3,4-dihydroxyphenyl n-decanoate | 630128-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3,4-dihydroxyphenyl n-decanoate
• 英文别名: 3,4-dihydroxyphenyl decanoate；Decanoic acid 3,4-dihydroxy-phenyl ester；(3,4-dihydroxyphenyl) decanoate
• CAS: 630128-59-5
• 化学式: C₁₆H₂₄O₄
• 分子量: 280.364
• InChiKey: KXZHZLOOWKEVAH-UHFFFAOYSA-N

物化性质

• 沸点：
  426.5±35.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  正癸酸 、 1,2,4-苯三酚 在 N,N'-二环己基碳二亚胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以84%的产率得到3,4-dihydroxyphenyl n-decanoate
  参考文献：
  名称：

  Non-antibiotic antibacterial activity of dodecyl gallate

  摘要：

  Dodecyl (C-12) gallate (3,4,5-trihydroxybenzoate) (1) was found to possess antibacterial activity specifically against Gram-positive bacteria, in addition to its potent antioxidant activity. The time-kill curve study indicates that this amphipathic gallate exhibits bactericidal activity against methicillin resistant Staphylococcus aureus (MRSA) strains. Dodecyl (lauryl) gallate inhibited oxygen consumption in whole cells and oxidation of NADH in membrane preparation. The antibacterial activity of this gallate comes in part from its ability to inhibit the membrane respiratory chain. As far as alkyl gallates are concerned, their antimicrobial spectra and potency depend in part on the hydrophobic portion of the molecule. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(02)00436-4

文献信息

• Antifungal activity of octyl gallate: structural criteria and mode of action
  作者：Isao Kubo、Ping Xiao、Ken'ichi Fujita

  DOI：10.1016/s0960-894x(00)00656-9

  日期：2001.2

  Octyl gallate (3,4,5-trihydroxybenzoate) was found to possess antifungal activity against Saccharomyces cerevisiae and Zygosaccharomyces bailii, in addition to its potent antioxidant activity. Catechol moiety is essential to elicit this activity. The primary fungicidal activity of octyl gallate comes from its ability to act as a nonionic surface-active agent (surfactant). The length of the alkyl chain is not a major contributor but plays an important role in eliciting the activity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Non-antibiotic antibacterial activity of dodecyl gallate
  作者：Isao Kubo、Ken-ichi Fujita、Ken-ichi Nihei、Noriyoshi Masuoka

  DOI：10.1016/s0968-0896(02)00436-4

  日期：2003.2

  Dodecyl (C-12) gallate (3,4,5-trihydroxybenzoate) (1) was found to possess antibacterial activity specifically against Gram-positive bacteria, in addition to its potent antioxidant activity. The time-kill curve study indicates that this amphipathic gallate exhibits bactericidal activity against methicillin resistant Staphylococcus aureus (MRSA) strains. Dodecyl (lauryl) gallate inhibited oxygen consumption in whole cells and oxidation of NADH in membrane preparation. The antibacterial activity of this gallate comes in part from its ability to inhibit the membrane respiratory chain. As far as alkyl gallates are concerned, their antimicrobial spectra and potency depend in part on the hydrophobic portion of the molecule. (C) 2002 Elsevier Science Ltd. All rights reserved.