8,9-DHET | 192461-96-4

• 物质功能分类: 生物化工 - 生化试剂
• 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: 8,9-DHET
• 英文别名: 8,9-dihydroxy-Eicosatrienoic acid；(±)-8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoic acid；8,9-dihydroxy-5Z,11Z,14Z-eicosatrienoic acid；(5Z,11Z,14Z)-8,9-dihydroxyicosa-5,11,14-trienoic acid
• CAS: 192461-96-4
• 化学式: C₂₀H₃₄O₄
• 分子量: 338.488
• InChiKey: DCJBINATHQHPKO-TYAUOURKSA-N

物化性质

• 沸点：
  515.2±50.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：50 mg/ml； DMSO：50 mg/ml；乙醇：50 mg/ml； PBS pH 7.2：1 mg/ml
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  15
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  77.8
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  8,9-epoxyeicosa-5(Z),11(Z),14(Z)-trienoic acid 在 soluble epoxide hydrolase 作用下， 生成 8,9-DHET
  参考文献：
  名称：

  Maternal glyphosate exposure causes autism-like behaviors in offspring through increased expression of soluble epoxide hydrolase

  摘要：

  母体暴露于高浓度除草剂草甘膦可能会增加后代患自闭症谱系障碍（ASD）的风险；然而，相关机制仍然大部分未知。孕期和哺乳期母体暴露于草甘膦会导致小鼠雄性后代出现类似ASD的行为异常和肠道微生物组成异常。母体暴露于草甘膦后，后代大脑中的可溶性环氧化酶（sEH）比对照组更高。从怀孕到断奶期间使用sEH抑制剂治疗可以预防母体暴露于草甘膦后后代出现类似ASD的行为异常。这里使用的草甘膦暴露超过任何合理的饮食、环境或职业暴露，但它们表明增加的sEH在后代的ASD样行为中起作用。

  DOI：

  10.1073/pnas.1922287117

文献信息

• METHOD OF NEUTRALISING ORGANOBORONATES WITH ACIDS
  申请人：Russel Vincent Patric

  公开号：US20100022646A1

  公开（公告）日：2010-01-28

  The use of specified compounds for the manufacture of a medicament for therapeutically neutralising an organoboronate drug. The specified compounds are typically hydroxy fatty acids or hydroperoxy fatty acids, for example 9(S)-HODE, 8(S)-HETRE or 8(S)-HEPE, or their salts or prodrugs. The organoboronate drug may be TRI 50c or a salt or prodrug thereof. Also disclosed are intravenous formulations containing the specified compounds.
• Metabolomics-Based Identification of Disease-Causing Agents
  申请人：Skolnick Jeffrey

  公开号：US20110246081A1

  公开（公告）日：2011-10-06

  A method, computer-readable medium, and system for identifying one or more metabolites associated with a disease, comprising: comparing gene expression data from diseased cells to gene expression data from control cells in order to deduce genes that are differentially-regulated in the diseased cells relative to the control cells; based on enzyme function and pathway data for all human metabolites that utilize the genes that are differentially-regulated in the disease cells, identifying one or more metabolites whose intracellular levels are higher or lower in diseased cells than in control cells, and thereby associating the one or more metabolites with the disease.
• [EN] NEUTRALISING AGENTS FOR BORONIC ACID DRUGS<br/>[FR] AGENTS NEUTRALISANTS POUR MÉDICAMENTS DE TYPE ACIDES BORONIQUES
  申请人：TRIGEN LTD

  公开号：WO2006059083A1

  公开（公告）日：2006-06-08

  [EN] The use of specified compounds for the manufacture of a medicament for therapeutically neutralising an organoboronate drug. The specified compounds are typically hydroxy fatty acids or hydroperoxy fatty acids, for example 9(S)-HODE, 8(S)-HETRE or 8(S)-HEPE, or their salts or prodrugs. The organoboronate drug may be TRI 50c or a salt or prodrug thereof. Also disclosed are intravenous formulations containing the specified compounds.
  [FR] La présente invention décrit l'emploi de composés précis pour la fabrication d'un médicament employé dans la neutralisation thérapeutique d'un médicament de type organoboronate. Les composés spécifiés sont typiquement des acides gras hydroxylés ou des acides gras hydroperoxydes, par exemple 9(S)-HODE, 8(S)-HETRE ou 8(S)-HEPE, leurs sels ou leurs prodrogues. Le médicament de type organoboronate peut être le TRI 50c ou un sel ou une prodrogue de cette substance. La présente invention décrit également des formules pour administration intraveineuse contenant lesdits composés.
• Maternal glyphosate exposure causes autism-like behaviors in offspring through increased expression of soluble epoxide hydrolase
  作者：Yaoyu Pu、Jun Yang、Lijia Chang、Youge Qu、Siming Wang、Kai Zhang、Zhongwei Xiong、Jiancheng Zhang、Yunfei Tan、Xingming Wang、Yuko Fujita、Tamaki Ishima、Debin Wan、Sung Hee Hwang、Bruce D. Hammock、Kenji Hashimoto

  DOI：10.1073/pnas.1922287117

  日期：2020.5.26

  Maternal exposure to high levels of the herbicide glyphosate may increase the risk for autism spectrum disorder (ASD) in offspring; however, the underlying mechanisms remain largely unknown. Maternal glyphosate exposure during pregnancy and lactation caused ASD-like behavioral abnormalities and abnormal composition of gut microbiota in murine male offspring. Soluble epoxide hydrolase (sEH) in the brain of offspring after maternal glyphosate exposure was higher than controls. Treatment with an sEH inhibitor from pregnancy to weaning prevented the onset of ASD-like behavioral abnormalities in offspring after maternal glyphosate exposure. The glyphosate exposures used here exceed any reasonable dietary, environmental, or occupational exposure, but they indicate that increased sEH plays a role in ASD-like behaviors in offspring.

  母体暴露于高浓度除草剂草甘膦可能会增加后代患自闭症谱系障碍（ASD）的风险；然而，相关机制仍然大部分未知。孕期和哺乳期母体暴露于草甘膦会导致小鼠雄性后代出现类似ASD的行为异常和肠道微生物组成异常。母体暴露于草甘膦后，后代大脑中的可溶性环氧化酶（sEH）比对照组更高。从怀孕到断奶期间使用sEH抑制剂治疗可以预防母体暴露于草甘膦后后代出现类似ASD的行为异常。这里使用的草甘膦暴露超过任何合理的饮食、环境或职业暴露，但它们表明增加的sEH在后代的ASD样行为中起作用。