oleic estolide | 154086-90-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: oleic estolide
• 英文别名: 9-OAHSA；9-[(Z)-octadec-9-enoyl]oxyoctadecanoic acid
• CAS: 154086-90-5
• 化学式: C₃₆H₆₈O₄
• 分子量: 564.934
• InChiKey: PGKKGBQMNNEIHV-PFONDFGASA-N

物化性质

• 沸点：
  644.4±48.0 °C(Predicted)
• 密度：
  0.918±0.06 g/cm3(Predicted)
• 溶解度：
  DMF：20mg/mL； DMSO：15mg/mL；乙醇：20mg/mL；乙醇:PBS(pH 7.2) (1:1): 0.5 mg/ml
• 物理描述：
  Solid

计算性质

• 辛醇/水分配系数(LogP)：
  14.4
• 重原子数：
  40
• 可旋转键数：
  33
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  油醇 、 oleic estolide 在 磷酸 作用下， 以 甲苯 为溶剂， 反应 2.75h， 以97.7%的产率得到oleic estolide oleyl ester
  参考文献：
  名称：

  从顺式-9-十八烯酸雌二醇合成乙内酯

  摘要：

  AbstractOleic acid (cis‐9‐octadecenoic acid) was converted in excellent yield to the estolide, which was then esterified with 2,2‐dimethypropan‐1‐ol (neopentyl alcohol), cis‐9‐octadence‐1‐ol (oleyl alcohol), and 2‐propanol to generate the corresponding estolide esters. Higher‐formula mass estolide esters were synthesized by reaction of the parent estolide with 1,3‐propanediol, 2,2‐dimethyl‐1,3‐propanediol, and 1,5‐pentanediol to give the corresponding diesters of oleic estolide, thus doubling the molecular size of the parent estolide. Pour points and viscosities were determined in order to evaluate these products for possible industrial application.

  DOI：

  10.1007/s11746-001-0248-5
• 作为产物：
  描述：

  油酸 在 高氯酸 作用下， 60.0 ℃ 、1.33 kPa 条件下， 反应 24.0h， 以274 g的产率得到oleic estolide
  参考文献：
  名称：

  Estolide Compound and Method for Preparing the Same

  摘要：

  本发明公开了一种制备酯酰亚胺化合物的方法以及由此制备的酯酰亚胺化合物。制备酯酰亚胺化合物的方法包括：将生物质脂肪转化为脂肪酸；将脂肪酸分离成C16饱和脂肪酸和C18不饱和脂肪酸；制备一种线性内部烯烃（LIO）；通过C18不饱和脂肪酸的部分氢化增加油酸的量；通过油酸的交叉重聚合合成酯酰亚胺聚合物；将C16饱和脂肪酸封闭到酯酰亚胺聚合物上；并将酯酰亚胺聚合物与线性内部烯烃反应。

  公开号：

  US20160009630A1

文献信息

• [EN] LIPIDS FOR DELIVERY OF CHARGED MATERIAL, FORMULATIONS THEREOF AND METHOD FOR MAKING SAME<br/>[FR] LIPIDES POUR L'ADMINISTRATION D'UN MATÉRIAU CHARGÉ, LEURS FORMULATIONS ET LEUR PROCÉDÉ DE FABRICATION
  申请人：INTEGRATED NANOTHERAPEUTICS INC

  公开号：WO2021026647A1

  公开（公告）日：2021-02-18

  Disclosed herein is a lipid having a net charge at physiological pH, and being covalently attached to a lipid moiety. The lipid moiety comprises a hydrocarbon structure having two or more linked hydrocarbon chains, optionally having cis or trans C=C, at least one of said chains being covalently attached to the head group optionally via the linker region. The hydrocarbon chains are bonded to one another at a branch point at an internal carbon of the chain attached to the linker region, which branch point comprises a functional group having an electronegative atom. The hydrocarbon chains each have between 1 and 40 carbon atoms, wherein the hydrocarbon structure in total comprises between 10 and 150 carbon atoms. Advantageously, the hydrocarbon structure may assume a generally flared shape for enhanced delivery of cargo molecules. Further provided are delivery vehicles comprising the lipids.

