十八烷-9,12,15-三烯酸 | 1955-33-5

• 物质功能分类: 食品添加剂 - 营养强化剂 - 脂肪酸类
• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 十八烷-9,12,15-三烯酸
• 英文名称: 9,12,15-octadecatrienoic acid
• 英文别名: linolenic acid；octadeca-9,12,15-trienoic acid；α-linolenic acid
• CAS: 1955-33-5
• 化学式: C₁₈H₃₀O₂
• 分子量: 278.435
• InChiKey: DTOSIQBPPRVQHS-UHFFFAOYSA-N

物化性质

• 物理描述：
  OtherSolid, Liquid
• 熔点：
  29.5-30°C

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  十八烷-9,12,15-三烯酸 在 氢气 作用下， 100.0 ℃ 、2.0 MPa 条件下， 反应 8.0h， 以79%的产率得到硬脂酸
  参考文献：
  名称：

  固定在原始埃洛石上的镍纳米颗粒：一种出色的氢化过程催化剂

  摘要：

  一种可持续的纳米材料：纳米粘土（埃洛石）和第一排过渡金属（镍）之间的合作产生了一种多功能催化剂，允许通过加氢过程合成目标产品，同时具有显着的选择性和高效的催化剂回收。

  DOI：

  10.1002/cctc.202200775
• 作为产物：
  描述：

  六溴硬脂酸 在 乙醇 、 锌 作用下， 生成 十八烷-9,12,15-三烯酸
  参考文献：
  名称：

  Erdmann; Bedford, Chemische Berichte, 1909, vol. 42, p. 1325

  摘要：

  DOI：

文献信息

• Method of producing dicarboxylic acids
  申请人：The United States of America as represented by the Secretary of Agriculture

  公开号：US07534917B1

  公开（公告）日：2009-05-19

  A method of producing dicarboxylic acids (e.g., α,ω dicarboxylic acids) by reacting a compound having a terminal COOH (e.g., unsaturated fatty acid such as oleic acid) and containing at least one carbon-carbon double bond with a second generation Grubbs catalyst in the absence of solvent to produce dicarboxylic acids. The method is conducted in an inert atmosphere (e.g., argon, nitrogen). The process also works well with mixed unsaturated fatty acids obtained from soybean, rapeseed, tall, and linseed oils.

  一种生产二羧酸（例如，α,ω-二羧酸）的方法，通过将具有末端COOH的化合物（例如，不饱和脂肪酸如油酸）与至少含有一个碳-碳双键的第二代Grubbs催化剂在无溶剂的情况下反应，以产生二羧酸。该方法在惰性气氛（例如，氩气、氮气）中进行。此过程也适用于从大豆、油菜籽、海藻和亚麻籽油中获得的混合不饱和脂肪酸。
• [EN] COMPOUNDS AND METHODS FOR THE TREATMENT OF DUCHENNE MUSCULAR DYSTROPHY<br/>[FR] COMPOSÉS ET PROCÉDÉS POUR LE TRAITEMENT DE LA DYSTROPHIE MUSCULAIRE DE DUCHENNE
  申请人：DTX PHARMA INC

  公开号：WO2021108640A1

  公开（公告）日：2021-06-03

  Disclosed herein are compounds including a single-stranded oligonucleotide (A) having a nucleobase sequence complementary to a portion of the dystrophin pre-mRNA, their preparation, and uses thereof for the treatment of Duchenne muscular dystrophy.

  本文披露了一种化合物，包括一种单链寡核苷酸（A），其具有与肌营养不良前体mRNA的部分互补的核碱基序列，以及它们的制备方法和用途，用于治疗杜兴氏肌肉营养不良。
• Analysis and Evaluation of Fatty Acid in Rattan Tea by Highly Selective and Sensitive HPLC- FLD-MS Method Coupled with Pre-Column Fluorescent Labeling
  作者：Baolei Fan、Guang Chen、Xiangming Chen、Yourui Suo

