methyl 16-[(4-methylphenyl)sulfonyloxy]hexadecanoate | 129753-84-0

• 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: methyl 16-[(4-methylphenyl)sulfonyloxy]hexadecanoate
• 英文别名: Methyl 16-(4-methylphenyl)sulfonyloxyhexadecanoate
• CAS: 129753-84-0
• 化学式: C₂₄H₄₀O₅S
• 分子量: 440.645
• InChiKey: YYUPKSPAHWYPLW-UHFFFAOYSA-N

物化性质

• 熔点：
  54-55 °C
• 沸点：
  533.0±23.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  30
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  78
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl 16-[(4-methylphenyl)sulfonyloxy]hexadecanoate 在 sodium azide 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 生成 methyl 16-azidohexadecanoate
  参考文献：
  名称：

  [EN] CHOLESTEROL-CONTAINING COMPOUNDS AND THEIR USE AS IMMUNOGENS AGAINST BORRELIA BURGDORFERI
  [FR] COMPOSES CONTENANT DU CHOLESTEROL ET LEUR UTILISATION COMME IMMUNOGENES CONTRE BORRELIA BURGDORFERI

  摘要：

  公开号：

  WO2004089969A3
• 作为产物：
  描述：

  16-羟基棕榈酸 在 吡啶 、 盐酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 methyl 16-[(4-methylphenyl)sulfonyloxy]hexadecanoate
  参考文献：
  名称：

  Structure-antitumor Activity Relationship of Semi-synthetic Spicamycin Derivatives.

  摘要：

  新合成了一系列在分子脂肪酸部分进行了修饰的斯匹卡霉素衍生物，并研究了它们的构效关系。通过对脂肪酸部分进行修饰，将其转化为十四碳二烯酸或十二碳二烯酸类似物，这些衍生物对COL-1人结肠癌异种移植模型的抗肿瘤活性显著优于SPM VIII。

  DOI：

  10.7164/antibiotics.48.1467

文献信息

• CHOLESTEROL-CONTAINING COMPOUNDS AND THEIR USE AS IMMUNOGENS AGAINST BORRELIA BURGDORFERI
  申请人：Ben-Menachem Gil

  公开号：US20100062023A1

  公开（公告）日：2010-03-11

  Unique compounds that can be used for inducing an immune response to Borrelia burgdorferi in a subject by administering a therapeutically effective amount of the glycolipid to the subject. Such administration is particularly useful for preventing or treating Lyme disease in a subject. The compounds(s), and therapeutically acceptable salts thereof, may be formulated into pharmaceutical or immunogenic compositions.

  本发明涉及一种独特的化合物，可通过向受试者投与治疗有效量的糖脂来诱导免疫反应，从而在受试者中预防或治疗莱姆病。该化合物（及其治疗上可接受的盐）可制成药物或免疫原组合物。
• Conformationally Constrained Analogues of Diacylglycerol (DAG). 27. Modulation of Membrane Translocation of Protein Kinase C (PKC) Isozymes α and δ by Diacylglycerol Lactones (DAG-<scp>l</scp>actones) Containing Rigid-Rod Acyl Groups
  作者：Krishnan Malolanarasimhan、Noemi Kedei、Dina M. Sigano、James A. Kelley、Christopher C. Lai、Nancy E. Lewin、Robert J. Surawski、Vladimir A. Pavlyukovets、Susan H. Garfield、Stephen Wincovitch、Peter M. Blumberg、Victor E. Marquez

  DOI：10.1021/jm061289j

  日期：2007.3.1

  Highly rigid and geometrically well-defined rods composed of ethynylene-substituted aromatic spacers [oligo(p-phenyleneethynylene), OPE] were incorporated as acyl moieties on diacylglycerol lactones (DAG-lactones) and investigated for their ability to bind to protein kinase C (PKC) and translocate PKC alpha and delta isoforms to plasma and internal membranes. The kinetics of PKC translocation were correlated with biological responses, viz. ERK phosphorylation, induction of IL-6 secretion, inhibition of cell proliferation, and induction of cellular attachment, that display very different time courses. Because OPE rods assemble through noncovalent forces and form stable films, they may influence the microdomain environment around the DAG-lactone membrane-binding site. A comparison of two DAG-lactones (1 and 10), one with two PE units (1) and the other with an equivalent flexible acyl chain (10) of matching lipophilicity, clearly demonstrated the effect of the rigid OPE chain in substantially prolonging the translocated state of both PKC alpha and delta.
• TAMVAKOPOULOS, C. S.;ANDERSON, V. E., J. LABELL. COMPOUNDS AND RADIOPHARM., 28,(1990) N, C. 187-191
  作者：TAMVAKOPOULOS, C. S.、ANDERSON, V. E.

  DOI：——

  日期：——