Determine the necessary mass, volume, or concentration for preparing a solution.
≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C,Argon charged 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 40 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | CCCCCCCCC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC |
|---|---|
| IUPAC Name | 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl (Z)-octadec-9-enoate |
| InChIKey | PHYFQTYBJUILEZ-IUPFWZBJSA-N |
| INCHI | 1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27- |
| Isomeric SMILES | CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC |
| RTECS | RG1936500 |
| Molecular Weight | 885.44 |
| Beilstein | 1718692 |
| Reaxy-Rn | 1718691 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1718691&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 | Glycerolipids |
| Subclass | Triradylcglycerols |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Triacylglycerols |
| Alternative Parents | Tricarboxylic acids and derivatives Fatty acid esters Carboxylic acid esters Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Triacyl-sn-glycerol - Tricarboxylic acid or derivatives - Fatty acid ester - Fatty acyl - Carboxylic acid ester - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. |
| External Descriptors | Triacylglycerols |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jan 13, 2026 | G164505 | |
| Certificate of Analysis | Jan 13, 2026 | G164505 | |
| Certificate of Analysis | Sep 26, 2025 | G164505 | |
| Certificate of Analysis | Sep 26, 2025 | G164505 | |
| Certificate of Analysis | Sep 26, 2025 | G164505 | |
| Certificate of Analysis | Sep 26, 2025 | G164505 | |
| Certificate of Analysis | Sep 26, 2025 | G164505 | |
| Certificate of Analysis | Dec 17, 2024 | G164505 | |
| Certificate of Analysis | Dec 17, 2024 | G164505 | |
| Certificate of Analysis | Dec 17, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Nov 14, 2024 | G164505 | |
| Certificate of Analysis | Jul 12, 2023 | G164505 | |
| Certificate of Analysis | Jul 12, 2023 | G164505 | |
| Certificate of Analysis | Jun 20, 2023 | G164505 | |
| Certificate of Analysis | Jun 20, 2023 | G164505 | |
| Certificate of Analysis | Jun 20, 2023 | G164505 | |
| Certificate of Analysis | Jul 18, 2022 | G164505 | |
| Certificate of Analysis | Jul 18, 2022 | G164505 | |
| Certificate of Analysis | Jul 18, 2022 | G164505 |
| Solubility | Soluble in chloroform, ether, hydrocarbon, carbon tetrachloride , Petroleum ether, and alcohol (slightly). Insoluble in water. |
|---|---|
| Sensitivity | Light & Air Sensitive. |
| Refractive Index | 1.468-1.47 |
| Flash Point(°F) | 626 °F |
| Flash Point(°C) | 330 °C |
| Boil Point(°C) | 235-240°C |
| Melt Point(°C) | -4℃ |
| Molecular Weight | 885.400 g/mol |
| XLogP3 | 22.400 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 53 |
| Exact Mass | 884.783 Da |
| Monoisotopic Mass | 884.783 Da |
| Topological Polar Surface Area | 78.900 Ų |
| Heavy Atom Count | 63 |
| Formal Charge | 0 |
| Complexity | 1010.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 3 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 3 |
| Covalently-Bonded Unit Count | 1 |