  DOI：10.14233/ajchem.2014.15335

  日期：——

  Rattan tea regarded as one of the most promising dietary supplements for the prevention and treatment of many chronic diseases has gained extensive attention. Free fatty acids play an important role in human body as essential nutrients. Contents of 31 free fatty acids in Rattan Tea were firstly investigated using toluene-4-sulfonic acid 2-(naphthalene-1-yl-phenyl-amino)-ethyl ester as pre-column fluorescence derivatization reagent by RE-HPLC coupled with an atmospheric chemical ionization-mass spectrometry source (APCI/MS). The results indicated that lower values of LOD (0.52-1.53 ng mL-1) provided the guarantee for trace analysis and evaluation of free fatty acids. The experimental recoveries were in the range of 88.9-103.6 %. Results of the present study indicated the highest free fatty acids content of Rattan Tea was in April. Thirteen free fatty acids were found, including C18:2w6, C18:3w3, w6 and C20:4w6 essential to life. The developed method exhibited powerful potential for the systematic detection of bioactive components of medicinal plants.

  藤椰茶作为预防和治疗许多慢性疾病的最有前景的膳食补充剂之一，受到广泛关注。游离脂肪酸在人体中作为必需营养素起着重要作用。首次使用对甲苯磺酸2-(萘-1-基-苯氨基)-乙基酯作为前柱荧光衍生化试剂，利用高效液相色谱-大气化学电离质谱（APCI/MS）技术，研究了藤椰茶中31种游离脂肪酸的含量。结果表明，低的检出限（0.52-1.53 ng mL-1）为游离脂肪酸的微量分析和评估提供了保障。实验的回收率在88.9%-103.6%之间。本研究的结果显示，藤椰茶中游离脂肪酸含量最高的月份是四月。共发现了13种游离脂肪酸，其中包括生命必需的C18:2w6、C18:3w3、w6和C20:4w6。所开发的方法展示了系统检测药用植物生物活性成分的强大潜力。
• [EN] COMPOUND COMPRISING A NUCLEIC ACID AND A HALF-LIFE EXTENSION MOTIF<br/>[FR] COMPOSÉ COMPRENANT UN ACIDE NUCLÉIQUE ET UN MOTIF D'EXTENSION DE DEMI-VIE
  申请人：DTX PHARMA INC

  公开号：WO2021108662A1

  公开（公告）日：2021-06-03

  Disclosed herein are compounds including a nucleic acid (A), their preparation, and their use.

  本文披露了包括核酸（A）的化合物，它们的制备以及它们的用途。
• Design, Synthesis and Biological Evaluation of Caudatin Analogs as Potent Hepatitis B Virus Inhibitors
  作者：Li-Jun Wang、Hao Chen、Yun-Bao Ma、Xiao-Yan Huang、Chang-An Geng、Xue-Mei Zhang、Ji-Jun Chen

  DOI：10.2174/1573406410666140902111326

  日期：2015.1.30

  Thirty-nine caudatin analogs were designed and synthesized. Their anti-hepatitis B virus (HBV) activities were evaluated in vitro. Among them, twenty-three compounds showed much better anti-HBV activity than caudatin, and eleven compounds significantly inhibited the HBV DNA replication with IC50 values < 10 μM. Interestingly, three compounds (22, 28, 29) exhibited excellent activity against the secretion of HBsAg (IC50 = 63.02 μM, 52.81 μM, 56.08 μM), HBeAg (IC50 = 204.80 μM, 173.51 μM, 70.39 μM), along with HBV DNA replication (IC50 = 24.55 μM, 5.69 μM, 8.23 μM) with lower cytotoxicity. The structure-activity relationships (SARs) of these caudatin analogs were also discussed.

  设计并合成了三十九种caudatin类似物。对它们的抗乙型肝炎病毒（HBV）活性进行了体外评估。其中，二十三种化合物显示出比caudatin更强的抗HBV活性，且有十一种化合物对HBV DNA复制的抑制效果显著，IC50值均低于10 μM。有趣的是，三种化合物（22，28，29）对HBSAg的分泌表现出优异的活性（IC50 = 63.02 μM，52.81 μM，56.08 μM），同时对HBeAg（IC50 = 204.80 μM，173.51 μM，70.39 μM）和HBV DNA复制（IC50 = 24.55 μM，5.69 μM，8.23 μM）也展现出低细胞毒性的抑制效果。此外，还讨论了这些caudatin类似物的结构-活性关系（SARs）。