Determine the necessary mass, volume, or concentration for preparing a solution.
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≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C,Argon charged Ships Wet ice 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 27 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | C1=CC(=CC=C1C=CC(=O)C2=C(C=C(C=C2)O)O)O |
|---|---|
| IUPAC Name | (E)-1-(2,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one |
| InChIKey | DXDRHHKMWQZJHT-FPYGCLRLSA-N |
| INCHI | 1S/C15H12O4/c16-11-4-1-10(2-5-11)3-8-14(18)13-7-6-12(17)9-15(13)19/h1-9,16-17,19H/b8-3+ |
| Isomeric SMILES | C1=CC(=CC=C1/C=C/C(=O)C2=C(C=C(C=C2)O)O)O |
| WGK Germany | 3 |
| RTECS | FL7080000 |
| Molecular Weight | 256.25 |
| Reaxy-Rn | 1914295 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1914295&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 |
| Class | Linear 1,3-diarylpropanoids |
| Subclass | Chalcones and dihydrochalcones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 2'-Hydroxychalcones |
| Alternative Parents | Cinnamylphenols Hydroxycinnamic acids and derivatives Styrenes Resorcinols Benzoyl derivatives Aryl ketones 1-hydroxy-4-unsubstituted benzenoids 1-hydroxy-2-unsubstituted benzenoids Vinylogous acids Enones Acryloyl compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | 2'-hydroxychalcone - Cinnamylphenol - Hydroxycinnamic acid or derivatives - Benzoyl - Resorcinol - Styrene - Aryl ketone - Phenol - 1-hydroxy-4-unsubstituted benzenoid - 1-hydroxy-2-unsubstituted benzenoid - Monocyclic benzene moiety - Benzenoid - Vinylogous acid - Acryloyl-group - Enone - Alpha,beta-unsaturated ketone - Ketone - Hydrocarbon derivative - Organooxygen compound - Organic oxide - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. |
| External Descriptors | Chalcones and dihydrochalcones |
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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 | Apr 07, 2026 | I111284 | |
| Certificate of Analysis | Jul 04, 2025 | I111284 | |
| Certificate of Analysis | Jul 02, 2025 | I111284 | |
| Certificate of Analysis | Jul 02, 2025 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Sep 03, 2024 | I111284 | |
| Certificate of Analysis | Jul 13, 2024 | I111284 | |
| Certificate of Analysis | Jul 13, 2024 | I111284 | |
| Certificate of Analysis | Jul 19, 2022 | I111284 | |
| Certificate of Analysis | Jun 09, 2022 | I111284 | |
| Certificate of Analysis | Jun 09, 2022 | I111284 | |
| Certificate of Analysis | Jun 09, 2022 | I111284 | |
| Certificate of Analysis | Jun 09, 2022 | I111284 | |
| Certificate of Analysis | Jun 09, 2022 | I111284 |
| Sensitivity | Heat & Air sensitive,Hygroscopic |
|---|---|
| Melt Point(°C) | 198 °C |
| Molecular Weight | 256.250 g/mol |
| XLogP3 | 3.200 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Exact Mass | 256.074 Da |
| Monoisotopic Mass | 256.074 Da |
| Topological Polar Surface Area | 77.800 Ų |
| Heavy Atom Count | 19 |
| Formal Charge | 0 |
| Complexity | 331.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 1 |
| Covalently-Bonded Unit Count | 1 |
| 1. Liangwan Wei, Zhe Wang, Yindi Chu, Kun Cai, Wei Li, Piying Huang, Youcai Qin, Dailin Liu, Xiaocui Zhuang, Mingquan Guo, Xinbo Song, Enguo Fan. (2023) Licochalcone A inhibits the assembly function of β-barrel assembly machinery in Escherichia coli. BIOCHEMICAL AND BIOPHYSICAL RESEARCH COMMUNICATIONS, [PMID:37245294] [10.1016/j.bbrc.2023.05.083] |
| 2. Zhang Xiuying, Chen Qilei, Zhao Jia, Zhao Wei, Fan Ni, Wang Yu, Chen Hubiao, Rong Jianhui. (2023) A four-compound remedy AGILe protected H9c2 cardiomyocytes against oxygen glucose deprivation via targeting the TNF-α/NF-κB pathway: Implications for the therapy of myocardial infarction. Frontiers in Pharmacology, [PMID:36713834] [10.3389/fphar.2023.1050970] |
