Determine the necessary mass, volume, or concentration for preparing a solution.
≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 1 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
General description:
Phosphatidylcholine (PC) is one of the most important constituent of colon′s mucosal layer. 14:0-18:0 PC (1-myristoyl-2-stearoyl-sn-glycero-3-phosphocholine) is an asymmetrical lipid with long alkyl side chain.
application:
14:0-18:0 PC (1-myristoyl-2-stearoyl-sn-glycero-3-phosphocholine) may be used:
in lipid bilayers to study its miscibility with d-erythro-N-palmitoyl-sphingomyelin (16:0-SM) using differential scanning calorimetry (DSC)
as an asymmetrical lipid component in liposomes to study the impact of bilayer area and lipid geometry and as liposomal solubilizing agents
to prepare a low temperature-sensitive liposome for thrombolytic studies
Biochemical/Physiological Effects:
Phosphatidylcholine (PC) forms a hydrophobic surface in the mucus by acting as a surfactant resulting in the inhibition of penetrance of bacteria.
| Canonical Smiles | CCCCCCCCCCCCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C |
|---|---|
| IUPAC Name | [(2R)-2-octadecanoyloxy-3-tetradecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| InChIKey | TYAQXZHDAGZOEO-KXQOOQHDSA-N |
| INCHI | 1S/C40H80NO8P/c1-6-8-10-12-14-16-18-19-20-21-23-25-27-29-31-33-40(43)49-38(37-48-50(44,45)47-35-34-41(3,4)5)36-46-39(42)32-30-28-26-24-22-17-15-13-11-9-7-2/h38H,6-37H2,1-5H3/t38-/m1/s1 |
| Isomeric SMILES | CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCCCC)COP(=O)([O-])OCC[N+](C)(C)C |
| PubChem CID | 131150 |
| Molecular Weight | 734.039 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Glycerophospholipids |
| Subclass | Glycerophosphocholines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phosphatidylcholines |
| Alternative Parents | Phosphocholines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Tetraalkylammonium salts Carboxylic acid esters Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Carbonyl compounds Amines |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Diacylglycero-3-phosphocholine - Phosphocholine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Quaternary ammonium salt - Tetraalkylammonium salt - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic nitrogen compound - Carbonyl group - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Amine - Organic salt - Hydrocarbon derivative - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage. |
| External Descriptors | Diacylglycerophosphocholines |
| Molecular Weight | 734.000 g/mol |
|---|---|
| XLogP3 | 13.500 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 40 |
| Exact Mass | 733.562 Da |
| Monoisotopic Mass | 733.562 Da |
| Topological Polar Surface Area | 111.000 Ų |
| Heavy Atom Count | 50 |
| Formal Charge | 0 |
| Complexity | 826.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
| 1. Wenjie Zhang, Hu Zhou, Deyan Gong, Haitao Wu, Xiang Huang, Zhaohua Miao, Hu Peng, Zhengbao Zha. (2023) AIPH-Encapsulated Thermo-Sensitive Liposomes for Synergistic Microwave Ablation and Oxygen-Independent Dynamic Therapy. Advanced Healthcare Materials, 12 (17): (2202947). [PMID:36829272] [10.1002/adhm.202202947] |