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| SKU | Size | Availability |
Price | Qty |
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V423649-1ml
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1ml |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$39.90
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Antioxidant agent. Potent glucosidase inhibitor. HIF-1 α inhibitor.
| Synonyms | Vitexin | 3681-93-4 | Apigenin 8-C-glucoside | 8-beta-D-Glucopyranosyl-apigenin | EINECS 222-963-8 | UNII-9VP70K75OK | ORIENTOSIDE | VITEXINA | VITEXINE | 9VP70K75OK | Apigenin-8-C-glucoside | CHEBI:16954 | Flavone, 8-D-glucosyl-4',5,7-trihydroxy- | 4H-1-Benzopyran-4-one, 5,7-dihy |
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| Specifications & Purity | 10mM in DMSO |
| Biochemical and Physiological Mechanisms | Antioxidant agent. Potent glucosidase inhibitor (IC 50 = 48 nM). HIF-1 α inhibitor. Inhibits TNF-α, IL-1β, IL-6, and IL-33 production. Shows antinociceptive, anti-inflammatory, and antioxidant effects in vivo. |
| Storage Temp | Store at -80°C |
| Shipped In |
Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available. |
| Product Description |
Vitexin is a naturally-occuring flavonoid and lignan compound that is identified in various plant sources. Vitexin is demonstrated to produce antioxidant effects in accord with other flavonoid compounds. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Flavonoids |
| Subclass | Flavonoid glycosides |
| Intermediate Tree Nodes | Flavonoid C-glycosides |
| Direct Parent | Flavonoid 8-C-glycosides |
| Alternative Parents | 4'-hydroxyflavonoids 5-hydroxyflavonoids 7-hydroxyflavonoids Flavones Phenolic glycosides Hexoses Chromones C-glycosyl compounds 1-hydroxy-2-unsubstituted benzenoids Pyranones and derivatives Oxanes Benzene and substituted derivatives Heteroaromatic compounds Vinylogous acids Secondary alcohols Oxacyclic compounds Dialkyl ethers Polyols Organic oxides Hydrocarbon derivatives Primary alcohols |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Flavonoid-8-c-glycoside - Hydroxyflavonoid - 4'-hydroxyflavonoid - 5-hydroxyflavonoid - 7-hydroxyflavonoid - Flavone - Phenolic glycoside - Hexose monosaccharide - Glycosyl compound - C-glycosyl compound - Chromone - 1-benzopyran - Benzopyran - Pyranone - Phenol - 1-hydroxy-2-unsubstituted benzenoid - Pyran - Monosaccharide - Monocyclic benzene moiety - Benzenoid - Oxane - Heteroaromatic compound - Vinylogous acid - Secondary alcohol - Ether - Dialkyl ether - Organoheterocyclic compound - Oxacycle - Polyol - Primary alcohol - Organic oxide - Organic oxygen compound - Alcohol - Hydrocarbon derivative - Organooxygen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as flavonoid 8-c-glycosides. These are compounds containing a carbohydrate moiety which is C-glycosidically linked to 8-position of a 2-phenylchromen-4-one flavonoid backbone. |
| External Descriptors | flavones - Flavones and Flavonols |
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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 | 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one |
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| INCHI | InChI=1S/C21H20O10/c22-7-14-17(27)18(28)19(29)21(31-14)16-11(25)5-10(24)15-12(26)6-13(30-20(15)16)8-1-3-9(23)4-2-8/h1-6,14,17-19,21-25,27-29H,7H2/t14-,17-,18+,19-,21+/m1/s1 |
| InChIKey | SGEWCQFRYRRZDC-VPRICQMDSA-N |
| Smiles | C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O |
| Isomeric SMILES | C1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O |
| WGK Germany | 3 |
| Molecular Weight | 432.38 |
| Beilstein | 67796 |
| Sensitivity | Moisture sensitive |
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| Molecular Weight | 432.400 g/mol |
| XLogP3 | 0.200 |
| Hydrogen Bond Donor Count | 7 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 3 |
| Exact Mass | 432.106 Da |