| 3. Yufang Su, Lei Fang, Kaili Zhong, Ting Wang, Mingjie Bao, Ting Zhou, Yuan Zhu. (2023) Isoliquiritigenin induces oxidative stress and immune response in zebrafish embryos. ENVIRONMENTAL TOXICOLOGY, 38 (3): (654-665). [PMID:36617718] [10.1002/tox.23715] |
| 4. Jianman Wang, Hongjin Chen, Tao Guo, Ping Yue, Tianbao Qian, Xiangyu Zeng, Yali Luo, Jiangmin Li, Lijing Teng, Qingyu Liu, Liang Hong, Zijiang Yu, Zuquan Hu. (2022) Isoliquiritigenin Nanoemulsion Preparation by Combined Sonication and Phase-Inversion Composition Method: In Vitro Anticancer Activities. Bioengineering-Basel, 9 (8): (382). [PMID:36004907] [10.3390/bioengineering9080382] |
| 5. Xiangrong Li, Hongyi Liu, Zhenhua Yang, Hanxiao Duan, Ziyang Wang, Zeqing Cheng, Zhizhi Song, Xinzhe Wu. (2021) Study on the interaction of hyaluronidase with certain flavonoids. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2021.130686] |
| 6. Li-Juan Wang, Lin He, Lu Hao, Hong-Lei Guo, Xiang-Peng Zeng, Ya-Wei Bi, Guo-Tao Lu, Zhao-Shen Li, Liang-Hao Hu. (2020) Isoliquiritigenin ameliorates caerulein-induced chronic pancreatitis by inhibiting the activation of PSCs and pancreatic infiltration of macrophages. JOURNAL OF CELLULAR AND MOLECULAR MEDICINE, 24 (17): (9667-9681). [PMID:32678498] [10.1111/jcmm.15498] |
| 7. 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] |
| 8. Zhang Man, Wu Yan-Qing, Xie Ling, Wu Jiang, Xu Ke, Xiao Jian, Chen Da-Qing. (2018) Isoliquiritigenin Protects Against Pancreatic Injury and Intestinal Dysfunction After Severe Acute Pancreatitis via Nrf2 Signaling. Frontiers in Pharmacology, [PMID:30174606] [10.3389/fphar.2018.00936] |
| 9. Jie-hua Shi, Jing Wang, Ying-yao Zhu, Jun Chen. (2013) Characterization of interaction between isoliquiritigenin and bovine serum albumin: Spectroscopic and molecular docking methods. JOURNAL OF LUMINESCENCE, [PMID:] [10.1016/j.jlumin.2013.08.042] |
| 10. Sisi Ke, Ningrui Wang, Xingyu Chen, Jiangwei Tian, Jiwei Li, Boyang Yu. (2025) A Label-Free Colorimetric Aptasensor for Flavokavain B Detection. SENSORS, 25 (2): (569). [PMID:39860936] [10.3390/s25020569] |
| 11. Tian-Xiu Qiu, Lei Liu, Xu Zhang, Yang Hu, Jiong Chen. (2024) Antiviral activity of isoliquiritigenin against SVCV in aquaculture: A dual approach of immune modulation and viral inhibition. AQUACULTURE, [PMID:] [10.1016/j.aquaculture.2024.741863] |
| 12. Deshan Yao, Liuxiang Bao, Sichuan Wang, Meng Tan, Yuanyuan Xu, Tianxu Wu, Zhengang Zhang, Kaizheng Gong. (2024) Isoliquiritigenin alleviates myocardial ischemia-reperfusion injury by regulating the Nrf2/HO-1/SLC7A11/GPX4 axis in mice. FREE RADICAL BIOLOGY AND MEDICINE, [PMID:38734270] [10.1016/j.freeradbiomed.2024.05.012] |
| 13. Hu Deliang, Yang Yuqing, Fang Lei, Fan Shijie, Lin Ling, Luo Puying, Xiong Yuanhuan, Su Yufang. (2024) Isoliquiritigenin induced hepatotoxicity and endoplasmic reticulum stress in zebrafish embryos. Scientific Reports, 14 (1): (1-12). [PMID:39548255] [10.1038/s41598-024-79016-8] |
| 14. Shuaishuai Chen, Weina Xue, Zhongxiu Wu, Dingyan Lu, Lin Zheng, Meng Zhou, Yongjun Li, Yonglin Wang, Ting Liu. (2025) Quercetin, a Compound of the Total Flavonoids of Periploca forrestii Schltr., Ameliorates Rheumatoid Arthritis by Targeting TNF-α. Journal of Inflammation Research, [PMID:40046683] [10.2147/JIR.S497166] |
| 15. Rui Yang, Kan Zhang. (2025) Synthesis of isoliquiritigenin-based bio-benzoxazine and its role of latent curing agent for achieving high-performance epoxy thermosetting systems. Materials Today Communications, [PMID:] [10.1016/j.mtcomm.2025.112374] |
| 16. Cang Li, Yu Huang, Yuchen Liu, Zhipeng Li, Yao Deng, Hao Ren, Donghao Zhao, Lu Han, Jian Sun. (2025) Self-assembly of Zein-based nanoparticles for oral isoliquiritigenin delivery against Salmonella infections. Innovative Food Science & Emerging Technologies, [PMID:] [10.1016/j.ifset.2025.104127] |
