3-Hydroxy-benzoic acid octyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-Hydroxy-benzoic acid octyl ester
• 英文别名: octyl 3-hydroxybenzoate
• 化学式: C₁₅H₂₂O₃
• 分子量: 250.338
• InChiKey: LAJACIZEQBXWOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  18
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  辛醇 、 间羟基苯甲酸 在 硫酸 作用下， 反应 5.0h， 生成 3-Hydroxy-benzoic acid octyl ester
  参考文献：
  名称：

  Inhibitive Effects of Alkyl Gallates on Hyaluronidase and Collagenase

  摘要：

  我们研究了一系列正构烷醇（C1-C12）的没食子酸酯，以确定它们对透明质酸酶和胶原酶的抑制活性。己基、庚基、辛基、壬基和癸基没食子酸酯对透明质酸酶和胶原酶都有抑制作用，其中没食子酸辛酯对这两种酶的抑制作用最强。3,5-二羟基苯甲酸辛酯对透明质酸酶有抑制作用，而 3,4-二羟基苯甲酸辛酯对胶原酶有抑制作用。

  DOI：

  10.1271/bbb.90365

文献信息

• Composition
  申请人：Unilever Home & Personal Care USA, Division of Conopco, Inc.

  公开号：US20040141928A1

  公开（公告）日：2004-07-22

  An oral care composition comprising a compound of Formula (1) 1 wherein R is either OH or Cl and R′ is either H or OH, wherein X is either a substituted or unsubstituted, straight chain or branched alkyl group having from 2 to 16 carbon atoms.

  一种口腔护理组合物，包含式（1）化合物 1 其中 R 是 OH 或 Cl，R′是 H 或 OH，X 是具有 2 至 16 个碳原子的取代或未取代的直链或支链烷基。
• 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.
• [EN] ORAL COMPOSITIONS COMPRISING SALTS OF ALKYL HYDROXYBENZOATES<br/>[FR] COMPOSITION
  申请人：UNILEVER NV

  公开号：WO2004047782A1

  公开（公告）日：2004-06-10

  An oral composition comprising a compound of Formula (I), wherein: at least one R is a metal or ammonium salt of -OH, the remaining R groups independently selected from the group consisting of: H, F, Cl, Br, -OH, C1 to C5-alkyl, -C(O)H, and -C(O)-C1 to C5-alkyl and z takes a value of from 1 to 5; R' is selected from the group consisting of: H, -OH, F, Cl, Br, I, and C1-C6 alkyl and n is an integer of from 0 to 12; wherein X is a group selected from -C(O)-NH-R'', -R'', -C(O-R'',-C(O)O-R'', and -SO2-R''; and R'' is selected from the group consisting of: -C5-16 alkyl or -CH2C6H6.
• [EN] COMPOSITION<br/>[FR] COMPOSITION
  申请人：UNILEVER NV

  公开号：WO2004071376A2

  公开（公告）日：2004-08-26

  An oral care composition comprising a compound of Formula (I) wherein R is either OH or Cl and R' is either H or OH, wherein X is either a substituted or unsubstituted, straight chain or branched alkyl group having from 2 to 16 carbon atoms or of formula (II) wherein: R is a group independently selected from the group consisting of: H, F, C1, Br, -OH, C1-5 alkyl, -C(O)H, C(O)C1-5 alkyl, -OCH3, -C2H5, -NH2, -NHC(O)CH3 and C(O)OC1-6 alkyl and z is from 1 to 5; R' is selected from the group consisting of: H, -OH, F, C1, Br, I, and C1-C6 alkyl and n is an integer of from 0 to 12; wherein X is -C(O)-R' and R' is-C1-16 alkyl or CH2C6H6.
• Inhibitive Effects of Alkyl Gallates on Hyaluronidase and Collagenase
  作者：Florin BARLA、Hayato HIGASHIJIMA、Shingo FUNAI、Keiichiro SUGIMOTO、Naoki HARADA、Ryoichi YAMAJI、Tomoyuki FUJITA、Yoshihisa NAKANO、Hiroshi INUI

  DOI：10.1271/bbb.90365

  日期：2009.10.23

  A series of the gallate esters of n-alkanols (C1–C12) was examined to determine their inhibitory activities against hyaluronidase and collagenase. Hexyl, heptyl, octyl, nonyl, and decyl gallates inhibited both hyaluronidase and collagenase, and the most potent inhibitor was octyl gallate against both enzymes. Octyl 3,5-dihydroxybenzoate showed inhibitory effects on hyaluronidase, whereas collagenase was inhibited by octyl 3,4-dihydroxybenzoate.

  我们研究了一系列正构烷醇（C1-C12）的没食子酸酯，以确定它们对透明质酸酶和胶原酶的抑制活性。己基、庚基、辛基、壬基和癸基没食子酸酯对透明质酸酶和胶原酶都有抑制作用，其中没食子酸辛酯对这两种酶的抑制作用最强。3,5-二羟基苯甲酸辛酯对透明质酸酶有抑制作用，而 3,4-二羟基苯甲酸辛酯对胶原酶有抑制作用。