| 1. Wenlong Yang, Zhengzheng Tan, Shuang Yu, Yuanyuan Ren, Rui Pan, Xiaoyang Yu. (2023) A highly sensitive optical fiber sensor enables rapid triglycerides-specific detection and measurement at different temperatures using convolutional neural networks. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:38000611] [10.1016/j.ijbiomac.2023.128353] |
| 2. Hao-Xiang Gao, Nan Chen, Qiang He, Bi Shi, Wei-Cai Zeng. (2023) Effects of structural characteristics of phenolic compounds on oxidation of glycerol trioleate: Action rule and mechanism. FOOD CHEMISTRY, [PMID:37688816] [10.1016/j.foodchem.2023.137361] |
| 3. Huaqing Hou, Shan Zhang, Baozhu Zhao, Jin Mao, Qi Zhou, Qianchun Deng, Lei Zheng, Jie Shi. (2023) The Mesoporous Polydopamine-Based Bowl-like Lipase Nanoreactor for the Biocatalytic Synthesis of Oleate Sterol Ester. ACS Food Science & Technology, [PMID:] [10.1021/acsfoodscitech.3c00166] |
| 4. Dongyin Liu, Jingtao Cui, Ruibing Zhou, Chen He, Jun Cao, Chuan Li. (2023) Comparison and enrichment of sn-2 palmitoyl triacylglycerols (OPO/OPL) in fish oil for its potential application as human milk fat substitutes. FOOD RESEARCH INTERNATIONAL, [PMID:37254410] [10.1016/j.foodres.2023.112836] |
| 5. Yuxiang Mao, Jun Cheng, Hao Guo, Lei Qian, Weijuan Yang, Ji-Yeon Park. (2023) Synthesis of Acid–Base Bifunctional Catalysts by In Situ Growth of Co-LDH Nanosheets on HY Zeolite To Enhance Co(OH)x Utilization for Microalgal Lipid Conversion. ENERGY & FUELS, [PMID:] [10.1021/acs.energyfuels.3c00376] |
| 6. Shuang Xia, Fangchao Yin, Lulu Xu, Binglu Zhao, Wenli Wu, Yaohong Ma, Jin-Ming Lin, Yulin Liu, Mei Zhao, Qiongzheng Hu. (2022) Paper-Based Distance Sensor for the Detection of Lipase via a Phase Separation-Induced Viscosity Change. ANALYTICAL CHEMISTRY, [PMID:36455011] [10.1021/acs.analchem.2c03019] |
| 7. Juan Li, Gan Wang, Xiaoli Gou, Juan Xiang, Qiu-ting Huang, Guokun Liu. (2022) Revealing Trace Nanoplastics in Food Packages─An Electrochemical Approach Facilitated by Synergistic Attraction of Electrostatics and Hydrophobicity. ANALYTICAL CHEMISTRY, [PMID:36070514] [10.1021/acs.analchem.2c01703] |
| 8. Zimin Cai, Qin Wang, Jinzhuan Xu, Jia Zhou, Zhaohui Jiang, Di Pan, Yanyan Zhang, Ling Tao, Jianqing Peng, Yi Chen, Xiangchun Shen. (2022) Enhanced protective activity of 1,8-cineole on emphysema using hyaluronic acid-coated liposomes via quantitative pulmonary administration in mice. JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.jddst.2022.103402] |
| 9. Qingqing Xu, Xiaoli Qin, Dongming Lan, Xuan Liu, Bo Yang, Sentai Liao, Weifei Wang, Yonghua Wang. (2022) Water-in-oil emulsions enriched with alpha-linolenic acid in diacylglycerol form: Stability, formation mechanism and in vitro digestion analysis. FOOD CHEMISTRY, [PMID:35609461] [10.1016/j.foodchem.2022.133201] |
| 10. Yang Sun, Qianrong Zhou, Yawei Du, Jian Sun, Wei Bi, Wenjuan Liu, Ruixue Li, Xingwen Wu, Fei Yang, Liang Song, Ni Li, Wenguo Cui, Youcheng Yu. (2022) Dual Biosignal-Functional Injectable Microspheres for Remodeling Osteogenic Microenvironment. Small, 18 (36): (2201656). [PMID:35419952] [10.1002/smll.202201656] |
| 11. Yonghong Zha, Yansong Li, Pan Hu, Shiying Lu, Honglin Ren, Zengshan Liu, Hualin Yang, Yu Zhou. (2021) Duplex-Specific Nuclease-Triggered Fluorescence Immunoassay Based on Dual-Functionalized AuNP for Acetochlor, Metolachlor, and Propisochlor. ANALYTICAL CHEMISTRY, [PMID:34623153] [10.1021/acs.analchem.1c02736] |
