(±)-12,13-dihydroxy-9Z-octadecenoic acid | 263399-35-5

• 物质功能分类: 生物 - 生化试剂盒
• 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: (±)-12,13-dihydroxy-9Z-octadecenoic acid
• 英文别名: (9Z)-12,13-dihydroxy-9-octadecenoic acid；(9Z)-12,13-dihydroxyoctadec-9-enoic acid；12,13-dihydroxy-9-(Z)-octadecenoic acid；cis-12,13-dihydroxy-9-octadecenoic acid；12,13-dihydroxy-9(Z)-octadecenoic acid；12,13-dihydroxy-9Z-octadecenoic acid；12,13-DiHOME；(Z)-12,13-dihydroxyoctadec-9-enoic acid
• CAS: 263399-35-5
• 化学式: C₁₈H₃₄O₄
• 分子量: 314.466
• InChiKey: CQSLTKIXAJTQGA-FLIBITNWSA-N

物化性质

• 沸点：
  476.0±30.0 °C(Predicted)
• 密度：
  1.015±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：20 mg/ml，DMSO：20 mg/ml，乙醇：20 mg/ml，PBS（pH 7.2）：10 μg/ml

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 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：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 储存条件：
  -20°C，密闭保存，干燥条件下使用。

制备方法与用途

12,13-二羟基肉豆蔻酸(12,13-DiHOME)是棕色脂肪组织(BAT)的刺激因子，能在寒冷环境中激活BAT以增加产热。12,13-DiHOME通过促进脂肪酸转运蛋白FATP1和CD36向细胞膜的转运，增强BAT燃料摄取，从而提升机体的抗寒能力。此外，12,13-DiHOME还可用于研究代谢紊乱问题。

反应信息

• 作为反应物：
  描述：

  (±)-12,13-dihydroxy-9Z-octadecenoic acid 在 sodium tetrahydroborate 、 sodium periodate 作用下， 以 甲醇 、 乙醚 、 水 为溶剂， 生成 Methyl (Z)-12-hydroxy-9-dodecenoat
  参考文献：
  名称：

  Kato, Tadahiro; Yamaguchi, Yoshihiro; Namai, Tsuneo, Bioscience, Biotechnology and Biochemistry, 1993, vol. 57, # 2, p. 283 - 287

  摘要：

  DOI：
• 作为产物：
  描述：

  12,13-Epoxy-cis-9-octadecenoic acid 生成 (±)-12,13-dihydroxy-9Z-octadecenoic acid
  参考文献：
  名称：

  榆树籽油中的脂肪酸

  摘要：

  摘要 乌节草种子油被发现含有不寻常的脂肪酸，9,10-环氧-十八烷-顺-12-烯酸（斑鸠菊酸，22.3%），

  DOI：

  10.1016/0031-9422(91)80030-5

文献信息

• EXTREME-PRESSURE ADDITIVE, PROCESS FOR PRODUCING THE SAME, CUTTING FLUID, AND GRINDING FLUID
  申请人：DAINIPPON INK AND CHEMICALS, INC.

  公开号：EP1116782A1

  公开（公告）日：2001-07-18

  The present invention provides a sulfur-based extreme-pressure additive that is completely soluble in water without using a surfactant, and has satisfactory odor and hue. In addition, the present invention provides a cutting liquid and grinding liquid having superior defoaming property and rust preventive characteristics, while also having high load resistance and lubrication performance comparable to cutting oils and grinding oils of the prior art. The above objects are achieved by an extreme-pressure additive comprising the salt of a condensation product of a sulfurized hydroxy-unsaturated fatty acid, the condensation product having a sulfur content of 8 to 15% by weight (mass), color of 6 or less, and acid value of 80 to 200, and a grinding liquid comprising that extreme-pressure additive and water.

  本发明提供了一种硫基极压添加剂，无需使用表面活性剂即可完全溶于水，并且具有令人满意的气味和色调。此外，本发明还提供了一种切削液和研磨液，它具有优异的消泡性和防锈特性，同时还具有与现有技术中的切削油和研磨油相当的高抗负荷性和润滑性能。上述目的是通过一种极压添加剂和一种由该极压添加剂和水组成的研磨液来实现的，极压添加剂包括硫化羟基不饱和脂肪酸缩合产物的盐，该缩合产物的硫含量为 8 至 15%（重量），色度为 6 或更低，酸值为 80 至 200。
• METHOD AND KIT FOR PREDICTING PREECLAMPSIA
  申请人：Max-Delbrück-Centrum für Molekulare Medizin in der Helmholtz-Gemeinschaft

  公开号：EP4080220A1

  公开（公告）日：2022-10-26

  Summary The invention pertains to a method for the prediction of preeclampsia in a pregnant female human subject until the end of gestational week 16 of pregnancy based on metabolites from a blood sample obtained from said subject. According to the invention, the method comprises the following steps: - measuring the level of the following metabolites in the sample: 14,15-DHET, 13-HODE, 10,11-EDP, 21-HDHA, and 11,12-DHET, and - concluding based on the measured level whether the subject is likely to develop preeclampsia.

