2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside 23-sulfate ester | 1176326-45-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside 23-sulfate ester
• 英文别名: niga-ichigoside F1 23-sulfate ester；[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,9R,10R,11R,12aR,14bS)-1,10,11-trihydroxy-1,2,6a,6b,9,12a-hexamethyl-9-(sulfooxymethyl)-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate
• CAS: 1176326-45-6
• 化学式: C₃₆H₅₈O₁₄S
• 分子量: 746.914
• InChiKey: XBNZAVUJFGQQSI-JVJIQXRHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  51
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  249
• 氢给体数：
  8
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  2α,3β,19α,23-tetrahydroxyurs-12-en-28-oic acid 28-O-β-D-glucopyranoside 23-sulfate ester 在 盐酸 、 水 作用下， 生成 D-古洛糖
  参考文献：
  名称：

  Composition of the Fresh Leaves and Stems of Melissa officinalis and Evaluation of Skin Irritation in a Reconstituted Human Epidermis Model

  摘要：

  The composition of a centrifuged product obtained from the fresh leaves and stems of Melissa officinalis and skin irritation in the reconstituted human epidermis (Episkin model) have been investigated in comparison to the EtOH-H2O (1: 1) extract obtained by Soxhlet from the dried plant. Two new sulfated triterpenes (1 and 2) and two ionol derivatives have been isolated for the first time from Melissa officinalis together with caffeic and rosmarinic acids. The structures of compounds 1 and 2 were established by analysis of their spectroscopic data. Both the centrifuged material and its major constituents neither affected cell viability nor caused the release of pro-inflammatory mediators or the decrease of trans-epithelial electrical resistance (TEER) in the reconstituted human epidermis.

  DOI：

  10.1021/np9003195

文献信息

• Composition of the Fresh Leaves and Stems of <i>Melissa officinalis</i> and Evaluation of Skin Irritation in a Reconstituted Human Epidermis Model
  作者：Teresa Mencherini、Patrizia Picerno、Paola Russo、Marisa Meloni、Rita Aquino

  DOI：10.1021/np9003195

  日期：2009.8.28

  The composition of a centrifuged product obtained from the fresh leaves and stems of Melissa officinalis and skin irritation in the reconstituted human epidermis (Episkin model) have been investigated in comparison to the EtOH-H2O (1: 1) extract obtained by Soxhlet from the dried plant. Two new sulfated triterpenes (1 and 2) and two ionol derivatives have been isolated for the first time from Melissa officinalis together with caffeic and rosmarinic acids. The structures of compounds 1 and 2 were established by analysis of their spectroscopic data. Both the centrifuged material and its major constituents neither affected cell viability nor caused the release of pro-inflammatory mediators or the decrease of trans-epithelial electrical resistance (TEER) in the reconstituted human epidermis.