| 12. Jianqing Peng, Qin Wang, Jia Zhou, Shuli Zhao, Pan Di, Yan Chen, Ling Tao, Qianming Du, Xiangchun Shen, Yi Chen. (2021) Targeted Lipid Nanoparticles Encapsulating Dihydroartemisinin and Chloroquine Phosphate for Suppressing the Proliferation and Liver Metastasis of Colorectal Cancer.. Frontiers in Pharmacology, [PMID:34690764] [10.3389/fphar.2021.720777] |
| 13. Chen He, Jun Cao, Yuyan Bao, Zexin Sun, Zhongyuan Liu, Chuan Li. (2021) Characterization of lipid profiling in three parts (muscle, head and viscera) of tilapia (Oreochromis niloticus) using lipidomics with UPLC-ESI-Q-TOF-MS. FOOD CHEMISTRY, [PMID:33484957] [10.1016/j.foodchem.2021.129057] |
| 14. Rui Duan, Yanzeng Li, Yichen He, Yonggui Yuan, Hanyang Li. (2020) Quantitative and sensitive detection of lipase using a liquid crystal microfiber biosensor based on the whispering-gallery mode. ANALYST, 145 (23): (7595-7602). [PMID:32975244] [10.1039/D0AN01187H] |
| 15. Xing-Li Pei, Xiao-Ning Liu, Jia-Lin Du, Can Gong, Xu Xu. (2020) MALDI-MS imaging of lipids in corn using a flexible ultrasonic spraying device as matrix deposition method. INTERNATIONAL JOURNAL OF MASS SPECTROMETRY, [PMID:] [10.1016/j.ijms.2020.116373] |
| 16. Yuxiang Sun, Fangfang Shi, Yajun Niu, Yu Zhang, Fei Xiong. (2019) Fe3O4@OA@Poloxamer nanoparticles lower triglyceride in hepatocytes through liposuction effect and nano-enzyme effect. COLLOIDS AND SURFACES B-BIOINTERFACES, [PMID:31590050] [10.1016/j.colsurfb.2019.110528] |
| 17. Yuting Wang, Huiyu Hu, David Julian McClements, Shaoping Nie, Mingyue Shen, Chang Li, Yousheng Huang, Jie Chen, Maomao Zeng, Mingyong Xie. (2019) Effect of fatty acids and triglycerides on the formation of lysine-derived advanced glycation end-products in model systems exposed to frying temperature. RSC Advances, 9 (27): (15162-15170). [PMID:35514805] [10.1039/C9RA01410A] |
| 18. Yuting Wang, Huiyu Hu, David Julian McClements, Shaoping Nie, Mingyue Shen, Chang Li, Yousheng Huang, Yadong Zhong, Jie Chen, Maomao Zeng, Mingyong Xie. (2019) pH and lipid unsaturation impact the formation of acrylamide and 5-hydroxymethylfurfural in model system at frying temperature. FOOD RESEARCH INTERNATIONAL, [PMID:31284992] [10.1016/j.foodres.2019.05.001] |
| 19. Shanshan Wang, Kai Ye, Tong Shu, Xiuwen Tang, Xiu Jun Wang, Songbai Liu. (2019) Enhancement of Galloylation Efficacy of Stigmasterol and β-Sitosterol Followed by Evaluation of Cholesterol-Reducing Activity. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:30827096] [10.1021/acs.jafc.8b06983] |
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| 23. Chang Liu, Zijun Zhou, Ye Chen, Ju Liu, Yang Wang, Hongsheng Liu. (2018) Targeted delivery of garcinia glycosides by reconstituted high-density lipoprotein nano-complexes. JOURNAL OF MICROENCAPSULATION, [PMID:29195484] [10.1080/02652048.2017.1413146] |
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| 25. Lu Yichao, Luo Zhenyu, Zhou Huanli, Shi Yingying, Zhu Ying, Guo Xuemeng, Huang Jiaxin, Zhang Junlei, Liu Xu, Wang Sijie, Shan Xinyu, Yin Hang, Du Yongzhong, Li Qingpo, You Jian, Luo Lihua. (2024) A nanoemulsion targeting adipose hypertrophy and hyperplasia shows anti-obesity efficiency in female mice. Nature Communications, 15 (1): (1-18). [PMID:38167723] [10.1038/s41467-023-44416-3] |
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