| Monoisotopic Mass | 432.106 Da |
| Topological Polar Surface Area | 177.000 Ų |
| Heavy Atom Count | 31 |
| Formal Charge | 0 |
| Complexity | 690.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 5 |
| 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. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang. (2023) Municipal green waste promotes iron release from steelmaking slag in water. RESOURCES CONSERVATION AND RECYCLING, 188 (106722). |
| 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). |
| 3. 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). |
| 4. Ying Li, Bo Chen, Hai-Yan Cao, Jing-En Li, Ling-Li Chen, Qing-Feng Zhang. (2021) Pancreatic lipase inhibitory activity of Bambusa multiplex cv. Fernleaf leaf extract in vitro and in vivo. Food & Function, 12 (16): (7440-7447). |
| 5. Liuying Zhu, Wenting Li, Zeyuan Deng, Hongyan Li, Bing Zhang. (2020) The Composition and Antioxidant Activity of Bound Phenolics in Three Legumes, and Their Metabolism and Bioaccessibility of Gastrointestinal Tract. Foods, 9 (12): (1816). |
| 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, 239 (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, 323 (126807). |
| 8. Xiaoqin Wang, Wencong Jia, Guoyin Lai, Lijuan Wang, María del Mar Contreras, Daomao Yang. (2020) Extraction for profiling free and bound phenolic compounds in tea seed oil by deep eutectic solvents. JOURNAL OF FOOD SCIENCE, 85 (5): (1450-1461). |
| 9. Han Peng, Wenting Li, Hongyan Li, Zeyuan Deng, Bing Zhang. (2017) Extractable and non-extractable bound phenolic compositions and their antioxidant properties in seed coat and cotyledon of black soybean (Glycinemax (L.) merr). Journal of Functional Foods, 32 (296). |
| 10. Lingyi Liu, Meirong Pang, Ying Zhang. (2015) Lipase-catalyzed regioselective synthesis of flavone C-glucosides esters and high-efficiency oil-soluble antioxidant of bamboo leaves (eAOB-o). EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY, 117 (10): (1636-1646). |
| 11. Hui Cao,Xiaojuan Liu,Nataša Poklar Ulrih,Pradeep K Sengupta,Jianbo Xiao. (2018-09-04) Plasma protein binding of dietary polyphenols to human serum albumin: A high performance affinity chromatography approach.. Food chemistry, 270 (257-263). |
| 12. Shi Shen,Jingbo Wang,Qin Zhuo,Xi Chen,Tingting Liu,Shuang-Qing Zhang. (2018-05-09) Quantitative and Discriminative Evaluation of Contents of Phenolic and Flavonoid and Antioxidant Competence for Chinese Honeys from Different Botanical Origins.. Molecules (Basel, Switzerland), 23 ((5)): |
| 13. Yan Yu, Yan-Ping Liu, Jin-Fen Zheng, Xi-Jin Yang, Qi-Ju Shao, Dan Wang, Luo-Wei Wang, Fu-Zhen Li, Lan Yu, Rong-Xiang Chen. (2025) Comprehensive profiling of antioxidants in Zanthoxylum bungeanum leaves using two-dimensional liquid chromatography and regional comparisons. INTERNATIONAL JOURNAL OF FOOD PROPERTIES, |
| 14. Jingyu Gao, Longli Xie, Yu Peng, Mo Li, Jingming Li, Yuanying Ni, Xin Wen. (2024) Deep Eutectic Solvents as New Extraction Media for Flavonoids in Mung Bean. Foods, 13 (5): (777). |
| 15. wenwen Li, Zeyuan Deng, Shuang Xiao, qian Du, Mengru Zhang, Hailing Song, Caidong Zhao, Liufeng Zheng. (2024) Protective effect of vitexin against high fat-induced vascular endothelial inflammation through inhibiting trimethylamine N-oxide-mediated RNA m6A modification. Food & Function, |
| 16. Jiaying Liu, Yuanfan Chen, Jing Zhang, Yun Zheng, Yun An, Chenglai Xia, Yonger Chen, Song Huang, Shaozhen Hou, Dong Deng. (2025) Vitexin alleviates MNNG-induced chronic atrophic gastritis via inhibiting NLRP3 inflammasome. JOURNAL OF ETHNOPHARMACOLOGY, 340 (119272). |
| 17. Qiuxiao Yang, Dingding Shi, Yanling Ren, Chao Yang, Hongxia Qu, Yueming Jiang, Taotao Li. (2024) Vitexin is a potential postharvest treatment for ameliorating litchi fruit pericarp browning by regulating autophagy. POSTHARVEST BIOLOGY AND TECHNOLOGY, 216 (113061). |