Determine the necessary mass, volume, or concentration for preparing a solution.
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10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -80°C Ships Dry ice packs + Cold packs 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 15 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
| Canonical Smiles | COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)O |
|---|---|
| IUPAC Name | 5,7-dihydroxy-8-methoxy-2-phenylchromen-4-one |
| InChIKey | XLTFNNCXVBYBSX-UHFFFAOYSA-N |
| INCHI | 1S/C16H12O5/c1-20-15-12(19)7-10(17)14-11(18)8-13(21-16(14)15)9-5-3-2-4-6-9/h2-8,17,19H,1H3 |
| Isomeric SMILES | COC1=C(C=C(C2=C1OC(=CC2=O)C3=CC=CC=C3)O)O |
| WGK Germany | 3 |
| RTECS | LK8331000 |
| PubChem CID | 5281703 |
| Molecular Weight | 284.27 |
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 | Flavonoids |
| Subclass | O-methylated flavonoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 8-O-methylated flavonoids |
| Alternative Parents | Flavones 7-hydroxyflavonoids 5-hydroxyflavonoids Chromones Anisoles Pyranones and derivatives Alkyl aryl ethers 1-hydroxy-2-unsubstituted benzenoids Benzene and substituted derivatives Vinylogous acids Heteroaromatic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 8-methoxyflavonoid-skeleton - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Hydroxyflavonoid - Chromone - Benzopyran - 1-benzopyran - Anisole - 1-hydroxy-2-unsubstituted benzenoid - Alkyl aryl ether - Pyranone - Benzenoid - Pyran - Monocyclic benzene moiety - Vinylogous acid - Heteroaromatic compound - Oxacycle - Organoheterocyclic compound - Ether - Organic oxide - Organic oxygen compound - Organooxygen compound - Hydrocarbon derivative - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. |
| External Descriptors | a flavone |
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| Melt Point(°C) | 203-206°C |
|---|---|
| Molecular Weight | 284.260 g/mol |
| XLogP3 | 3.000 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 2 |
| Exact Mass | 284.068 Da |
| Monoisotopic Mass | 284.068 Da |
| Topological Polar Surface Area | 76.000 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 426.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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. Lei Lei, Jing Zhao, Xue-Qi Liu, Juan Chen, Xiang-Ming Qi, Ling-Ling Xia, Yong-Gui Wu. (2022) Wogonin Alleviates Kidney Tubular Epithelial Injury in Diabetic Nephropathy by Inhibiting PI3K/Akt/NF-κB Signaling Pathways. Drug Design Development and Therapy, [PMID:34295152] [10.2147/DDDT.S310882] |
| 2. 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] |
| 3. Liu Xue-qi, Jiang Ling, Li Yuan-yuan, Huang Yue-bo, Hu Xue-ru, Zhu Wei, Wang Xian, Wu Yong-gui, Meng Xiao-ming, Qi Xiang-ming. (2021) Wogonin protects glomerular podocytes by targeting Bcl-2-mediated autophagy and apoptosis in diabetic kidney disease. ACTA PHARMACOLOGICA SINICA, 43 (1): (96-110). [PMID:34253875] [10.1038/s41401-021-00721-5] |
| 4. 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] |
| 5. 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] |
| 6. Bai Yin, Zhou Wen-Di, Mu Xian-Min, Zhang Qian, Yu Chen, Di Bin, Su Meng-Xiang. (2016) Covalent Immobilization of Human Placental 17β-Hydroxysteroid Dehydrogenase Type 1 onto Glutaraldehyde Activated Silica Coupled with LC-TOF/MS for Anti-Cancer Drug Screening Applications. APPLIED BIOCHEMISTRY AND BIOTECHNOLOGY, 182 (2): (482-494). [PMID:27933483] [10.1007/s12010-016-2339-6] |
| 7. Zhang Jiaming, Chu Jiangnan, Wu Zhengwei. (2025) Cold atmospheric plasma pretreatment on the extraction of bioactive compounds from Scutellaria baicalensis Georgi. INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY, [PMID:] [10.1093/ijfood/vvaf041] |
| 8. Cui Jun, Zeng Dan, Guan Peipei, Jiang Ning. (2024) Effect of wogonin, an active ingredient of Scutellariae Radix, on fish infected with Aeromonas hydrophila. AQUACULTURE INTERNATIONAL, [PMID:] [10.1007/s10499-024-01571-8] |
| 9. Shuyun Zhu, Kunming Sun, Shuyi Liu, Qian Wang, Jiatong Fan, Xian-En Zhao, Guobao Xu. (2025) Fluorescent distinguishing flavonoid glycosides against aglycones based on the selective recognization of boric acid-functional Eu(III)-organic framework. TALANTA, [PMID:39798417] [10.1016/j.talanta.2025.127559] |
| 10. Jia Degong, Wu Kun, Luo Jiefu, Xu Xuesong, Pan Wei, Zhao Minjie, Li Shengwei, Gong Jianping, Gong Junhua. (2024) Wogonin Alleviates DCD Liver Ischemia/Reperfusion Injury by Regulating ALOX15/iNOS-mediated Ferroptosis. TRANSPLANTATION, [PMID:38946036] [10.1097/TP.0000000000005123] |
| 11. Zhijuan Cheng, Jianglong Tu, Kai Wang, Fang Li, Yuan He, Wei Wu. (2024) Wogonin alleviates NLRP3 inflammasome activation after cerebral ischemia-reperfusion injury by regulating AMPK/SIRT1. BRAIN RESEARCH BULLETIN, [PMID:38253131] [10.1016/j.brainresbull.2024.110886] |
| 12. Ye Hua, Wu Lin, Liu Yan-mei, Zhang Jun-xia, Hu Huan-tao, Dong Mao-long, Ren Jun. (2025) Wogonin attenuates septic cardiomyopathy by suppressing ALOX15-mediated ferroptosis. ACTA PHARMACOLOGICA SINICA, [PMID:40205009] [10.1038/s41401-025-01547-1] |
| 13. Zhongfeng Geng, Mingyu Yan, Yongxin Feng, Huisheng Lv. (2025) Adsorption equilibrium and diffusion coefficient of baicalein and wogonin in supercritical CO2/methanol. JOURNAL OF SUPERCRITICAL FLUIDS, [PMID:] [10.1016/j.supflu.2025.106692] |
| 14. Fuyun Chi, Wenshuang Wang, Shanshan Zhai, Man Zhang, Yuanyuan Hou, Gang Bai. (2025) Self-assembled baicalein-2,4-decadienal nanomedicine synergistically inhibits PGE2 expression and elicits anti-inflammatory responses. Chinese Herbal Medicines, [PMID:] [10.1016/j.chmed.2025.10.001] |
| 15. Man Tian, Yu Huiyong, Li Lei, Nie Weicheng, Wang Chengxiang. (2025) Integrative network pharmacology and experimental validation of multi-target synergy against multidrug-resistant klebsiella pneumoniae via PI3K/AKT-MAPK pathway disruption. NAUNYN-SCHMIEDEBERGS ARCHIVES OF PHARMACOLOGY, [PMID:41152613] [10.1007/s00210-025-04765-w] |