Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥97% Moligand™ 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 35 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Pubchem Sid | 488184685 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488184685 |
| Sonrisas canónicas | COC1=C(C=C(C=C1)C2CC(=O)C3=C(C=C(C=C3O2)O)O)O |
| IUPAC Name | (2S)-5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydrochromen-4-one |
| InChIKey | AIONOLUJZLIMTK-AWEZNQCLSA-N |
| INCHI | 1S/C16H14O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-6,14,17-19H,7H2,1H3/t14-/m0/s1 |
| Isómeros SMILES | COC1=C(C=C(C=C1)[C@@H]2CC(=O)C3=C(C=C(C=C3O2)O)O)O |
| Peso molecular | 302.29 |
| Reaxy-Rn | 309850 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=309850&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 | Phenylpropanoids and polyketides |
| Clase | Flavonoids |
| Subclass | O-methylated flavonoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 4'-O-methylated flavonoids |
| Alternative Parents | 3'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Flavanones Chromones Methoxyphenols Methoxybenzenes Aryl alkyl ketones Anisoles Phenoxy compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers 1-hydroxy-4-unsubstituted benzenoids Vinylogous acids Oxacyclic compounds Hydrocarbon derivatives Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 4p-methoxyflavonoid-skeleton - Flavanone - Hydroxyflavonoid - 7-hydroxyflavonoid - 5-hydroxyflavonoid - 3'-hydroxyflavonoid - Flavan - Chromone - Chromane - Benzopyran - Methoxyphenol - 1-benzopyran - Methoxybenzene - Phenoxy compound - Aryl alkyl ketone - Anisole - Phenol ether - Aryl ketone - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Phenol - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Ketone - Oxacycle - Organoheterocyclic compound - Ether - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. |
| External Descriptors | Flavanones |
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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 | Apr 28, 2026 | H107700 | |
| Certificate of Analysis | Apr 28, 2026 | H107700 | |
| Certificate of Analysis | Apr 28, 2026 | H107700 | |
| Certificate of Analysis | Apr 28, 2026 | H107700 | |
| Certificate of Analysis | May 26, 2025 | H107700 | |
| Certificate of Analysis | May 21, 2025 | H107700 | |
| Certificate of Analysis | May 21, 2025 | H107700 | |
| Certificate of Analysis | Jun 27, 2024 | H107700 | |
| Certificate of Analysis | Jun 27, 2024 | H107700 | |
| Certificate of Analysis | Jun 27, 2024 | H107700 | |
| Certificate of Analysis | Nov 01, 2023 | H107700 | |
| Certificate of Analysis | Nov 01, 2023 | H107700 | |
| Certificate of Analysis | Nov 01, 2023 | H107700 | |
| Certificate of Analysis | Nov 01, 2023 | H107700 | |
| Certificate of Analysis | Nov 01, 2023 | H107700 | |
| Certificate of Analysis | Dec 14, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Dec 13, 2022 | H107700 | |
| Certificate of Analysis | Jan 18, 2022 | H107700 |
| Solubilidad | Soluble in Methanol |
|---|---|
| Rotación específica [α] | -4 ° (C=1.8, EtOH) |
| Punto de fusión (°C) | 232°C |
| Peso molecular | 302.280 g/mol |
| XLogP3 | 2.400 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 302.079 Da |
| Monoisotopic Mass | 302.079 Da |
| Topological Polar Surface Area | 96.200 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 413.000 |
| 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. Chengyun He, Lu Bai, Daqun Liu, Benguo Liu. (2023) Interaction mechanism of okra (Abelmoschus esculentus L.) seed protein and flavonoids: Fluorescent and 3D-QSAR studies. Food Chemistry-X, [PMID:38144792] [10.1016/j.fochx.2023.101023] |
| 2. Mengsi Zhang, Lu Wang, Hao Jin, Nan Zhao, Yi Liu, Shijie Lan, Shuwei Liu, Hao Zhang. (2023) Employing single valency polyphenol to prepare metal-phenolic network antitumor reagents through FeOOH assistance. JOURNAL OF CONTROLLED RELEASE, [PMID:37196899] [10.1016/j.jconrel.2023.05.020] |
