(2R*,4R*)-2,4-dihydroxyheptadecyl acetate

• 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: (2R*,4R*)-2,4-dihydroxyheptadecyl acetate
• 英文别名: [(2S,4S)-2,4-dihydroxyheptadecyl] acetate
• 化学式: C₁₉H₃₈O₄
• 分子量: 330.508
• InChiKey: ZBVKFVTUHVIICH-OALUTQOASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2R*,4R*)-2,4-dihydroxyheptadecyl acetate 在 吡啶 、 氯化亚砜 作用下， 生成 Acetic acid (2R,4R,6R)-2-oxo-6-tridecyl-2λ⁴-[1,3,2]dioxathian-4-ylmethyl ester
  参考文献：
  名称：

  New compounds from avocado pear—II

  摘要：

  DOI：

  10.1016/s0040-4020(01)92770-x
• 作为产物：
  描述：

  (2R*,4R*)-2,4-dihydroxyheptadec-16-ynyl acetate 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 生成 (2R*,4R*)-2,4-dihydroxyheptadecyl acetate
  参考文献：
  名称：

  Acetyl-CoA Carboxylase Inhibitors from Avocado (Persea americana Mill) Fruits

  摘要：

  鳄梨果实的甲醇提取物对乙酰-CoA 羧化酶（脂肪酸生物合成过程中的一种关键酶）具有强效抑制活性。经分离和鉴定，其活性成分为 (5E,12Z,15Z)-2-羟基-4-氧代heneicosa-5,12,15-三烯基 (1)、(2R,12Z,15Z)-2-羟基-4-氧代heneicosa-12、15-二烯基 (2)、(2R*,4R*)-2,4-二羟基十七-16-烯基 (3) 和 (2R*,4R*)-2,4-二羟基十七-16-炔基 (4) 乙酸酯。这些化合物的 IC50 分别为 4.0×10-6、4.9×10-6、9.4×10-6 和 5.1×10-6M。

  DOI：

  10.1271/bbb.65.1656

文献信息

• Inhibitory activity of acetogenins against Listeria monocytogenes
  申请人：INSTITUTO TECHNOLOGICO Y DE ESTUDIOS SUPERIORES DE MONTERREY

  公开号：US10932484B2

  公开（公告）日：2021-03-02

  One aspect of the present invention relates to a method of inhibiting growth of Listeria monocytogenes on or in a product by applying an inhibitor compound of the formula: where the dashed lines are optional and represent a double bond or triple bond, and at least one of the dashed lines is present. Also disclosed is a method of inhibiting growth of Listeria monocytogenes on or in a subject by treating the subject with that compound. Further aspects of the present invention relate to pharmaceutical compositions, food product compositions, personal care product compositions, and cleaning product compositions comprising the subject inhibitor compounds.

  本发明的一个方面涉及一种通过使用式中的抑制剂化合物来抑制产品上或产品中李斯特菌生长的方法： 其中虚线是可选的，代表双键或三键，且至少有一条虚线存在。还公开了一种通过用该化合物处理受试者来抑制受试者身上或体内李斯特菌生长的方法。本发明的其它方面涉及包含所述抑制剂化合物的药物组合物、食品组合物、个人护理产品组合物和清洁产品组合物。
• INHIBITORY ACTIVITY OF ACETOGENINS AGAINST LISTERIA MONOCYTOGENES
  申请人：INSTITUTO TECNOLOGICO Y DE ESTUDIOS SUPERIORES DE MONTERREY

  公开号：US20180103671A1

  公开（公告）日：2018-04-19

  One aspect of the present invention relates to a method of inhibiting growth of Listeria monocytogenes on or in a product by applying an inhibitor compound of the formula: where the dashed lines are optional and represent a double bond or triple bond, and at least one of the dashed lines is present. Also disclosed is a method of inhibiting growth of Listeria monocytogenes on or in a subject by treating the subject with that compound. Further aspects of the present invention relate to pharmaceutical compositions, food product compositions, personal care product compositions, and cleaning product compositions comprising the subject inhibitor compounds.
• Acetyl-CoA Carboxylase Inhibitors from Avocado (Persea americana Mill) Fruits
  作者：Hironori HASHIMURA、Chihoko UEDA、Jun KAWABATA、Takanori KASAI

  DOI：10.1271/bbb.65.1656

  日期：2001.1

  A methanol extract of avocado fruits showed potent inhibitory activity against acetyl-CoA carboxylase, a key enzyme in fatty acid biosynthesis. The active principles were isolated and identified as (5E,12Z,15Z)-2-hydroxy-4-oxoheneicosa-5,12,15-trienyl (1), (2R,12Z,15Z)-2-hydroxy-4-oxoheneicosa-12,15-dienyl (2), (2R*,4R*)-2,4-dihydroxyheptadec-16-enyl (3) and (2R*,4R*)-2,4-dihydroxyheptadec-16-ynyl (4) acetates by instrumental analyses. The IC50 of the compounds were 4.0×10-6, 4.9×10-6, 9.4×10-6, and 5.1×10-6M, respectively.

  鳄梨果实的甲醇提取物对乙酰-CoA 羧化酶（脂肪酸生物合成过程中的一种关键酶）具有强效抑制活性。经分离和鉴定，其活性成分为 (5E,12Z,15Z)-2-羟基-4-氧代heneicosa-5,12,15-三烯基 (1)、(2R,12Z,15Z)-2-羟基-4-氧代heneicosa-12、15-二烯基 (2)、(2R*,4R*)-2,4-二羟基十七-16-烯基 (3) 和 (2R*,4R*)-2,4-二羟基十七-16-炔基 (4) 乙酸酯。这些化合物的 IC50 分别为 4.0×10-6、4.9×10-6、9.4×10-6 和 5.1×10-6M。
• New compounds from avocado pear—II
  作者：Y. Kashman、I. Néeman、A. Lifshitz

  DOI：10.1016/s0040-4020(01)92770-x

  日期：1970.1