3-hydroxy-3-isopropylglutaric acid | 52939-65-8

• 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: 3-hydroxy-3-isopropylglutaric acid
• 英文别名: 3-Hydroxy-3-propan-2-ylpentanedioic acid
• CAS: 52939-65-8
• 化学式: C₈H₁₄O₅
• 分子量: 190.196
• InChiKey: OOHSMRXOWAGFBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  94.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-biphenylyl)-n-pentanol 、 3-hydroxy-3-isopropylglutaric acid 以22%的产率得到
  参考文献：
  名称：

  降血脂药VII：取代的戊二酸单酯对β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。

  摘要：

  合成了一系列1-（4-联苯基）戊基3-烷基戊二酸氢盐和3-羟基-3-烷基戊二酸，并测定了对大鼠肝脏β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。单酯在酶测定系统中的溶解度有限，无法确定I50值。然而，有限的数据表明，当以相同的浓度进行分析时，类似物的活性没有明显变化。

  DOI：

  10.1002/jps.2600690507
• 作为产物：
  描述：

  4-hydroxy-4-isopropyl-1,6-heptadiene 在 双氧水 、 臭氧 作用下， 生成 3-hydroxy-3-isopropylglutaric acid
  参考文献：
  名称：

  降血脂药VII：取代的戊二酸单酯对β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。

  摘要：

  合成了一系列1-（4-联苯基）戊基3-烷基戊二酸氢盐和3-羟基-3-烷基戊二酸，并测定了对大鼠肝脏β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。单酯在酶测定系统中的溶解度有限，无法确定I50值。然而，有限的数据表明，当以相同的浓度进行分析时，类似物的活性没有明显变化。

  DOI：

  10.1002/jps.2600690507

文献信息

• Biofilm inhibiting compositions enhancing weight gain in livestock
  申请人：Akeso Biomedical, Inc.

  公开号：US10653658B2

  公开（公告）日：2020-05-19

  A method of enhancing the growth of an animal, as well as treating or preventing antimicrobial infections is provided. The method includes causing the animal to ingest or absorb an effective amount of one or more Fe III complex compounds, including but not limited to Fe III complexes comprising ligands bound to the iron center such as amino acids or α-hydroxy acids. The compounds are also useful for inhibiting, reducing, or preventing biofilm formation or buildup on a surface; the treatment of, inhibition of growth of, and inhibition of colonization by, bacteria, both in biological and non-biological environments; disinfecting surfaces, potentiating the effects of antibiotics and other anti-microbial agents, and increasing the sensitivity of bacteria and other microorganisms, to anti-microbial agents are also provided.

  本发明提供了一种促进动物生长以及治疗或预防抗菌感染的方法。该方法包括使动物摄入或吸收有效量的一种或多种铁 III 复合物，包括但不限于包含与铁中心结合的配体（如氨基酸或 α-羟基酸）的铁 III 复合物。这些化合物还可用于抑制、减少或防止表面生物膜的形成或积聚；在生物和非生物环境中处理、抑制细菌的生长和抑制细菌的定植；消毒表面，增强抗生素和其他抗微生物剂的效果，以及提高细菌和其他微生物对抗微生物剂的敏感性。
• Pentanedioic acid derivatives
  申请人：G.D. Searle & Co.

  公开号：EP0089674B1

  公开（公告）日：1985-12-27
• BIOFILM INHIBITING COMPOSITIONS ENHANCING WEIGHT GAIN IN LIVESTOCK
  申请人：Akeso Biomedical, Inc.

  公开号：US20180125808A1

  公开（公告）日：2018-05-10

  A method of enhancing the growth of an animal, as well as treating or preventing antimicrobial infections is provided. The method includes causing the animal to ingest or absorb an effective amount of one or more Fe III complex compounds, including but not limited to Fe III complexes comprising ligands bound to the iron center such as amino acids or α-hydroxy acids. The compounds are also useful for inhibiting, reducing, or preventing biofilm formation or buildup on a surface; the treatment of, inhibition of growth of, and inhibition of colonization by, bacteria, both in biological and non-biological environments; disinfecting surfaces, potentiating the effects of antibiotics and other anti-microbial agents, and increasing the sensitivity of bacteria and other microorganisms, to anti-microbial agents are also provided.
• 3-Alkyl-3-hydroxyglutaric Acids: A New Class of Hypocholesterolemic HMG CoA Reductase Inhibitors. 1
  作者：John S. Baran、Ivar Laos、Donna D. Langford、James E. Miller、Charlene Jett、Beatrice Taite、Elaine Rohrbacher

  DOI：10.1021/jm50001a011

  日期：1985.5

  Derivatives of 3-hydroxy-3-methylglutaric acid (HMG), a portion of the substrate for HMG CoA reductase, were prepared and tested for their inhibitory action against rat liver HMG CoA reductase and for their hypocholesterolemic activity. Structure-dependent competitive inhibition was observed. Optimal structures had a free dicarboxylic acid with an alkyl group of 13-16 carbons at position 3. 3-n-Pentadecyl-3-hydroxyglutaric acid (3j) (IC50 = 50 microM) reduced serum cholesterol in the Triton-treated rat and HMG CoA reductase activity in the 20,25-diazacholesterol-treated rat.
• Hypocholesterolemic agents VII: Inhibition of β-hydroxy-β-methylglutaryl-CoA reductase by monoesters of substituted glutaric acids
  作者：Marvin R. Boots、Yeong-Maw Yeh、Sharon G. Boots

  DOI：10.1002/jps.2600690507

  日期：1980.5

  A series of 1-(4-biphenylyl)pentyl hydrogen 3-alkylglutarates and 3-hydroxy-3-alkylglutarates was synthesized and assayed for inhibition of rat liver beta-hydroxy-beta-methylglutaryl-CoA reductase. Limited solubility of the monoesters in the enzyme assay system prevented the determination of the I50 values. However, the limited data indicated no significant changes in the activity of the analogs when

  合成了一系列1-（4-联苯基）戊基3-烷基戊二酸氢盐和3-羟基-3-烷基戊二酸，并测定了对大鼠肝脏β-羟基-β-甲基戊二酰辅酶A还原酶的抑制作用。单酯在酶测定系统中的溶解度有限，无法确定I50值。然而，有限的数据表明，当以相同的浓度进行分析时，类似物的活性没有明显变化。