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

CAS: 3681-93-4 Cat. No.: V423649 Peso molecular: 432.38 Beilstein Registry Number: 67796 Número EC: 222-963-8
Disponible para pedir
GRADE & PURITY 10mM in DMSO
Synonyms
4H-1-Benzopyran-4-one, 8-.beta.-D-glucopyranosyl-5,7-dihydroxy-2-(4-hydroxyphenyl)- | 8-beta-D-Glucopyranosyl-apigenin | AS-55909 | DTXCID00112778 | Flavone, 8-D-glucosyl-4',5,7-trihydroxy- | Vitexin,(S) | VITEXINE | 8-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
1ml
V423649-1ml
1
34,90US$
Enter a quantity for the sizes you want to add.
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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 21 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

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.

Specifications

Sinónimos
4H-1-Benzopyran-4-one, 8-.beta.-D-glucopyranosyl-5, 7-dihydroxy-2-(4-hydroxyphenyl)- | 8-beta-D-Glucopyranosyl-apigenin | AS-55909 | DTXCID00112778 | Flavone, 8-D-glucosyl-4', 5, 7-trihydroxy- | Vitexin, (S) | VITEXINE | 8-((2S, 3R, 4R, 5S, 6R)-3, 4, 5-trihydroxy-6
Especificaciones y pureza
10mM in DMSO
Mecanismos bioquímicos y fisiológicos
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.
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Nombres e identificadores
Sonrisas canónicasC1=CC(=CC=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)C4C(C(C(C(O4)CO)O)O)O)O
IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)-8-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
InChIKeySGEWCQFRYRRZDC-VPRICQMDSA-N
INCHI1S/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
Isómeros 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 Alemania 3
Peso molecular 432.38
Beilstein 67796

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassPhenylpropanoids and polyketides
ClaseFlavonoids
SubclassFlavonoid glycosides
Intermediate Tree Nodes Flavonoid C-glycosides
Direct ParentFlavonoid 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 FrameworkAromatic 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
DescripciónThis 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
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
TYR Tclin Tyrosinase (717 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ACHE Tclin Acetylcholinesterase (18204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADORA1 Tclin Adenosine A1 receptor (17603 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
XDH Tclin Xanthine dehydrogenase (1038 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1B1 Tclin Aldose reductase (1404 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CYP1A1 Tchem Cytochrome P450 1A1 (1169 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RNASEL Tchem RNase L (193 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BJ (6930 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLK Tbio DNA polymerase kappa (8653 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (300 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RUNX1 Tbio Runt-related transcription factor 1/Core-binding factor subunit beta (7867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KOPN-8 (317 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SEM (217 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SUP-B15 (167 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THLE-2 (239 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
NA Neuraminidase (1107 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pol Human immunodeficiency virus type 1 reverse transcriptase (18245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
3T3-L1 (3664 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trpa1 Transient receptor potential cation channel subfamily A member 1 (1003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BCHE Cholinesterase (8742 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
SensibilidadMoisture sensitive
Peso molecular432.400 g/mol
XLogP30.200
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Exact Mass432.106 Da
Monoisotopic Mass432.106 Da
Topological Polar Surface Area177.000 Ų
Heavy Atom Count31
Formal Charge0
Complexity690.000
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Citations of This Product
Referencias
1. Dan Yu, Fei Liu, Changdong Zou, Xiao Yang.  (2022)  Municipal green waste promotes iron release from steelmaking slag in water.  RESOURCES CONSERVATION AND RECYCLING,      [PMID:] [10.1016/j.resconrec.2022.106722]
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).  [PMID:35404372] [10.1039/D1FO03816H]
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,      [PMID:35279499] [10.1016/j.foodchem.2022.132656]
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).  [PMID:34195734] [10.1039/D1FO01168E]
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).  [PMID:33297502] [10.3390/foods9121816]
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,      [PMID:32480277] [10.1016/j.saa.2020.118519]
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,      [PMID:32330646] [10.1016/j.foodchem.2020.126807]
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).  [PMID:32249418] [10.1111/1750-3841.15019]
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,      [PMID:] [10.1016/j.jff.2017.03.003]
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).  [PMID:] [10.1002/ejlt.201400541]
11. 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,      [PMID:] [10.1080/10942912.2025.2479629]
12. 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).  [PMID:38472890] [10.3390/foods13050777]
13. 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,      [PMID:38855818] [10.1039/D3FO04743A]
14. Jiaying Liu, Yuanfan Chen, Jing Zhang, Yun Zheng, Yun An, Chenglai Xia, Yonger Chen, Song Huang, Shaozhen Hou, Dong Deng.  (2024)  Vitexin alleviates MNNG-induced chronic atrophic gastritis via inhibiting NLRP3 inflammasome.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:39716512] [10.1016/j.jep.2024.119272]
15. 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,      [PMID:] [10.1016/j.postharvbio.2024.113061]
16. Qinghua Ni, Qiao Chen, Haixia Xu, Wenjun Wang, Zhongping Yin, Qing-Feng Zhang.  (2025)  γ-Cyclodextrin metal-organic framework enhanced the bioavailability of vitexin in rats by increasing solubility and inhibiting re-crystallization.  NEW JOURNAL OF CHEMISTRY,      [PMID:] [10.1039/D5NJ00704F]
17. Danyang Liu, Hao Zhou, Changwei Zhang, Zhiwen Qi, Xianghui Kong, Chengzhang Wang.  (2025)  Synthesis and characterization of magnetic molecularly imprinted polymers and application to the direct extraction of flavonoids from bamboo leaves.  Advances in Bamboo Science,      [PMID:] [10.1016/j.bamboo.2025.100197]
18. Xinghua Yu, Yujun Zhang, Lingan Zeng, Haiyan Chen, Xuemei Dong, Tianfu Zhang, Ben Zhong Tang, Fei Sun.  (2025)  Ferritin-Nanocaged Aggregation-Induced Emission Drug Vitexin Inhibits Ferroptosis to Treat Asthenozoospermia.  ADVANCED FUNCTIONAL MATERIALS,      [PMID:] [10.1002/adfm.202522020]
19. Shi Shen, Jingbo Wang, Qin Zhuo, Xi Chen, Tingting Liu, Shuang-Qing Zhang.  (2018)  Quantitative and Discriminative Evaluation of Contents of Phenolic and Flavonoid and Antioxidant Competence for Chinese Honeys from Different Botanical Origins.  MOLECULES,  23  (5): (1110).  [PMID:29738446] [10.3390/molecules23051110]
20. Hui Cao, Xiaojuan Liu, Nataša Poklar Ulrih, Pradeep K. Sengupta, Jianbo Xiao.  (2018)  Plasma protein binding of dietary polyphenols to human serum albumin: A high performance affinity chromatography approach.  FOOD CHEMISTRY,      [PMID:30174044] [10.1016/j.foodchem.2018.07.111]
21. Chen Ru, Cheng Si-Min, Wang Hao-Chuan, Kun-Dong, Sun Hui-Li, Sun Meng-Mei, Gao Bo, Wu Wen-Ning.  (2025)  Vitexin Alleviates Kainic Acid-Induced Seizure Through Inhibiting P2X7R/NLRP3 Signaling Pathway.  INFLAMMATION,      [PMID:40586851] [10.1007/s10753-025-02324-2]
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