| 3. Chunru Wang, Junyao Li, Xiangsheng Han, Shuai Liu, Xintao Gao, Chuanlong Guo, Xiaochen Wu. (2022) Silk sericin stabilized proanthocyanidins for synergetic alleviation of ulcerative colitis. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:36007701] [10.1016/j.ijbiomac.2022.08.134] |
| 4. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Insights from multi-spectroscopic analysis and molecular modeling to understand the structure–affinity relationship and the interaction mechanism of flavonoids with gliadin. Food & Function, 13 (9): (5061-5074). [PMID:35404372] [10.1039/D1FO03816H] |
| 5. Kai Ni, Jia Guo, Bing Bu, Yan Pan, Jingjing Li, Lei Liu, Mingzhi Luo, Linhong Deng. (2021) Naringin as a plant-derived bitter tastant promotes proliferation of cultured human airway epithelial cells via activation of TAS2R signaling. PHYTOMEDICINE, [PMID:33601237] [10.1016/j.phymed.2021.153491] |
| 6. Hongjin Tang, Lin Huang, Dongsheng Zhao, Chunyong Sun, Ping Song. (2020) Interaction mechanism of flavonoids on bovine serum albumin: Insights from molecular property-binding affinity relationship. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:32480277] [10.1016/j.saa.2020.118519] |
| 7. Jie Zhao, Lin Huang, Chunyong Sun, Dongsheng Zhao, Hongjin Tang. (2020) Studies on the structure-activity relationship and interaction mechanism of flavonoids and xanthine oxidase through enzyme kinetics, spectroscopy methods and molecular simulations. FOOD CHEMISTRY, [PMID:32330646] [10.1016/j.foodchem.2020.126807] |
| 8. Mengying He, Ting Wu, Siyi Pan, Xiaoyun Xu. (2014) Antimicrobial mechanism of flavonoids against Escherichia coli ATCC 25922 by model membrane study. APPLIED SURFACE SCIENCE, [PMID:] [10.1016/j.apsusc.2014.03.125] |
| 9. Mai Zhang, Yan Li, Chunli Han, Shiying Chu, Peng Yu, Wenbo Cheng. (2024) Biosynthesis of Nanoparticles with Green Tea for Inhibition of β-Amyloid Fibrillation Coupled with Ligands Analysis. International Journal of Nanomedicine, [PMID:38766654] [10.2147/IJN.S451070] |
| 10. Detao Li, Zichen Ning, Zhuoshan Gong, Limin Zhou, Li Xu, Feiqiang He, Hamza Shehzad, Heng Jerry, Shichao Du, Jinbo Ouyang. (2025) Insights into salts/cocrystals formation of polyhydroxy natural products as well as their separation behavior via cocrystallization. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.131453] |
| 11. Ziyan Huang, Yuting Wang, David Julian McClements, Ruihong Dong, Yu Wang, Qin Wang, Huifan Liu, Qiang Yu, Jianhua Xie, Yi Chen. (2024) Investigation of the interaction mechanism of citrus pectin-polyphenol-protein complex. FOOD CHEMISTRY, [PMID:39700817] [10.1016/j.foodchem.2024.142419] |
| 12. Siqi Zhao, Yanzi Nan, Runyu Yao, Langhong Wang, Xinan Zeng, Rana Muhammad Aadil, Muhammad Asim Shabbir. (2023) Antibacterial Activity and Transcriptomic Analysis of Hesperetin against Alicyclobacillus acidoterrestris Vegetative Cells. Foods, 12 (17): (3276). [PMID:37685209] [10.3390/foods12173276] |
| 13. Zhi Hu, Shucheng Liu, Nana Tang, Xuan Zhang, Jianming Pan. (2023) Hierarchically porous MOFs self-supporting copolymers for ultrafast transport and precise recognition of flavonoids: A triple interfacial crosslinking strategy based on microreactors. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.124819] |
| 14. Yufeng Chen, Guobin Xia, Chunfeng Wang, Huawei Wu, Xiaogang Xu, Genxiang Mao, Jiong Wu, Zhenlei Zhao. (2023) Impact of dietary plant flavonoids on 7,8-dihydroxyflavone transepithelial transport in human intestinal Caco-2 cells. Food Science & Nutrition, [PMID:37970375] [10.1002/fsn3.3581] |
| 15. Shucheng Liu, Zhi Hu, Xingchen Yan, Senbai Geng, Xian Zhao, Hongxiang Ou, Jianming Pan. (2023) Separation and purification of target flavonoids using covalently connected MOFs@boronic acid-functionalized-COFs magnetic hybrids: Precise identification and enhanced stability. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2023.124061] |
| 16. Xi Peng, Xing Hu, Kai Liu, Deming Gong, Guowen Zhang. (2023) Exploring inhibitory effect and mechanism of hesperetin-Cu (II) complex against protein glycation. FOOD CHEMISTRY, [PMID:36870150] [10.1016/j.foodchem.2023.135801] |
