1,2-diarachidonoyl-sn-glycerol | 147514-21-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 1,2-diarachidonoyl-sn-glycerol
• 英文别名: 1,2-Dieicosanoyl-sn-glycerol；[(2S)-3-hydroxy-2-icosanoyloxypropyl] icosanoate
• CAS: 147514-21-4
• 化学式: C₄₃H₈₄O₅
• 分子量: 681.137
• InChiKey: AGUTXIBMYVFOMK-RWYGWLOXSA-N

物化性质

• 物理描述：
  Solid
• 碰撞截面：
  285.7 Ų [M+NH4]+ [CCS Type: TIMS, Method: calibrated with 4 ions from ESI LC/MS tuning mix (Agilent)]

计算性质

• 辛醇/水分配系数(LogP)：
  18.4
• 重原子数：
  48
• 可旋转键数：
  42
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1,2-diarachidonoyl-sn-glycerol 、 N-(叔丁氧羰基)乙醇胺 、 双(二异丙基氨基)(2-氰基乙氧基)膦 在 5H-四唑 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.5h， 以93%的产率得到
  参考文献：
  名称：

  一种二酰基磷脂酰乙醇胺的制备方法

  摘要：

  本发明提供了一种二酰基磷脂酰乙醇胺的制备方法，包括下列步骤：(1)溶剂和有机碱/无机碱的作用下，式I化合物和磷试剂发生取代反应，生成式a中间体1；(2)同一反应体系中，中间体1在有机碱/无机碱的存在下，与2‑(N‑芴甲氧羰基氨基)乙醇或N‑Boc保护的乙醇胺发生取代反应，生成式b中间体2；(3)同一反应体系中，中间体2在氧化剂作用下氧化反应，生成式II化合物；(4)式II化合物在溶剂、碱的作用下，磷脂头基发生水解，得到式III化合物。本发明的优点在于：本发明只需通过两步合成就可得到目标产物，且方法条件易控、后处理简单、副反应少、收率高，符合工业化生产的要求。

  公开号：

  CN108727426B
• 作为产物：
  描述：

  1,2-diarachidonoyl-sn-glycero-3-phosphocholine 在 phospholipase C from C_. welchii 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 1,2-diarachidonoyl-sn-glycerol
  参考文献：
  名称：

  Production of structured triacylglycerols from microalgae

  摘要：

  Structured triacylglycerols (TAGS) were isolated from nine cultivated strains of microalgae belonging to different taxonomic groups, i.e. Audouinella eugena, Balbiania investiens, Myrmecia bisecta, Nannochloropsis limnetica, Palmodictyon varium, Phaeodactylum tricornutum, Pseudochantransia sp., Thorea ramosissima, and Trachydiscus minutus. They were separated and isolated by means of NARP-LC/MS-APCI and chiral LC and the positional isomers and enantiomers of TAGs with two polyunsaturated, i.e. arachidonic (A) and eicosapentaenoic (E) acids and one saturated, i.e. palmitic acid (P) were identified. Algae that produce eicosapentaenoic acid were found to biosynthesize more asymmetrical TAGs, i.e. PPE or PEE, whereas algae which produced arachidonic acid give rise to symmetrical TAGs, i.e. PAP or APA, irrespective of their taxonomical classification. Nitrogen and phosphorus starvation consistently reversed the ratio of asymmetrical and symmetrical TAGs. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2014.04.013

文献信息

• Cosmestic composition
  申请人：UNILEVER PLC

  公开号：EP0572167A1

  公开（公告）日：1993-12-01

  A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamic acid derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

  一种适用于哺乳动物皮肤和毛发的外用组合物，可诱导、维持或增加毛发生长，其中包括一种毛发生长促进剂，选自谷氨酸衍生物及其盐类。该组合物最好还包含一种活性增强剂，它可以选自毛发生长刺激剂、渗透增强剂和阳离子聚合物。
• Cosmetic composition containing DOPA derivatives
  申请人：UNILEVER PLC

  公开号：EP0580409A2

  公开（公告）日：1994-01-26

  A composition for topical application to human hair or skin contains a chemical analogue of dihydroxyphenyl alanine (DOPA). This chemical analogue can be absorbed by skin or by a hair follicle and metabolised in-vivo, thus leading to the formation of melanin in skin or to the growth of melanin-pigmented hair. Consequently the composition can give controlled skin darkening to mimic sun-induced tanning or can bring about the growth of dar hair in place of the grey or white hair.

  一种用于人体毛发或皮肤局部涂抹的组合物含有一种二羟基苯丙氨酸（DOPA）的化学类似物。这种化学类似物可被皮肤或毛囊吸收并在体内代谢，从而导致皮肤黑色素的形成或黑色素毛发的生长。因此，这种成分可以控制皮肤变黑，模拟日光引起的晒黑，或使灰发或白发长出黑发。
• Cosmetic composition containing hair-growth promoter
  申请人：UNILEVER PLC

  公开号：EP0571198A1

  公开（公告）日：1993-11-24

  A composition suitable for topical application to mammalian skin and hair for inducing, maintaining or increasing hair growth comprises a hair growth promoter chosen from glutamine derivatives and salts thereof. The composition preferably also comprises an activity enhancer which may be chosen from hair growth stimulants, penetration enhancers and cationic polymers.

  一种适用于哺乳动物皮肤和毛发的外用组合物，可诱导、维持或增加毛发生长，其中包括一种毛发生长促进剂，选自谷氨酰胺衍生物及其盐类。该组合物最好还包含一种活性增强剂，它可以选自毛发生长刺激剂、渗透增强剂和阳离子聚合物。
• Gas-filled microvesicles
  申请人：BRACCO SUISSE S.A.

  公开号：US10010630B2

  公开（公告）日：2018-07-03

  A formulation for preparing gas-filled microvesicles which comprises a phospholipid and a mixture of saturated and unsaturated fatty acids. The gas-filled microvesicles having a stabilizing layer comprising said composition show an increased stability with respect to microvesicles containing only a saturated or an unsaturated fatty acid.

  一种用于制备充气微囊的配方，它由磷脂和饱和及不饱和脂肪酸混合物组成。与只含有饱和或不饱和脂肪酸的微囊相比，具有上述成分稳定层的充气微囊显示出更高的稳定性。
• Hair growth composition containing citric acid esters
  申请人：UNILEVER PLC

  公开号：EP0517371B1

  公开（公告）日：1996-01-10