Determine the necessary mass, volume, or concentration for preparing a solution.
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Synonyms | Galangin | 548-83-4 | Norizalpinin | 3,5,7-Trihydroxyflavone | 3,5,7-Trihydroxy-2-phenyl-4H-chromen-4-one | 3,5,7-triOH-Flavone | 4H-1-Benzopyran-4-one, 3,5,7-trihydroxy-2-phenyl- | 3,5,7-Trihydroxy-2-phenyl-4-benzopyrone | 3,5,7-trihydroxy-2-phenylchromen-4-one | FLAVONE, |
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Specifications & Purity | Moligand™, 10mM in DMSO |
Storage Temp | Store at -80°C |
Shipped In | Ice chest + Ice pads |
Grade | Moligand™ |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | 3,5,7-trihydroxy-2-phenylchromen-4-one |
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INCHI | InChI=1S/C15H10O5/c16-9-6-10(17)12-11(7-9)20-15(14(19)13(12)18)8-4-2-1-3-5-8/h1-7,16-17,19H |
InChi Key | VCCRNZQBSJXYJD-UHFFFAOYSA-N |
Canonical SMILES | C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O |
Isomeric SMILES | C1=CC=C(C=C1)C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O |
WGK Germany | 3 |
RTECS | LK9275500 |
PubChem CID | 5281616 |
Molecular Weight | 270.24 |
Beilstein | 272179 |
Enter Lot Number to search for COA:
Melt Point(°C) | 218-225℃ |
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Pictogram(s) | GHS07 |
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Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. |
WGK Germany | 3 |
RTECS | LK9275500 |
Merck Index | 4339 |
1. Zheyuan Ren, Yang Yu, Zhongyao Ji, Huitao Li, Xiaoheng Li, Han Lin, Renshan Ge, Qiqi Zhu. (2024) Structure-activity relationship and docking analysis of nature flavonoids as inhibitors of human and rat gonadal 3β-hydroxysteroid dehydrogenases for therapeutic purposes. JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 238 (106450). [PMID:38143010] [10.1016/j.jsbmb.2023.106450] |
2. Xiangrong Li, Tianjun Ni, Ruonan Xu. (2023) Study on the preparation of novel flavonol-gold nanoparticles antioxidants and the mechanism of protein corona formation. JOURNAL OF MOLECULAR STRUCTURE, 1294 (136413). [PMID:] [10.1016/j.molstruc.2023.136413] |
3. Shaoyan Zhang, Jinfeng Ning, Qingqing Wang, Wei Wang. (2023) Fluorescence enhancement of flavonoids and its application in ingredient determination for some traditional Chinese medicines by CE-LIF. Analytical Methods, 15 (24): (2964-2970). [PMID:37309583] [10.1039/D3AY00486D] |
4. Xiangrong Li, Ruonan Xu, Tianjun Ni. (2023) Effects of B-ring structures on binding behavior of flavonols with proteins: Experimental and molecular docking approaches. JOURNAL OF MOLECULAR STRUCTURE, 1287 (135614). [PMID:] [10.1016/j.molstruc.2023.135614] |
5. 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] |
6. Hongting Deng, Yuanju He, Hui Cao, Lei Chen, Hui Teng. (2022) New insight into the effect of hydroxyl substituted flavonoids on the cytotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline. Food Frontiers, 4 (1): (289-296). [PMID:] [10.1002/fft2.194] |
7. Xijuan Tu, Fengjie Yu, Qian Jin, Chunping Du, Jiaxu Chen, Ji Yang, Yuchang He, Shaokang Huang, Wenbin Chen. (2022) A Simple High-Throughput Field Sample Preparation Method Based on Matrix-Induced Sugaring-Out for the Simultaneous Determination of 5-Hydroxymethylfurfural and Phenolic Compounds in Honey. MOLECULES, 27 (23): (8373). [PMID:36500464] [10.3390/molecules27238373] |
8. Xiangrong Li, Linyu Han, Zhizhi Song, Ruonan Xu, Lixia Wang. (2023) Comparative study on the interaction between transferrin and flavonols: Experimental and computational modeling approaches. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 288 (122128). [PMID:36455462] [10.1016/j.saa.2022.122128] |
