BioReagent, ≥99%(RT) BioReagent for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal 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 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Kanonisches Lächeln | CCCCCCCCCCCCCCCC(=O)OCC(C1C(=C(C(=O)O1)O)O)O |
|---|---|
| IUPAC Name | [(2S)-2-[(2R)-3,4-dihydroxy-5-oxo-2H-furan-2-yl]-2-hydroxyethyl] hexadecanoate |
| InChIKey | QAQJMLQRFWZOBN-LAUBAEHRSA-N |
| INCHI | 1S/C22H38O7/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-18(24)28-16-17(23)21-19(25)20(26)22(27)29-21/h17,21,23,25-26H,2-16H2,1H3/t17-,21+/m0/s1 |
| Isomere SMILES | CCCCCCCCCCCCCCCC(=O)OC[C@@H]([C@@H]1C(=C(C(=O)O1)O)O)O |
| WGK Deutschland | 1 |
| Molekulargewicht | 414.53 |
| Beilstein | 96552 |
| Reaxy-Rn | 347248 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=347248&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 |
| Klasse | Fatty Acyls |
| Subclass | Fatty acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty acid esters |
| Alternative Parents | Dicarboxylic acids and derivatives Butenolides Vinylogous acids Enoate esters Secondary alcohols Lactones Enediols Oxacyclic compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Fatty acid ester - 2-furanone - Dicarboxylic acid or derivatives - Dihydrofuran - Enoate ester - Vinylogous acid - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Enediol - Lactone - Secondary alcohol - Oxacycle - Carboxylic acid derivative - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Alcohol - Organic oxygen compound - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Beschreibung | This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. |
| External Descriptors | Not available |
| Spezifische Drehung [α] | 22.5 ° (C=1, EtOH) |
|---|---|
| Schmelzpunkt (°C) | 114°C |
| Molekulargewicht | 414.500 g/mol |
| XLogP3 | 6.300 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 7 |
| Rotatable Bond Count | 18 |
| Exact Mass | 414.262 Da |
| Monoisotopic Mass | 414.262 Da |
| Topological Polar Surface Area | 113.000 Ų |
| Heavy Atom Count | 29 |
| Formal Charge | 0 |
| Complexity | 515.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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. Qicai Zhang, Xianli Wang, Chengbin Liu, Huaxi Li, Zhongsheng Deng, Chunxia Yao, Yameng Li, Qinxiong Rao, Weiguo Song. (2024) Accurate and stable detection of p-phenylenediamine antioxidants and their transformation products in aquatic products using antioxidant protection – Analysis of actual aquatic products. JOURNAL OF HAZARDOUS MATERIALS, [PMID:39405713] [10.1016/j.jhazmat.2024.136099] |
| 2. Yongkang Lai, Tinglin Zhang, Xiaojing Yin, Chunping Zhu, Yiqi Du, Zhaoshen Li, Jie Gao. (2024) An antibiotic-free platform for eliminating persistent Helicobacter pylori infection without disrupting gut microbiota. Acta Pharmaceutica Sinica B, [PMID:39027245] [10.1016/j.apsb.2024.03.014] |
| 3. Guilan Jiang, Silin Li, Jingyi Zhu, Binbin Li, Zhuhong Ding. (2024) Study on β-glucosidase activators by 3D-QSAR, molecular docking and molecular dynamics simulation. JOURNAL OF MOLECULAR LIQUIDS, [PMID:] [10.1016/j.molliq.2024.124932] |
| 4. Yunping Yao, Yuanyuan Jia, Yifan Yu, Changmo Li. (2025) Preserving pungency and color: thermal/storage stability of bioactive compounds in chili oil and shelf-life extension strategies. Food Bioscience, [PMID:] [10.1016/j.fbio.2025.107212] |
| 5. Xinlong Wang, Huijie Zhou, Mengjiao Su, Yingxue Xu, Zhengxian Zhang, Haotian Peng, Huahui Zeng, Mingsan Miao, Xiangxiang Wu. (2025) A charge reversal nanomedicine based on dual pH-responsive crosslinked dextran-based polysaccharide for synergistic cancer chemo/chemodynamic therapy. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:41038472] [10.1016/j.ijbiomac.2025.148004] |
| 6. Ziwei Wang, Fujun Liu, Ying Luo, Xiangbo Zeng, Xuechen Pei, Guanhua Zhao, Min Zhang, Dayong Zhou, Fawen Yin. (2022) Effects of Tea Polyphenol and Its Combination with Other Antioxidants Added during the Extraction Process on Oxidative Stability of Antarctic Krill (Euphausia superba) Oil. Foods, 11 (23): (3768). [PMID:36496576] [10.3390/foods11233768] |
| 7. Yuling Li, Xiaotong Wu, Zixuan Wu, Mingmin Zhong, Xiaoping Su, Youai Ye, Yan Liu, Lei Tan, Yong Liang. (2022) Colorimetric sensor array based on CoOOH nanoflakes for rapid discrimination of antioxidants in food. Analytical Methods, 14 (28): (2754-2760). [PMID:35781305] [10.1039/D2AY00692H] |
| 8. Sun Dongdong, Wang Zekun, Zhang Pu, Yin Chenyang, Wang Jingyuan, Sun Yu, Chen Ying, Wang Weiyun, Sun Baoliang, Fan Cundong. (2021) Ruthenium-loaded mesoporous silica as tumor microenvironment-response nano-fenton reactors for precise cancer therapy. JOURNAL OF NANOBIOTECHNOLOGY, 19 (1): (1-16). [PMID:33827604] [10.1186/s12951-021-00848-x] |
| 9. Shujie Wang, Guoqin Liu, Weiwei Cheng. (2020) Comparative evaluation of four free radical scavengers for the inhibition of individual glycidyl ester formation in rice bran oil determined by UPLC-MS/MS. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, 56 (6): (2983-2991). [PMID:] [10.1111/ijfs.14941] |
| 10. Junhua Li, Yimei Shen, Jiali Zhai, Yujie Su, Luping Gu, Cuihua Chang, Yanjun Yang. (2020) Enhancing the oxidative stability of algal oil powders stabilized by egg yolk granules/lecithin composites. FOOD CHEMISTRY, [PMID:33302099] [10.1016/j.foodchem.2020.128782] |
| 11. Weiwei Cheng, Jiahe Xu, Xiaowen Wang, Xinyang Li, Yufeng Chen, Guoqin Liu, Xuxia Zhou, Yuting Ding, Shulai Liu. (2024) Multiple Mechanisms of Haematococcus pluvialis–Derived Carotenoids to Inhibit Glycidyl Ester Formation in Rice Oil and a Chemical Model at High Temperatures. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:39140411] [10.1021/acs.jafc.4c04019] |
| 12. Chang Li, Hanbing Jia, Mingyue Shen, Yuting Wang, Shaoping Nie, Yi Chen, Yongqiang Zhou, Yuanxing Wang, Mingyong Xie. (2015) Antioxidants Inhibit Formation of 3-Monochloropropane-1,2-diol Esters in Model Reactions. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:26478126] [10.1021/acs.jafc.5b03503] |
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K2519761