Physicochemical Properties
| Molecular Formula | C₄₂H₈₂NO₈P |
| Molecular Weight | 760.08 |
| Exact Mass | 759.577 |
| CAS # | 26853-31-6 |
| Related CAS # | 1-Palmitoyl-2-oleoyl-sn-glycero-3-PC-d31;179093-76-6;1-Palmitoyl-2-oleoyl-sn-glycero-3-PC-d82;2260669-94-9 |
| PubChem CID | 5497103 |
| Appearance | White to off-white solid powder |
| LogP | 11.42 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 41 |
| Heavy Atom Count | 52 |
| Complexity | 899 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCCCCC/C=C\CCCCCCCC |
| InChi Key | WTJKGGKOPKCXLL-VYOBOKEXSA-N |
| InChi Code | InChI=1S/C42H82NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h20-21,40H,6-19,22-39H2,1-5H3/b21-20-/t40-/m1/s1 |
| Chemical Name | [(2R)-3-hexadecanoyloxy-2-[(Z)-octadec-9-enoyl]oxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| Synonyms | 1Palmitoyl2oleoylsnglycero3PC; 1 Palmitoyl 2 oleoyl sn glycero 3 PC |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | 1-Palmitoyl-2-oleoyl-sn-glycerol-3-PC (POPC) is a phospholipid with 16:0 and 18:1 fatty acids at the sn-1 and sn-2 positions, respectively [1]. |
| References |
[1]. Translocation of phospholipids and dithionite permeability in liquid-ordered and liquid-disordered membranes. Biophys J. 2006 Aug 1;91(3):873-81. [2]. Cholesterol and POPC segmental order parameters in lipid membranes: solid state 1H-13C NMR and MD simulation studies. Phys Chem Chem Phys. 2013 Feb 14;15(6):1976-89. |
| Additional Infomation |
1-hexadecanoyl-2-(9Z-octadecenoyl)-sn-glycero-3-phosphocholine is a phosphatidylcholine 34:1 in which the 1- and 2-acyl groups are specified as hexadecanoyl (palmitoyl) and 9Z-octadecenoyl (oleoyl) respectively. It has a role as a mouse metabolite. It is a phosphatidylcholine 34:1 and a 1-acyl-2-oleoyl-sn-glycero-3-phosphocholine betaine. It is functionally related to a hexadecanoic acid and an oleic acid. 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphocholine has been reported in Streptomyces roseicoloratus, Drosophila melanogaster, and other organisms with data available. PC(16:0/18:1(9Z)) is a metabolite found in or produced by Saccharomyces cerevisiae. |
Solubility Data
| Solubility (In Vitro) |
Ethanol : ~50 mg/mL (~65.78 mM) DMSO :< 1 mg/mL |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.25 mg/mL (1.64 mM) (saturation unknown) in 10% EtOH + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear EtOH stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: 1.25 mg/mL (1.64 mM) in 10% EtOH + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear EtOH stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 1.25 mg/mL (1.64 mM) (saturation unknown) in 10% EtOH + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear EtOH stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.3157 mL | 6.5783 mL | 13.1565 mL | |
| 5 mM | 0.2631 mL | 1.3157 mL | 2.6313 mL | |
| 10 mM | 0.1316 mL | 0.6578 mL | 1.3157 mL |