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Vitexin - 10mM in DMSO, high purity , CAS No.3681-93-4

    Grade & Purity:
  • 10mM in DMSO
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Item Number
V423649
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V423649-1ml
1ml
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$39.90

Antioxidant agent. Potent glucosidase inhibitor. HIF-1 α inhibitor.

View related series
Compound libraries (12325)

Basic Description

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
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.
An apigenin flavone glycoside.

Taxonomic Classification

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

Associated Targets(Human)

TYR Tclin Tyrosinase (717 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
XDH Tclin Xanthine dehydrogenase (1038 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AKR1B1 Tclin Aldose reductase (1404 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RNASEL Tchem RNase L (193 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BJ (6930 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HepG2 (196354 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KOPN-8 (317 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SEM (217 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SUP-B15 (167 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
THLE-2 (239 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

NA Neuraminidase (1107 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Mus musculus (284745 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
3T3-L1 (3664 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

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
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

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Sensitivity Moisture sensitive
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

Citations of This Product

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,  (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). 

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