  摘要 本发明涉及一种根据从怀孕女性受试者处获得的血液样本中的代谢物预测怀孕女性受试者在妊娠第 16 周结束前的子痫前期的方法。根据本发明，该方法包括以下步骤： - 测量样本中下列代谢物的含量：14,15-DHET、13-HODE、10,11-EDP、21-HDHA 和 11,12-DHET，以及 - 根据所测得的水平断定受试者是否可能患子痫前期。
• Compositions of matter that reduce pain, shock, and inflammation by blocking linoleic acid metabolites and uses thereof
  申请人：Board of Regents of the University of Texas System

  公开号：US10100317B2

  公开（公告）日：2018-10-16

  A method for treating and/or diagnosing pain and the source or type of pain, shock, and/or inflammatory conditions in a subject. A method of using a therapeutically effective amount of a DNA or RNA aptamer that shows high affinity for OLAMs to at least partially treat pain, shock, and/or inflammatory conditions in a subject. The DNA or RNA aptamer that shows high affinity for OLAMs may be coupled to a plasma protein binding compound or a pharmacologically active agent. A method of treating and or diagnosing pain, shock, and/or inflammatory conditions in a subject may include inactivating or preventing at least one linoleic acid metabolite to treat certain conditions (e.g., pain, shock, and/or inflammation) using a DNA or RNA aptamer that shows high affinity for OLAMs.

  一种治疗和/或诊断受试者疼痛以及疼痛、休克和/或炎症的来源或类型的方法。一种使用对 OLAMs 具有高亲和力的治疗有效量的 DNA 或 RNA 合体来至少部分治疗受试者的疼痛、休克和/或炎症的方法。对 OLAMs 具有高亲和力的 DNA 或 RNA 合体可与血浆蛋白结合化合物或药理活性剂偶联。治疗和或诊断受试者疼痛、休克和/或炎症的方法可包括使用对 OLAMs 表现出高亲和力的 DNA 或 RNA 合酶灭活或阻止至少一种亚油酸代谢物，以治疗某些病症（如疼痛、休克和/或炎症）。
• Metabolite biomarkers for diseases associated with the contact activation system
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US11340237B2

  公开（公告）日：2022-05-24

  Provided herein are methods and kits for analyzing a biological sample obtained from a subject having, suspected of having, or being at risk for a disease associated with the contact activation system.

  本文提供的方法和试剂盒用于分析从患有、疑似患有或有可能患有与接触激活系统有关的疾病的受试者处获得的生物样本。
• Molecular characterization of NbEH1 and NbEH2, two epoxide hydrolases from Nicotiana benthamiana
  作者：Fong-Chin Huang、Wilfried Schwab

  DOI：10.1016/j.phytochem.2013.02.020

  日期：2013.6

  Plant epoxide hydrolases (EH) form two major clades, named EH1 and EH2. To gain a better understanding of the biochemical roles of the two classes, NbEH1.1 and NbEH2.1 were isolated from Nicotiana benthamiana and StEH from potato and heterologously expressed in Escherichia coli. The purified recombinant proteins were assayed with a variety of substrates. NbEH1.1 only accepted some aromatic epoxides, and displayed the highest enzyme activity towards phenyl glycidyl ether. In contrast, NbEH2.1 displayed a broad substrate range and similar substrate specificity as StEH. The latter enzymes showed activity towards all fatty acid epoxides examined. The activity (V-max) of NbEH1.1 towards phenyl glycidyl ether was 10 times higher than that of NbEH2.1. On the contrary, NbEH2.1 converted cis-9,10-epoxystearic acid With V-max of 3.83 mu mol min mg(-1) but NbEH1.1 could not hydrolyze cis-9,10-epoxystearic acid. Expression analysis revealed that NbEH1.1 is induced by infection with tobacco mosaic virus (TMV) and wounding, whereas NbEH2.1 is present at a relatively constant level, not influenced by treatment with TMV and wounding. NbEH1.1 transcripts were present predominantly in roots, whereas NbEH2.1 mRNAs were detected primarily in leaves and stems. Overall, these two types of tobacco EH enzymes are distinguished not only by their gene expression, but also by different substrate specificities. EH1 seems not to participate in cutin biosynthesis and it may play a role in generating signals for activation of certain defence and stress responses in tobacco. However, members of the EH2 group hydrate fatty acid epoxides and may be involved in cutin monomer production in plants. (C) 2013 Elsevier Ltd. All rights reserved.