9. 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] |
10. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Multispectroscopic and computational evaluation of the binding of flavonoids with bovine serum albumin in the presence of Cu2+. FOOD CHEMISTRY, 385 (132656). [PMID:35279499] [10.1016/j.foodchem.2022.132656] |
11. Yajing Fang, Fuqiang Liang, Mengmeng Xia, Weiwei Cao, Siyi Pan, Ting Wu, Xiaoyun Xu. (2021) Structure-activity relationship and mechanism of flavonoids on the inhibitory activity of P-glycoprotein (P-gp)-mediated transport of rhodamine123 and daunorubicin in P-gp overexpressed human mouth epidermal carcinoma (KB/MDR) cells. FOOD AND CHEMICAL TOXICOLOGY, 155 (112381). [PMID:34217736] [10.1016/j.fct.2021.112381] |
12. Yuanguo Xiong, Hao Lu, Hanlin Xu. (2020) Galangin Reverses Hepatic Fibrosis by Inducing HSCs Apoptosis via the PI3K/Akt, Bax/Bcl-2, and Wnt/β-catenin Pathway in LX-2 Cells. BIOLOGICAL & PHARMACEUTICAL BULLETIN, [PMID:32893252] [10.1248/bpb.b20-00258] |
13. 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, 239 (118519). [PMID:32480277] [10.1016/j.saa.2020.118519] |
14. 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, 323 (126807). [PMID:32330646] [10.1016/j.foodchem.2020.126807] |
15. Hao Lu, Hui Yao, Rong Zou, Xiwen Chen, Hanlin Xu. (2019) Galangin Suppresses Renal Inflammation via the Inhibition of NF-κB, PI3K/AKT and NLRP3 in Uric Acid Treated NRK-52E Tubular Epithelial Cells. Biomed Research International, 2019 (3018357). [PMID:31240210] [10.1155/2019/3018357] |
16. Li Zeng, Huafang Ding, Xing Hu, Guowen Zhang, Deming Gong. (2019) Galangin inhibits α-glucosidase activity and formation of non-enzymatic glycation products. FOOD CHEMISTRY, 271 (70). [PMID:30236734] [10.1016/j.foodchem.2018.07.148] |
17. Shuzhen Yang, Jie Zhou, Dongmei Li, Chunyu Shang, Litao Peng, Siyi Pan. (2017) The structure-antifungal activity relationship of 5,7-dihydroxyflavonoids against Penicillium italicum. FOOD CHEMISTRY, 224 (26). [PMID:28159264] [10.1016/j.foodchem.2016.12.001] |
18. Xiaodan Liu, Xia Wu. (2014) Fluorescence enhancement of fisetin by silver nanoparticles with cetyltrimethyl ammonium bromide micelles. RSC Advances, 5 (10): (7433-7439). [PMID:] [10.1039/C4RA12726A] |
19. Ting Wu, Xixi Zang, Mengying He, Siyi Pan, Xiaoyun Xu. (2013) Structure–Activity Relationship of Flavonoids on Their Anti-Escherichia coli Activity and Inhibition of DNA Gyrase. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 61 (34): (8185–8190). [PMID:23926942] [10.1021/jf402222v] |
1. Zheyuan Ren, Yang Yu, Zhongyao Ji, Huitao Li, Xiaoheng Li, Han Lin, Renshan Ge, Qiqi Zhu. (2024) Structure-activity relationship and docking analysis of nature flavonoids as inhibitors of human and rat gonadal 3β-hydroxysteroid dehydrogenases for therapeutic purposes. JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 238 (106450). [PMID:38143010] [10.1016/j.jsbmb.2023.106450] |
2. Xiangrong Li, Tianjun Ni, Ruonan Xu. (2023) Study on the preparation of novel flavonol-gold nanoparticles antioxidants and the mechanism of protein corona formation. JOURNAL OF MOLECULAR STRUCTURE, 1294 (136413). [PMID:] [10.1016/j.molstruc.2023.136413] |
3. Shaoyan Zhang, Jinfeng Ning, Qingqing Wang, Wei Wang. (2023) Fluorescence enhancement of flavonoids and its application in ingredient determination for some traditional Chinese medicines by CE-LIF. Analytical Methods, 15 (24): (2964-2970). [PMID:37309583] [10.1039/D3AY00486D] |
4. Xiangrong Li, Ruonan Xu, Tianjun Ni. (2023) Effects of B-ring structures on binding behavior of flavonols with proteins: Experimental and molecular docking approaches. JOURNAL OF MOLECULAR STRUCTURE, 1287 (135614). [PMID:] [10.1016/j.molstruc.2023.135614] |
