racemic stearoylserine methyl ester | 118319-49-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: racemic stearoylserine methyl ester
• 英文别名: N-stearoyl-serine methyl ester；N-Stearoyl-serin-methylester；methyl 3-hydroxy-2-(octadecanoylamino)propionate；methyl 3-hydroxy-2-(octadecanoylamino)propanoate
• CAS: 118319-49-6
• 化学式: C₂₂H₄₃NO₄
• 分子量: 385.588
• InChiKey: VESKPMRVGFKXFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  27
• 可旋转键数：
  20
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  benzyl 2-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosylthio)ethylcarbamate 、 racemic stearoylserine methyl ester 在 N-碘代丁二酰亚胺 、 三氟甲磺酸 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 methyl 2-(octadecanoylamino)-3-(2,3,4,6-tetra-O-benzoyl-β-D-galactopyranosyloxy)propionate
  参考文献：
  名称：

  NOVEL GALACTOSYLCERAMIDE ANALOGS AND BETA-GLUCOCEREBROSIDASE ACTIVATORS,EXTERNAL SKIN PREPARATIONS AND METHOD OF ACTIVATING BETA-GLUCOCEREBROSIDASE USING THE ANALOGS

  摘要：

  公开号：

  EP1408045B1
• 作为产物：
  描述：

  2-氨基-3-羟基丙酸甲酯 、 十八烷酰氯 在 氯仿 、 potassium carbonate 作用下， 生成 racemic stearoylserine methyl ester
  参考文献：
  名称：

  Zeelen; Havinga, Recueil des Travaux Chimiques des Pays-Bas, 1958, vol. 77, p. 267,271

  摘要：

  DOI：

文献信息

• Novel galactosylceramide analogs, and beta-glucocerebrosidase activators, external skin preparations and method of activating beta-glucocerebrosidase using the analogs
  申请人：——

  公开号：US20040242499A1

  公开（公告）日：2004-12-02

  Galactosylceramide analogues represented by the following formula (1) or (2). 1 (wherein X and Y each represent S or O, R 1 and R 2 each represent an alkyl group or an alkenyl group each having 9 to 35 carbon atoms. R 3 represents an alkyl group or an alkenyl group each having 2 to 30 carbon atoms.) It is provided a &bgr;-glucocerebrosidase activator which is easily available, and external skin preparations and a method of activating &bgr;-glucocerebrosidase, in which improvement in formation of horny layer transmission barrier is expected by activating &bgr;-glucocerebrosidase so that an improved effect in rough skin is also expected.

  提供以下公式（1）或（2）所表示的类似半乳糖鞘氨醇： 其中，X和Y各代表S或O，R1和R2各代表一个有9到35个碳原子的烷基或烯基，R3代表一个有2到30个碳原子的烷基或烯基。提供了一种易于获取的β-葡糖鞘脂酶激活剂，以及激活β-葡糖鞘脂酶的外用皮肤制剂和方法，通过激活β-葡糖鞘脂酶，预期改善角质层传递屏障的形成，从而也预期改善皮肤粗糙的效果。
• Galactosylceramide analogs, and β-glucocerebrosidase activators, external skin preparations and method of activating β-glucocerebrosidase using the analogs
  申请人：Kao Corporation

  公开号：US07183261B2

  公开（公告）日：2007-02-27

  Galactosylceramide analogues represented by the following formula (1) or (2). (wherein X and Y each represent S or O, R1 and R2 each represent an alkyl group or an alkenyl group each having 9 to 35 carbon atoms. R3 represents an alkyl group or an alkenyl group each having 2 to 30 carbon atoms.) It is provided a β-glucocerebrosidase activator which is easily available, and external skin preparations and a method of activating β-glucocerebrosidase, in which improvement in formation of horny layer transmission barrier is expected by activating β-glucocerebrosidase so that an improved effect in rough skin is also expected.

  以下公式（1）或（2）所表示的半乳糖鞘氨醇类似物。（其中X和Y分别表示S或O，R1和R2分别表示具有9到35个碳原子的烷基或烯基基团。R3表示具有2到30个碳原子的烷基或烯基基团。）提供了一种易于获得的β-葡糖鞘脂酶激活剂，以及激活β-葡糖鞘脂酶的外用皮肤制剂和方法，通过激活β-葡糖鞘脂酶来改善角质层传递屏障的形成，因此也预期在粗糙皮肤方面具有改善效果。
• Zeelen; Havinga, Recueil des Travaux Chimiques des Pays-Bas, 1958, vol. 77, p. 267,271
  作者：Zeelen、Havinga

  DOI：——

  日期：——
• Novel galactosylceramide analogues, and beta-glucocerebrosidase activator, external skin preparations and method of activating beta-glucocerebrosidase using the same
  申请人：Uematsu Rie

  公开号：US20070111951A1

  公开（公告）日：2007-05-17

  Galactosylceramide analogues represented by the following formula (1) or (2). (wherein X and Y each represent S or O, R 1 and R 2 each represent an alkyl group or an alkenyl group each having 9 to 35 carbon atoms. R 3 represents an alkyl group or an alkenyl group each having 2 to 30 carbon atoms.) It is provided a β-glucocerebrosidase activator which is easily available, and external skin preparations and a method of activating β-glucocerebrosidase, in which improvement in formation of horny layer transmission barrier is expected by activating β-glucocerebrosidase so that an improved effect in rough skin is also expected.
• US7183261B2
  申请人：——

  公开号：US7183261B2

  公开（公告）日：2007-02-27