Determine the necessary mass, volume, or concentration for preparing a solution.
≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Almacenar a -20°C,cargado con argón Ships Hielera + almohadillas de hielo 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 18 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Aplicación
Se ha observado que la DOPE en membranas mixtas disminuye el tiempo de vida de la fluorescencia y aumenta el orden de las cadenas de acilo. La DOPE es un componente esencial de los liposomas catiónicos diseñados para administrar ADN en líneas celulares de gliosarcoma y riñón (terapia génica).
| Pubchem Sid | 504764803 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504764803 |
| Sonrisas canónicas | CCCCCCCCC=CCCCCCCCC(=O)OCC(COP(=O)(O)OCCN)OC(=O)CCCCCCCC=CCCCCCCCC |
| IUPAC Name | [(2R)-3-[2-aminoethoxy(hydroxy)phosphoryl]oxy-2-[(Z)-octadec-9-enoyl]oxypropyl] (Z)-octadec-9-enoate |
| InChIKey | MWRBNPKJOOWZPW-NYVOMTAGSA-N |
| INCHI | 1S/C41H78NO8P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-40(43)47-37-39(38-49-51(45,46)48-36-35-42)50-41(44)34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h17-20,39H,3-16,21-38,42H2,1-2H3,(H,45,46)/b19-17-,20-18-/t39-/m1/s1 |
| Isómeros SMILES | CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)(O)OCCN)OC(=O)CCCCCCC/C=C\CCCCCCCC |
| Peso molecular | 744.05 |
| Reaxy-Rn | 2343401 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2343401&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 |
| Clase | Glycerophospholipids |
| Subclass | Glycerophosphoethanolamines |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phosphatidylethanolamines |
| Alternative Parents | Phosphoethanolamines Fatty acid esters Dialkyl phosphates Dicarboxylic acids and derivatives Carboxylic acid esters Amino acids and derivatives Organopnictogen compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Diacylglycero-3-phosphoethanolamine - Phosphoethanolamine - Fatty acid ester - Dialkyl phosphate - Dicarboxylic acid or derivatives - Organic phosphoric acid derivative - Phosphoric acid ester - Alkyl phosphate - Fatty acyl - Amino acid or derivatives - Carboxylic acid ester - Carboxylic acid derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Amine - Primary aliphatic amine - Organic nitrogen compound - Primary amine - Carbonyl group - Organic oxide - Hydrocarbon derivative - Aliphatic acyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as phosphatidylethanolamines. These are glycerophosphoetahnolamines in which two fatty acids are bonded to the glycerol moiety through ester linkages. |
| External Descriptors | Diacylglycerophosphoethanolamines |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Jun 11, 2026 | D155634 | |
| Certificate of Analysis | Jun 11, 2026 | D155634 | |
| Certificate of Analysis | Jun 11, 2026 | D155634 | |
| Certificate of Analysis | Jan 09, 2026 | D155634 | |
| Certificate of Analysis | Jan 09, 2026 | D155634 | |
| Certificate of Analysis | Jan 09, 2026 | D155634 | |
| Certificate of Analysis | Jun 17, 2025 | D155634 | |
| Certificate of Analysis | Jun 17, 2025 | D155634 | |
| Certificate of Analysis | Jun 17, 2025 | D155634 | |
| Certificate of Analysis | Jun 17, 2025 | D155634 | |
| Certificate of Analysis | Apr 16, 2025 | D155634 | |
| Certificate of Analysis | Apr 16, 2025 | D155634 | |
| Certificate of Analysis | Apr 16, 2025 | D155634 | |
| Certificate of Analysis | Oct 11, 2024 | D155634 | |
| Certificate of Analysis | Oct 11, 2024 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Dec 28, 2022 | D155634 | |
| Certificate of Analysis | Aug 09, 2022 | D155634 | |
| Certificate of Analysis | Aug 09, 2022 | D155634 | |
| Certificate of Analysis | Aug 09, 2022 | D155634 | |
| Certificate of Analysis | Mar 08, 2022 | D155634 | |
| Certificate of Analysis | Mar 08, 2022 | D155634 | |
| Certificate of Analysis | Mar 08, 2022 | D155634 |
| Sensibilidad | light & air & heat & Moisture sensitive |
|---|---|
| Rotación específica [α] | +5.0 to +7.0 deg(C=2, CHCl3) |
| Punto de fusión (°C) | 200°C(lit.) |
| Peso molecular | 744.000 g/mol |
| XLogP3 | 10.600 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 41 |
| Exact Mass | 743.547 Da |
| Monoisotopic Mass | 743.547 Da |
| Topological Polar Surface Area | 134.000 Ų |
| Heavy Atom Count | 51 |
| Formal Charge | 0 |
| Complexity | 897.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 1 |
