84601-19-4

• 常用中文名：磷酰胆碱
• 常用英文名：Oleyloxyethyl Phosphorylcholine
• CAS号：84601-19-4
• 分子式：C₂₅H₅₂NO₅P
• 分子量：477.66
• 相关类别： 原料药 神经系统用药 拟胆碱药
• 发布时间：2018-07-17 23:22:47
• 更新时间：2024-01-02 18:33:53
• (Z) -酰氧乙基磷酰胆碱((Z)-OPC)是酰氧乙基磷酸胆碱(OPC)的异构体。酰氧乙基磷酰胆碱是分泌型磷脂酶A2(sPLA2)的抑制剂,参与促炎脂质介质的生物合成。酰氧乙基磷酰胆碱可用于研究炎症性疾病。酰氧乙基磷酰胆碱还修饰了红细胞膜,并被用于结合携带氧气的液体全氟化碳,作为抗蛇毒血清剂,以减少毒素诱导的溶血[1][2]。

名称

• 中文名: 磷酰胆碱
• 英文名: oleyloxyethyl phosphorylcholine
• 英文别名: 2-[(9Z)-9-Octadecenoyloxy]ethyl 2-(trimethylammonio)ethyl phosphate; Ethanaminium, 2-[[hydroxy[2-[[(9Z)-1-oxo-9-octadecen-1-yl]oxy]ethoxy]phosphinyl]oxy]-N,N,N-trimethyl-, inner salt

物化性质

• 分子式: C₂₅H₅₂NO₅P
• 分子量: 477.66
• 精确质量: 491.337585
• PSA: 94.70000
• LogP: 3.87
• 储存条件: ?20°C
• 计算化学:

  1.疏水参数计算参考值（XlogP）:6.8

  2.氢键供体数量:1

  3.氢键受体数量:5

  4.可旋转化学键数量:24

  5.互变异构体数量:无

  6.拓扑分子极性表面积65

  7.重原子数量:32

  8.表面电荷:1

  9.复杂度:479

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:0

  13.确定化学键立构中心数量:1

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

生物活性

• 描述: (Z) -酰氧乙基磷酰胆碱((Z)-OPC)是酰氧乙基磷酸胆碱(OPC)的异构体。酰氧乙基磷酰胆碱是分泌型磷脂酶A2(sPLA2)的抑制剂,参与促炎脂质介质的生物合成。酰氧乙基磷酰胆碱可用于研究炎症性疾病。酰氧乙基磷酰胆碱还修饰了红细胞膜,并被用于结合携带氧气的液体全氟化碳,作为抗蛇毒血清剂,以减少毒素诱导的溶血[1][2]。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> 磷脂
  研究领域 >> 炎症/免疫
• 靶点:

  sPLA2

• 参考文献:

  [1]. Hope WC, et al. Secretory phospholipase A2 inhibitors and calmodulin antagonists as inhibitors of cytosolic phospholipase A2. Agents Actions. 1993;39 Spec No:C39-42.

  [2]. Yang Zhe, et al. Oxygen-carrying bionic nano antidote and its preparation method and application in preparation of anti snake venom drug. China, CN113509488 A. 2021-10-19.

MSDS

Version 1.2 Regulation (EC) No 1907/2006 1 - Product and Company Information Product NamePHOSPHORYLCHOLINE, OLEOYLOXYETHYL ESTER 2 - Hazards Identification 3 - Composition/Information on Ingredients Product NameCAS #EC noAnnex I Index Number PHOSPHORYLCHOLINE, OLEOYLOXYETHYL 84601-19-4 NoneNone ESTER FormulaC25H52NO5P Molecular Weight 477,7000 AMU 4 - First Aid Measures AFTER INHALATION If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen. AFTER SKIN CONTACT In case of contact, immediately wash skin with soap and copious amounts of water. AFTER EYE CONTACT In case of contact, immediately flush eyes with copious amounts of water for at least 15 minutes. AFTER INGESTION If swallowed, wash out mouth with water provided person is conscious. Call a physician. 5 - Fire Fighting Measures EXTINGUISHING MEDIA Suitable: Water spray. Carbon dioxide, dry chemical powder, or appropriate foam. SIGMAwww.molbase.com SPECIAL RISKS Specific Hazard(s): Emits toxic fumes under fire conditions. SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes. 6 - Accidental Release Measures PROCEDURE(S) OF PERSONAL PRECAUTION(S) Wear respirator, chemical safety goggles, rubber boots, and heavy rubber gloves. METHODS FOR CLEANING UP Sweep up, place in a bag and hold for waste disposal. Avoid raising dust. Ventilate area and wash spill site after material pickup is complete. 7 - Handling and Storage STORAGE Store at -20°C 8 - Exposure Controls / Personal Protection ENGINEERING CONTROLS Safety shower and eye bath. Mechanical exhaust required. GENERAL HYGIENE MEASURES Wash contaminated clothing before reuse. PERSONAL PROTECTIVE EQUIPMENT Respiratory Protection: Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Hand Protection: Compatible chemical-resistant gloves. Eye Protection: Chemical safety goggles. 9 - Physical and Chemical Properties AppearancePhysical State: Solid PropertyValueAt Temperature or Pressure pHN/A BP/BP RangeN/A MP/MP RangeN/A Flash PointN/A FlammabilityN/A Autoignition TempN/A Oxidizing PropertiesN/A Explosive PropertiesN/A Explosion LimitsN/A Vapor PressureN/A Partition CoefficientN/A ViscosityN/A Vapor DensityN/A SIGMAwww.molbase.com Saturated Vapor Conc. N/A Evaporation RateN/A Bulk DensityN/A Decomposition Temp.N/A Solvent ContentN/A Water ContentN/A Surface TensionN/A ConductivityN/A Miscellaneous DataN/A SolubilityN/A 10 - Stability and Reactivity STABILITY Materials to Avoid: Strong oxidizing agents. HAZARDOUS DECOMPOSITION PRODUCTS Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide, Nitrogen oxides, Phosphorous oxides. 11 - Toxicological Information SIGNS AND SYMPTOMS OF EXPOSURE To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. ROUTE OF EXPOSURE Skin Contact: May cause skin irritation. Eye Contact: May cause eye irritation. Inhalation: Material may be irritating to mucous membranes and upper respiratory tract. Multiple Routes: May be harmful by inhalation, ingestion, or skin absorption. 12 - Ecological Information No data available. 13 - Disposal Considerations SUBSTANCE DISPOSAL Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. 14 - Transport Information RID/ADR Non-hazardous for road transport. IMDG Non-hazardous for sea transport. IATA Non-hazardous for air transport. 15 - Regulatory Information Caution: Substance not yet fully tested (EU). SIGMAwww.molbase.com COUNTRY SPECIFIC INFORMATION Germany WGK: 3 Self-Classification 16 - Other Information WARRANTY The above information is believed to be correct but does not purport to be all inclusive and shall be used only as a guide. The information in this document is based on the present state of our knowledge and is applicable to the product with regard to appropriate safety precautions. It does not represent any guarantee of the properties of the product. Inc., shall not be held liable for any damage resulting from handling or from contact with the above product. See reverse side of invoice or packing slip for additional terms and conditions of sale. Copyright 2010 Co. License granted to make unlimitedpaper copies for internal use only. DISCLAIMER For R&D use only. Not for drug, household or other uses. SIGMAwww.molbase.com SECTION 16 - ADDITIONAL INFORMATION N/A