| 17. Xinyue Hong, Xiaoqiao Luo, Langhong Wang, Deming Gong, Guowen Zhang. (2023) New Insights into the Inhibition of Hesperetin on Polyphenol Oxidase: Inhibitory Kinetics, Binding Characteristics, Conformational Change and Computational Simulation. Foods, 12 (4): (905). [PMID:36832979] [10.3390/foods12040905] |
| 18. Pan Lixia, Ye Hangyu, Pi Xionge, Liu Wei, Wang Zhao, Zhang Yinjun, Zheng Jianyong. (2023) Effects of several flavonoids on human gut microbiota and its metabolism by in vitro simulated fermentation. Frontiers in Microbiology, [PMID:36819019] [10.3389/fmicb.2023.1092729] |
| 19. Chun Xiao Li, Fu Rong Wang, Bing Zhang, Ze Yuan Deng, Hong Yan Li. (2023) Stability and antioxidant activity of phenolic compounds during in vitro digestion. JOURNAL OF FOOD SCIENCE, 88 (2): (696-716). [PMID:36617678] [10.1111/1750-3841.16440] |
| 20. Mang-Mang Li, Yi-Ting Chen, Jin-Cang Ruan, Wen-Jun Wang, Ji-Guang Chen, Qing-Feng Zhang. (2022) Structure-activity relationship of dietary flavonoids on pancreatic lipase. Current Research in Food Science, [PMID:36618100] [10.1016/j.crfs.2022.100424] |
| 21. Meilin Xu, Lunzhao Yi, Dabing Ren, Boyan Li. (2022) Mass defect filtering combined with molecular networking to profile flavonoids in citrus fruit based on liquid chromatography-high resolution mass spectrometry platform: Citrus sinensis (L.) Osbeck as a case study. JOURNAL OF CHROMATOGRAPHY A, [PMID:36375218] [10.1016/j.chroma.2022.463640] |
| 22. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang. (2022) Municipal green waste promotes iron release from steelmaking slag in water. RESOURCES CONSERVATION AND RECYCLING, [PMID:] [10.1016/j.resconrec.2022.106722] |
| 23. Lu Youluan, Mu Xinwei, Liu Yaopeng, Shi Zhen, Zheng Yin, Huang Wensheng, Lou Fangming. (2022) Biomass porous carbon prepared by endogenous template for electrochemical sensing of hesperetin. JOURNAL OF MATERIALS SCIENCE-MATERIALS IN ELECTRONICS, 33 (14): (11446-11454). [PMID:] [10.1007/s10854-022-08117-9] |
| 24. Haihua Jiang, Xing Hu, Junhui Pan, Deming Gong, Guowen Zhang. (2021) Effects of interaction between hesperetin/hesperidin and glutenin on the structure and functional properties of glutenin. LWT-FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1016/j.lwt.2021.112983] |
| 25. Jing Liang, Ke Min, Piao Long, Xuqian Weng, Qun Huang, Bo Chen, Ming Ma. (2021) Selective adsorption of flavonoids on cerium-doped ferroferric oxide magnetic particles. JOURNAL OF CHROMATOGRAPHY A, [PMID:33975082] [10.1016/j.chroma.2021.462189] |
| 26. Yu-Meng Jia, Ting Zhu, Huan Zhou, Jin-Zi Ji, Ting Tai, Hong-Guang Xie. (2020) Multidrug Resistance–Associated Protein 3 Is Responsible for the Efflux Transport of Curcumin Glucuronide from Hepatocytes to the Blood. DRUG METABOLISM AND DISPOSITION, 48 (10): (966-971). [PMID:31900255] [10.1124/dmd.119.089193] |
| 27. Yan Jin Gao, Wei Jie Fu, Jia Liu, Yi Juan Chen, Guang Hui Dai. (2020) Morphological changes of Podosphaera xanthii and induced biochemical defenses of cucumber after treated by (+)-(S)-ar-turmerone. PHYSIOLOGICAL AND MOLECULAR PLANT PATHOLOGY, [PMID:] [10.1016/j.pmpp.2020.101524] |
| 28. Chengyun He, Xiaoling Liu, Zhaojing Jiang, Sheng Geng, Hanjun Ma, Benguo Liu. (2019) Interaction Mechanism of Flavonoids and α-Glucosidase: Experimental and Molecular Modelling Studies. Foods, 8 (9): (355). [PMID:31438605] [10.3390/foods8090355] |
| 29. Qian Liu, Hai-Long Wu, Zhi Liu, Rong Xiao, Tong Wang, Yong Hu, Yu-Jie Ding, Ru-Qin Yu. (2018) Chemometrics-assisted HPLC-DAD as a rapid and interference-free strategy for simultaneous determination of 17 polyphenols in raw propolis. Analytical Methods, 10 (46): (5577-5588). [PMID:] [10.1039/C8AY01986J] |
| 30. Shuzhen Yang, Jie Zhou, Dongmei Li, Chunyu Shang, Litao Peng, Siyi Pan. (2016) The structure-antifungal activity relationship of 5,7-dihydroxyflavonoids against Penicillium italicum. FOOD CHEMISTRY, [PMID:28159264] [10.1016/j.foodchem.2016.12.001] |
| 31. Junjun Wu, Lu Wang, Qinqin Wang, Lina Zou, Baoxian Ye. (2015) The novel voltammetric method for determination of hesperetin based on a sensitive electrochemical sensor. TALANTA, [PMID:26838382] [10.1016/j.talanta.2015.12.026] |
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