| 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. Hui-Zhen Yang, Yue Hu, Jia-Jia Chen, Rui-Mo Zhao, Lin Pu, Xiao-Qi Yu, Ji Zhang. (2023) Nitric oxide/PDT combination therapy by the fluorescent self-reporting Co-delivery platforms. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.jddst.2023.105296] |
| 2. Di Chuan, Rangrang Fan, Bo Chen, Yangmei Ren, Min Mu, Haifeng Chen, Bingwen Zou, Haohao Dong, Aiping Tong, Gang Guo. (2023) Lipid–Polymer Hybrid Nanoparticles with Both PD-L1 Knockdown and Mild Photothermal Effect for Tumor Photothermal Immunotherapy. ACS Applied Materials & Interfaces, [PMID:37605506] [10.1021/acsami.3c07648] |
| 3. Run Han, Zhuyifan Ye, Yunsen Zhang, Yaxin Cheng, Ying Zheng, Defang Ouyang. (2023) Predicting liposome formulations by the integrated machine learning and molecular modeling approaches. Asian Journal of Pharmaceutical Sciences, [PMID:37274923] [10.1016/j.ajps.2023.100811] |
| 4. Xiu Han, Yan Lu, Zhaoluo Xu, Yanan Chu, Xueping Ma, Haiping Wu, Bingjie Zou, Guohua Zhou. (2023) Anionic liposomes prepared without organic solvents for effective siRNA delivery. IET Nanobiotechnology, [PMID:36786285] [10.1049/nbt2.12117] |
| 5. Hui-Zhen Yang, Jia-Jia Chen, Lan Zhang, Xiao-Li Tian, Rong Wang, Lin Pu, Xiao-Qi Yu, Ji Zhang. (2024) A dual responsive nitric oxide / β-lapachone co-delivery platform for redox imbalance-enhanced tumor therapy. EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS, [PMID:38844097] [10.1016/j.ejpb.2024.114348] |
| 6. Rong Wang, Jin Li, Jia-Jia Chen, Yu Guo, Yue Hu, Xiao-Qi Yu, Ji Zhang. (2024) Cationic lipids via multi-component Passerini reaction for non-viral gene delivery. NEW JOURNAL OF CHEMISTRY, 48 (9): (4175-4183). [PMID:] [10.1039/D3NJ05949A] |
| 7. Chuanye Tang, Lei Feng, Pinghua Ling, Qiuting Wang, Wenwen Xu, Danjie Song, Yalong Qiao, Feng Gao. (2025) DNA Logic Gate-Triggered Membrane Fusion for Accurately Detecting and Killing Cancer Cells. ACS Applied Materials & Interfaces, [PMID:39907089] [10.1021/acsami.4c20737] |
| 8. Wu Yuanlin, Zhang Jiandong, Zhao Junjun, Wang Bin. (2024) Folate-modified liposomes mediate the co-delivery of cisplatin with miR-219a-5p for the targeted treatment of cisplatin-resistant lung cancer. BMC Pulmonary Medicine, 24 (1): (1-14). [PMID:38561695] [10.1186/s12890-024-02938-6] |
| 9. Pan Ran, Wenxiong Cao, Huan Zheng, Shuang Xie, Guiyuan Zhang, Yuan Liu, Xiaohong Li. (2024) Intrabacterial Nitroreductase-Activated Imaging and Persistently Illuminated Photodynamic Therapy for Intracellular Infection Theranostics. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202402731] |
| 10. Yalong Qiao, Linyu Wang, Wenwen Xu, Pei Yang, Chuanye Tang, Danjie Song, Pinghua Ling, Feng Gao. (2024) Reversible Modulation of Cell–Cell Interactions Using Electrochemistry. ACS Applied Materials & Interfaces, [PMID:39103300] [10.1021/acsami.4c08619] |
| 11. Dongliang Cheng, Zhiwei Wen, Hui Chen, Shiyuan Lin, Wei Zhang, Xin Tang, Wei Wu. (2022) Hepatocyte-targeting and tumor microenvironment-responsive liposomes for enhanced anti-hepatocarcinoma efficacy. DRUG DELIVERY, [PMID:36104946] [10.1080/10717544.2022.2122635] |
| 12. Zhao Ye, He Jinchen, Liu Yuxi, Soummane Hassna, Ran Pan, Yang Qian, Gao Xiaofang, Cao Wenxiong, Zhao Long. (2025) Ultrasound-actuated platelet mimetic nanomotors enable targeted piezocatalytic ROS storm for precision thrombolysis. JOURNAL OF NANOBIOTECHNOLOGY, 23 (1): (1-19). [PMID:40855291] [10.1186/s12951-025-03675-6] |
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| 14. Lan Zhang, Ping Chen, Xiao-Li Tian, Yue Hu, Rong Wang, Ji Zhang. (2025) Cyclen-based lipidoids for mRNA delivery and immunotherapy. Biomaterials Science, [PMID:40223782] [10.1039/D5BM00317B] |
| 15. Jiyuan Chen, Luyao Gong, Simeng Cao, Guanshan Song, Yeheng Peng, Yuanyuan Wang, Yan-Ru Lou, Teemu J Murtola, Yao Wu, Ganjun Yu, Yuan Gao. (2025) PTEN restoration and CXCR2 depletion synergistically enhance the effect of enzalutamide and inhibit bone metastatic CRPC. Theranostics, 15 (16): (8488). [PMID:40860155] [10.7150/thno.114534] |
| 16. Wei Liu, Meihui Zhang, Huiyuan Lv, Chuanxu Yang. (2025) Formulation-Driven Optimization of PEG-Lipid Content in Lipid Nanoparticles for Enhanced mRNA Delivery In Vitro and In Vivo. Pharmaceutics, 17 (8): (950). [PMID:40870973] [10.3390/pharmaceutics17080950] |
| 17. Wang Rong, Tian Xiao-Li, Li Jin, Chen Jia-Jia, Hu Yue, Zhang Ji. (2026) Ferrocene-contained cationic lipids via Ugi reaction for gene delivery and tumor cell ferroptosis. JOURNAL OF MATERIALS SCIENCE, [PMID:] [10.1007/s10853-026-12175-3] |
| 18. 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] |