,12,13-trihydroxy-(E)-10-octadecenoic acid, from Colocasia antiquorum inoculated with Ceratocystis fimbriata

  摘要：

  DOI：

  10.1016/s0031-9422(00)98051-8
• 作为产物：
  描述：

  (Z,Z)-9,12-十八烷二烯酸二聚物 生成 9,12,13-TRIHYDROXY-OCTADEC-10-ENOIC-ACID
  参考文献：
  名称：

  Zur Bildung isomerer Trihydroxy-octadecens�uren bei der enzymatischen Oxydation von Linols�ure durch Gerstenmehl

  摘要：

  DOI：

  10.1007/bf00897674

文献信息

• Total synthesis of pinellic acid, a potent oral adjuvant for nasal influenza vaccine. Determination of the relative and absolute configuration
  作者：Toshiaki Sunazuka、Tatsuya Shirahata、Kiminari Yoshida、Daisuke Yamamoto、Yoshihiro Harigaya、Takayuki Nagai、Hiroaki Kiyohara、Haruki Yamada、Isao Kuwajima、Satoshi Ōmura

  DOI：10.1016/s0040-4039(01)02348-6

  日期：2002.2

  from a medicinal plant Pinelliae tuber, has potent adjuvant activity. The absolute configuration of pinellic acid was expected by derivatization of this compound and CD exciton chirality method. A convergent synthetic route to pinellic acid has been developed via regioselective asymmetric dihydroxylation and stereoselective reduction. The absolute configuration of pinellic acid was determined to be 9S

  从药用植物半夏中分离出的松香酸（1）具有有效的佐剂活性。通过该化合物的衍生化和CD激子手性法可以预期到松果酸的绝对构型。通过区域选择性的不对称二羟基化和立体选择性的还原，已经开发出一种聚合的合成壬二酸的途径。通过与天然和合成化合物的光谱数据进行比较，确定了半乳糖酸的绝对构型为9 S，12 S，13 S。
• Vaccine preparation containing fatty acid as component
  申请人：——

  公开号：US20040024058A1

  公开（公告）日：2004-02-05

  The present invention provides an adjuvant that is a hydroxy unsaturated fatty acid or a derivative thereof, as well as a vaccine preparation containing the adjuvant as a constituent. For example, a vaccine shows sufficient activity to enhance the immunity when a hydroxy unsaturated fatty acid having the following structure is administered: 1

  本发明提供了一种辅助剂，其为羟基不饱和脂肪酸或其衍生物，以及包含该辅助剂作为组成部分的疫苗制剂。例如，当给予具有以下结构的羟基不饱和脂肪酸时，疫苗显示出足够的活性以增强免疫力：1
• Skin treatment compositions
  申请人：UNILEVER N.V.

  公开号：EP0097059A2

  公开（公告）日：1983-12-28

  A composition suitable for topical application to human skin comprises, in addition to a suitable vehicle and a perfume, an active ingredient which can control skin barrier functions. The active ingredient is (a) a long chain ω-hydroxy fatty acid or a carboxy-substituted derivative, (b) an hydroxy- or epoxy- derivative of an essential fatty acid or an ester formed between (a) and (b). Certain novel compounds of structures (a), (b) and (a) (b) esters are also claimed.

  一种适用于人体皮肤局部施用的组合物，除含有适当的载体和香料外，还含有 一种可控制皮肤屏障功能的活性成分。活性成分是：(a) 长链ω-羟基脂肪酸或羧基取代的衍生物；(b) 必需脂肪酸的羟基或环氧衍生物或(a)和(b)之间形成的酯。本发明还要求得到结构为(a)、(b)和(a)(b)酯的某些新型化合物。
• VACCINE PREPARATIONS CONTAINING FATTY ACIDS AS CONSTITUENT
  申请人：THE KITASATO INSTITUTE

  公开号：EP1195162A1

  公开（公告）日：2002-04-10

  The present invention provides an adjuvant containing a hydroxy unsaturated fatty acid, as well as a vaccine containing the adjuvant as a constituent. For example, a vaccine capable of sufficiently enhancing the immunity is provided by administering a hydroxy unsaturated fatty acid having the following structure:

  本发明提供了一种含有羟基不饱和脂肪酸的佐剂，以及一种以该佐剂为成分的疫苗。例如，通过施用具有以下结构的羟基不饱和脂肪酸，可以提供一种能够充分增强免疫力的疫苗：
• VACCINE PREPARATION CONTAINING FATTY ACID AS COMPONENT
  申请人：THE KITASATO INSTITUTE

  公开号：EP1316314A1

  公开（公告）日：2003-06-04

  The present invention provides an adjuvant that is a hydroxy unsaturated fatty acid or a derivative thereof, as well as a vaccine preparation containing the adjuvant as a constituent. For example, a vaccine shows sufficient activity to enhance the immunity when a hydroxy unsaturated fatty acid having the following structure is administered:

  本发明提供了一种羟基不饱和脂肪酸或其衍生物佐剂，以及一种以该佐剂为成分的疫苗制剂。例如，当注射具有以下结构的羟基不饱和脂肪酸时，疫苗显示出足够的活性以增强免疫力：