5. 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] |
6. Hongting Deng, Yuanju He, Hui Cao, Lei Chen, Hui Teng. (2022) New insight into the effect of hydroxyl substituted flavonoids on the cytotoxicity of 2-amino-3-methylimidazo[4,5-f]quinoline. Food Frontiers, 4 (1): (289-296). [PMID:] [10.1002/fft2.194] |
7. Xijuan Tu, Fengjie Yu, Qian Jin, Chunping Du, Jiaxu Chen, Ji Yang, Yuchang He, Shaokang Huang, Wenbin Chen. (2022) A Simple High-Throughput Field Sample Preparation Method Based on Matrix-Induced Sugaring-Out for the Simultaneous Determination of 5-Hydroxymethylfurfural and Phenolic Compounds in Honey. MOLECULES, 27 (23): (8373). [PMID:36500464] [10.3390/molecules27238373] |
8. Xiangrong Li, Linyu Han, Zhizhi Song, Ruonan Xu, Lixia Wang. (2023) Comparative study on the interaction between transferrin and flavonols: Experimental and computational modeling approaches. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, 288 (122128). [PMID:36455462] [10.1016/j.saa.2022.122128] |
9. 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] |
10. Jie Zhao, Lin Huang, Renjie Li, Zhuangwei Zhang, Jin Chen, Hongjin Tang. (2022) Multispectroscopic and computational evaluation of the binding of flavonoids with bovine serum albumin in the presence of Cu2+. FOOD CHEMISTRY, 385 (132656). [PMID:35279499] [10.1016/j.foodchem.2022.132656] |
11. Yajing Fang, Fuqiang Liang, Mengmeng Xia, Weiwei Cao, Siyi Pan, Ting Wu, Xiaoyun Xu. (2021) Structure-activity relationship and mechanism of flavonoids on the inhibitory activity of P-glycoprotein (P-gp)-mediated transport of rhodamine123 and daunorubicin in P-gp overexpressed human mouth epidermal carcinoma (KB/MDR) cells. FOOD AND CHEMICAL TOXICOLOGY, 155 (112381). [PMID:34217736] [10.1016/j.fct.2021.112381] |
12. Yuanguo Xiong, Hao Lu, Hanlin Xu. (2020) Galangin Reverses Hepatic Fibrosis by Inducing HSCs Apoptosis via the PI3K/Akt, Bax/Bcl-2, and Wnt/β-catenin Pathway in LX-2 Cells. BIOLOGICAL & PHARMACEUTICAL BULLETIN, [PMID:32893252] [10.1248/bpb.b20-00258] |
13. 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, 239 (118519). [PMID:32480277] [10.1016/j.saa.2020.118519] |
14. 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, 323 (126807). [PMID:32330646] [10.1016/j.foodchem.2020.126807] |
15. Hao Lu, Hui Yao, Rong Zou, Xiwen Chen, Hanlin Xu. (2019) Galangin Suppresses Renal Inflammation via the Inhibition of NF-κB, PI3K/AKT and NLRP3 in Uric Acid Treated NRK-52E Tubular Epithelial Cells. Biomed Research International, 2019 (3018357). [PMID:31240210] [10.1155/2019/3018357] |
16. Li Zeng, Huafang Ding, Xing Hu, Guowen Zhang, Deming Gong. (2019) Galangin inhibits α-glucosidase activity and formation of non-enzymatic glycation products. FOOD CHEMISTRY, 271 (70). [PMID:30236734] [10.1016/j.foodchem.2018.07.148] |
17. Shuzhen Yang, Jie Zhou, Dongmei Li, Chunyu Shang, Litao Peng, Siyi Pan. (2017) The structure-antifungal activity relationship of 5,7-dihydroxyflavonoids against Penicillium italicum. FOOD CHEMISTRY, 224 (26). [PMID:28159264] [10.1016/j.foodchem.2016.12.001] |
18. Xiaodan Liu, Xia Wu. (2014) Fluorescence enhancement of fisetin by silver nanoparticles with cetyltrimethyl ammonium bromide micelles. RSC Advances, 5 (10): (7433-7439). [PMID:] [10.1039/C4RA12726A] |
19. Ting Wu, Xixi Zang, Mengying He, Siyi Pan, Xiaoyun Xu. (2013) Structure–Activity Relationship of Flavonoids on Their Anti-Escherichia coli Activity and Inhibition of DNA Gyrase. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 61 (34): (8185–8190). [PMID:23926942] [10.1021/jf402222v] |