  本文揭示了一种在生理pH下具有净电荷的脂质，且与脂质部分共价连接。脂质部分包括具有两个或更多个连接的碳氢链的碳氢结构，可选择具有顺式或反式C=C，其中至少一个链通过连接区域共价连接到头基。碳氢链在连接到连接区域的链的内部碳上相互连接在一个分支点上，该分支点包括具有电负原子的功能基团。每个碳氢链具有1至40个碳原子，其中总的碳氢结构包括10至150个碳原子。优点是，碳氢结构可以呈现一种通常呈扩张形状以增强货物分子的输送。此外，提供了包含这些脂质的输送载体。
• LIPIDS FOR DELIVERY OF CHARGED MATERIAL, FORMULATIONS THEREOF AND METHOD FOR MAKING SAME
  申请人：Integrated Nanotherapeutics Inc.

  公开号：EP4013740A1

  公开（公告）日：2022-06-22
• LIPID CONJUGATE PREPARED FROM SCAFFOLD MOIETY
  申请人：Integrated Nanotherapeutics Inc.

  公开号：US20220226480A1

  公开（公告）日：2022-07-21

  The application relates to a lipid conjugate of formula M-X1-L wherein M is a molecule of interest such as a drug moiety; X1 is a linker group such as ester, ether or carbamate; and L is a lipid scaffold represented by formula (IId): -L1-[L2(H)(X2R)]n-L3-[L4(H)(X2R)]p-L5-L6 and wherein L comprises 5 to 40 carbon atoms and 0 to 2 carbon-carbon double bonds. The lipid conjugate can p be formulated in a drug delivery vehicle such as a lipid nanoparticle (LNP).
• Synthesis of estolide esters from cis-9-octadecenoic acid estolides
  作者：Rogers E. Harry-O kuru、Terry A. Isbell、David Weisleder

  DOI：10.1007/s11746-001-0248-5

  日期：2001.3

  AbstractOleic acid (cis‐9‐octadecenoic acid) was converted in excellent yield to the estolide, which was then esterified with 2,2‐dimethypropan‐1‐ol (neopentyl alcohol), cis‐9‐octadence‐1‐ol (oleyl alcohol), and 2‐propanol to generate the corresponding estolide esters. Higher‐formula mass estolide esters were synthesized by reaction of the parent estolide with 1,3‐propanediol, 2,2‐dimethyl‐1,3‐propanediol, and 1,5‐pentanediol to give the corresponding diesters of oleic estolide, thus doubling the molecular size of the parent estolide. Pour points and viscosities were determined in order to evaluate these products for possible industrial application.
• Estolide Compound and Method for Preparing the Same
  申请人：SK Innovation Co., Ltd.

  公开号：US20160009630A1

  公开（公告）日：2016-01-14

  A method for preparing an estolide compound and an estolide compound prepared thereby are disclosed. The method for preparing an estolide compound includes: converting biomass fat into a fatty acid; separating the fatty acid into a C 16 saturated fatty acid and a C 18 unsaturated fatty acid; preparing a linear internal olefin (LIO); increasing an amount of oleic acid through partial hydrogenation of the C 18 unsaturated fatty acid; synthesizing an estolide polymer through cross metathesis of the oleic acid; capping the C 16 saturated fatty acid onto the estolide polymer; and reacting the estolide polymer with the linear internal olefin.

  本发明公开了一种制备酯酰亚胺化合物的方法以及由此制备的酯酰亚胺化合物。制备酯酰亚胺化合物的方法包括：将生物质脂肪转化为脂肪酸；将脂肪酸分离成C16饱和脂肪酸和C18不饱和脂肪酸；制备一种线性内部烯烃（LIO）；通过C18不饱和脂肪酸的部分氢化增加油酸的量；通过油酸的交叉重聚合合成酯酰亚胺聚合物；将C16饱和脂肪酸封闭到酯酰亚胺聚合物上；并将酯酰亚胺聚合物与线性内部烯烃反应。