≥98%, 10mg/mL in Ethanol for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C,Desiccated 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
2-Arachidonoyl-1-stearoyl-sn-glycero-3-phosphocholine is a phospholipid molecule characterized by a glycerophospholipid backbone where the first position of the glycerol unit is esterified with a stearic acid (saturated fatty acid), and the second position is esterified with arachidonic acid (a polyunsaturated fatty acid). This specific molecular arrangement makes it a critical component in the study of lipid rafts and membrane fluidity within cellular models. Arachidonic acid, known for its role in the biosynthesis of eicosanoids, imparts a particular interest in 1-Stearoyl-2-Arachidonoyl PC for investigating signaling pathways related to inflammation and cellular signaling. In research, this lipid is predominantly utilized to explore the dynamics of cellular membranes, especially the effects of fatty acid composition on membrane properties such as fluidity, phase behavior, and lipid domain formation. The presence of both saturated and unsaturated fatty acids allows for nuanced studies of how these lipids affect the structural and functional aspects of cell membranes, including their interactions with proteins and the activation of specific signaling cascades. Furthermore, this phospholipid serves as a model compound in the study of lipid metabolism and its implications in cellular processes, offering insights into the molecular mechanisms that underlie cell functionality and communication.
| Sonrisas canónicas | CCCCCCCCCCCCCCCCCC(=O)OCC(COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC |
|---|---|
| IUPAC Name | [(2R)-2-[(5Z,8Z,11Z,14Z)-icosa-5,8,11,14-tetraenoyl]oxy-3-octadecanoyloxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| InChIKey | PSVRFUPOQYJOOZ-QNPWAGBNSA-N |
| INCHI | 1S/C46H84NO8P/c1-6-8-10-12-14-16-18-20-22-23-25-27-29-31-33-35-37-39-46(49)55-44(43-54-56(50,51)53-41-40-47(3,4)5)42-52-45(48)38-36-34-32-30-28-26-24-21-19-17-15-13-11-9-7-2/h14,16,20,22,25,27,31,33,44H,6-13,15,17-19,21,23-24,26,28-30,32,34-43H2,1-5H3/b16-14-,22-20-,27-25-,33-31-/t44-/m1/s1 |
| Isómeros SMILES | CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC |
| WGK Alemania | 3 |
| PubChem CID | 16219824 |
| Número ONU | 1888 |
| Peso molecular | 810.13 |
| Beilstein | 6090084 |
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 |
| Clase | 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 |
| Descripción | 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 |
| Peso molecular | 810.100 g/mol |
|---|---|
| XLogP3 | 13.700 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 42 |
| Exact Mass | 809.593 Da |
| Monoisotopic Mass | 809.593 Da |
| Topological Polar Surface Area | 111.000 Ų |
| Heavy Atom Count | 56 |
| Formal Charge | 0 |
| Complexity | 1090.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 4 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 4 |
| Covalently-Bonded Unit Count | 1 |