| 17. Xuewa Jiang, Shaoyan Yi, Pingping Shen, Richa Raj, Jian Zhang, Haixia Ge. (2025) Insights on the synergistic effects of glycyrrhetinic acid and isoliquiritigenin on HMGB1-induced inflammation by multi-spectroscopic and molecular docking studies. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:40714661] [10.1016/j.saa.2025.126726] |
| 18. De-Jian Chen, Cheng-Jun Liu, Zi-Hao Chen, Jin-Jin Li, Wei Shi, Qing-Min Zhang, Xia Yang, Jian-Xin Chen, Feng-Xiang Zhang. (2024) Chemical profiling of Zhi-Ke-Bao pills and its potential mechanism against cough by ultra-high performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry and network pharmacology. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:38815520] [10.1016/j.jpba.2024.116257] |
| 19. Shupeng Zhao, Haigang Chang, Pengju Ma, Guojun Gao, Cailing Jin, Xinli Zhao, Wenke Zhou, Baozhe Jin. (2015) Inhibitory effect of DNA topoisomerase inhibitor isoliquiritigenin on the growth of glioma cells. International Journal of Clinical and Experimental Pathology, [PMID:26722447] [PMID:26722447] |
| 20. Jue Bai, Si-Yuan Yang, Shao-Mei Yu, Ying Cao, Chang-Han Ma, Xuan-Yi Hu, Xiong Chen, Ying-Nan Song, Hong-Jin Chen. (2025) IGFBP5 mediates the therapeutic effect of isoliquiritigenin in myocardial ischemia-reperfusion injury via AKT/GLUT4 regulated insulin resistance. Frontiers in Pharmacology, [PMID:40365313] [10.3389/fphar.2025.1544869] |
| 21. Lin Xie, Kan Zhang. (2025) Achieving very high performance polybenzoxazines from natural renewable isoliquiritigenin: design, preparation and property investigation. Polymer Chemistry, [PMID:] [10.1039/D5PY00311C] |
| 22. Dunsheng Liang, Xiao-Fan Shen, Ting-Ting Li, Yao Deng, Hong-Liang Xiao, Zhi-Peng Li, Shuan-Cheng Bai, Xiao-Yu Ma, Xiao-ping Liao, Dong-Hao Zhao, Hao Ren, Chaoqun Zhang, Jian Sun, Lu Han. (2025) A bionic yeast for the colon-targeted delivery of curcumin in the treatment of inflammatory bowel disease. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.164121] |
| 23. Weiyu Wu, Ren Zhang, Geer Chen, Ziyu Chen, Zicong Lin, Yin Chen, Jiaqi Li, Weilin Liao, Junyi Wang, Xiaoxuan Wang, Junhao Huang, Lijuan Ma, Haijie Yu. (2025) Sappanchalcone Suppresses NSCLC by Oxidative Stress-Driven DNA Damage and ER Stress Activation through PIEZO1 Modulation. iScience, [PMID:41399507] [10.1016/j.isci.2025.114057] |
| 24. Li Mengyun, Zhang Xiaobing, Lu Jiafeng, Xiang Junjie, Wu Jie, Zheng Matao, Yang Siwei, He Lingyan, Shao Xian. (2025) Isoliquiritigenin ameliorates Parkinson’s disease via gut microbiota remodeling: potential mediating role of Parabacteroides distasonis. Journal of Translational Medicine, 23 (1): (1363). [PMID:41316345] [10.1186/s12967-025-07435-w] |
| 25. Yi-Min Ren, Yu Chen, Chang-Mao Jiang, Xiong Chen, Hong-Jin Qin, Zhu Wei, Xue Rao, Yu-Chen Wang, Ning-Ze Jiang, Jin-Yuan Luo-Qian, Ying-Nan Song, Xiao-Hua Zou, Jiang Zheng, Hong-Jin Chen. (2025) Isoliquiritigenin inhibited complete Freund's adjuvant-induced chronic inflammatory pain via the CCL7/CCR2/ERK pathway in dorsal root ganglia neurons of mice. INTERNATIONAL IMMUNOPHARMACOLOGY, [PMID:41418643] [10.1016/j.intimp.2025.116059] |
| 26. Hui Yu, Nan Wang, Changjiang Sun, Bingfeng Leng, Liping Sun, Xuming Deng, Lei Xu, Zihao Teng, Jianfeng Wang, Lin Wang. (2026) Targeting fimbriae adhesin of porcine enterotoxigenic Escherichia coli by isoliquiritigenin. INTERNATIONAL JOURNAL OF MEDICAL MICROBIOLOGY, [PMID:41604729] [10.1016/j.ijmm.2026.151704] |
| 27. Luhang Dai, Guo Cheng, Tingting Cui, Sitong He, Ran Wang, Jingqi Kang, Pei Li, Xin Zhang, Xiaoli Ding, Xiaochang Xue, Luting Yang, Yaling Zhang, Yaping Yan. (2026) Activation status of astrocytes drives the MS/NMOSD therapeutic paradox: Insights from IFNAR1 signaling. Cell Reports, 45 (2): [PMID:41632569] [10.1016/j.celrep.2025.116913] |