Determine the necessary mass, volume, or concentration for preparing a solution.
≥95% 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 3 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCC(C(=O)O)N)OC(=O)CCCCCCCC=CCCCCCCCC |
|---|---|
| IUPAC Name | (2S)-2-amino-3-[[(2R)-2,3-bis[[(Z)-octadec-9-enoyl]oxy]propoxy]-hydroxyphosphoryl]oxypropanoic acid |
| InChIKey | WTBFLCSPLLEDEM-JIDRGYQWSA-N |
| INCHI | 1S/C42H78NO10P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(44)50-35-38(36-51-54(48,49)52-37-39(43)42(46)47)53-41(45)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,38-39H,3-16,21-37,43H2,1-2H3,(H,46,47)(H,48,49)/b19-17-,20-18-/t38-,39+/m1/s1 |
| Isomeric SMILES | CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OC[C@@H](C(=O)O)N)OC(=O)CCCCCCC/C=C\CCCCCCCC |
| Molecular Weight | 788 |
| Reaxy-Rn | 8382796 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8382796&ln= |
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 | Glycerophosphoserines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phosphatidylserines |
| Alternative Parents | L-alpha-amino acids Tricarboxylic acids and derivatives Phosphoethanolamines Fatty acid esters Dialkyl phosphates Carboxylic acid esters Amino acids Carboxylic acids Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Diacyl-glycerol-3-phosphoserine - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Tricarboxylic acid or derivatives - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Carboxylic acid - Primary aliphatic amine - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Carbonyl group - Organic oxide - Primary amine - Hydrocarbon derivative - Organonitrogen compound - Organooxygen compound - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as phosphatidylserines. These are glycerophosphoserines in which two fatty acids are bonded to the glycerol moiety through ester linkages. As is the case with diacylglycerols, phosphatidylserines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 positions. |
| External Descriptors | Diacylglycerophosphoserines |
| Flash Point(°F) | Not applicable |
|---|---|
| Flash Point(°C) | Not applicable |
| Molecular Weight | 788.000 g/mol |
| XLogP3 | 10.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 11 |
| Rotatable Bond Count | 42 |
| Exact Mass | 787.536 Da |
| Monoisotopic Mass | 787.536 Da |
| Topological Polar Surface Area | 172.000 Ų |
| Heavy Atom Count | 54 |
| Formal Charge | 0 |
| Complexity | 1020.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 2 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 2 |
| Covalently-Bonded Unit Count | 1 |
| 1. Junyi Zhao, Li Zhao, Weiqing Xu, Zhongyuan Lu, Shuping Xu. (2024) Fabrication of High-Negatively Charged Bicelle-Mediated Supported Lipid Bilayer. LANGMUIR, [PMID:38572682] [10.1021/acs.langmuir.4c00068] |
| 2. Qi Wei, Ruoshui Li, Jiaqi Fan, Mengyuan Xu, Pengcheng Yuan, Jiwei Liu, Qian Wang, Youqing Shen, Nigel K. H. Slater, Jianbin Tang. (2026) Amphiphilic Guanidine-based Lipids Enhance mRNA Delivery and Immune Activation. Biomaterials Science, [PMID:41700813] [10.1039/D6BM00068A] |
| 3. Yanan Meng, Yi Lin, Zijin Luo, Xiaoqiong Tan, Xiaolu Yu, Hongyu Ren, Qiang Cheng, Chuan Fang, Tuo Wei. (2026) Fusion Peptide-Incorporated Lipid Nanoparticles Boost Endosomal Escape and Enhance Cytosolic mRNA Delivery. ADVANCED MATERIALS, [PMID:41715267] [10.1002/adma.202515130] |