Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in Water for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C[N+](C)(C)CCOP(=O)([O-])OCC(CO)O |
|---|---|
| IUPAC Name | [(2R)-2,3-dihydroxypropyl] 2-(trimethylazaniumyl)ethyl phosphate |
| InChIKey | SUHOQUVVVLNYQR-MRVPVSSYSA-N |
| INCHI | 1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1 |
| Isomeric SMILES | C[N+](C)(C)CCOP(=O)([O-])OC[C@@H](CO)O |
| Molecular Weight | 257.22 |
| Reaxy-Rn | 3908443 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3908443&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 | Glycerophosphocholines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Glycerophosphocholines |
| Alternative Parents | Phosphocholines Dialkyl phosphates Tetraalkylammonium salts Secondary alcohols 1,2-diols Primary alcohols Organopnictogen compounds Organic salts Organic oxides Hydrocarbon derivatives Amines |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Glycero-3-phosphocholine - Phosphocholine - Dialkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Tetraalkylammonium salt - Quaternary ammonium salt - 1,2-diol - Secondary alcohol - Organic nitrogen compound - Organic salt - Hydrocarbon derivative - Primary alcohol - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Amine - Alcohol - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as glycerophosphocholines. These are lipids containing a glycerol moiety carrying a phosphocholine at the 3-position. |
| External Descriptors | phosphocholines - sn-glycerol 3-phosphates |
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| Sensitivity | Moisture sensitive |
|---|---|
| Molecular Weight | 257.220 g/mol |
| XLogP3 | -2.300 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 8 |
| Exact Mass | 257.103 Da |
| Monoisotopic Mass | 257.103 Da |
| Topological Polar Surface Area | 99.100 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 233.000 |
| 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. Zhuoya Gao, Jiarong Zhang, Yingchao Hou, Jinjin Lu, Jing Liang, Yufeng Gao, Boqi Li, Shuai Gao, Yanjun Zhao, Min Gao, Jinghua Chen. (2023) Boosting the synergism between cancer ferroptosis and immunotherapy via targeted stimuli-responsive liposomes. BIOMATERIALS, [PMID:38142469] [10.1016/j.biomaterials.2023.122442] |
| 2. Jing Hu, Effiong Kokoette, Caicai Xu, Shitao Huang, Tao Tang, Yiyi Zhang, Muyuan Liu, Yuzhou Huang, Shumiao Yu, Jie Zhu, Marianne Holmer, Xi Xiao. (2023) Natural Algaecide Sphingosines Identified in Hybrid Straw Decomposition Driven by White-Rot Fungi. Advanced Science, 10 (25): (2300569). [PMID:37400420] [10.1002/advs.202300569] |
| 3. Kan Hu, Aoyuan Cheng, Dingcheng Zhou, Yi Luo, Guoqing Zhang. (2022) Lipid-Head-Polymer-Tail Chimeric Vesicles. MACROMOLECULAR RAPID COMMUNICATIONS, 43 (19): (2200124). [PMID:35803897] [10.1002/marc.202200124] |
| 4. Yanghui Xiong, Yuan-Bo Wang, De-Sheng Pei. (2021) A novel WH-flags method based on reducing the acidity of molybdenum blue (MB) reaction and stabilization by EDTA for quickly detecting phosphorus in water. Environmental Science-Processes & Impacts, 23 (5): (735-744). [PMID:33881089] [10.1039/D1EM00096A] |
| 5. Junying Song, Zhen Jiao, Jiangrui Cheng, Ningjie Ruan, Lixia Yang. (2020) Synthesis of supercritical carbon dioxide-philic phospholipids and determination of their solubility. POLYMER ENGINEERING AND SCIENCE, 60 (9): (2333-2346). [PMID:] [10.1002/pen.25476] |
| 6. Li Xi-Tong, Qian Xiu-Juan, Chen Hong, Wang Xing-Duo, Wu Xia. (2024) Anti-aging effect of glycerophosphocholine in Steinernema kraussei 0657L. Frontiers in Physiology, [PMID:38660535] [10.3389/fphys.2024.1346579] |
| 7. Xiaoshuang Wang, Meixiu Song, Hongbo Liang, Jingzhe Hong, Baonian Zhu, Yanan Liu, Dechang Jia, Xiaoxiao Huang, Yu Zhou. (2025) Zwitterion-induced interfacial dynamic adsorption for highly-reversible zinc metal batteries. Nano Energy, [PMID:] [10.1016/j.nanoen.2025.111470] |
| 8. Libin Sun, Jingwen Li, Danying Wu, Hong Wang, Dianyu Yu. (2025) Enzymatic preparation of structured phospholipids from soybean phosphatidylcholine and investigation of their phase behavior. FOOD CHEMISTRY, [PMID:40472512] [10.1016/j.foodchem.2025.144969] |