Vitexin is a novel and potent apigenin flavone glucoside found in plants i.e. Trigonella foenum-graecum Linn. Vitexin has multipul pharmacological effects such as anti-inflammatory, anti-hyperalgesic, anti-oxidant, anti-cancer, and neuroprotective effects.
Physicochemical Properties
Molecular Formula | C21H20O10 |
Molecular Weight | 432.3775 |
Exact Mass | 432.105 |
CAS # | 3681-93-4 |
Related CAS # | Vitexin arginine |
PubChem CID | 5280441 |
Appearance | Light yellow to yellow solid powder |
Density | 1.7±0.1 g/cm3 |
Boiling Point | 767.7±60.0 °C at 760 mmHg |
Melting Point | 256-257ºC |
Flash Point | 273.1±26.4 °C |
Vapour Pressure | 0.0±2.7 mmHg at 25°C |
Index of Refraction | 1.743 |
LogP | 1.28 |
Hydrogen Bond Donor Count | 7 |
Hydrogen Bond Acceptor Count | 10 |
Rotatable Bond Count | 3 |
Heavy Atom Count | 31 |
Complexity | 690 |
Defined Atom Stereocenter Count | 5 |
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 |
InChi Key | SGEWCQFRYRRZDC-VPRICQMDSA-N |
InChi Code | 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 |
Chemical 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 |
HS Tariff Code | 2934.99.9001 |
Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
ln Vivo | When it comes to scopolamine-induced memory impairment, glutamate-induced neuronal excitotoxicity, and pentylenetetrazole-induced engineering, vitexin exhibits neuroprotective properties [1]. |
References |
[1]. A review on the pharmacological effects of vitexin and isovitexin. Fitoterapia. 2016 Dec;115:74-85. [2]. A Brief Review on the Neuroprotective Mechanisms of Vitexin. Biomed Res Int. 2018 Dec 5;2018:4785089. [3]. Jiang J, Dai J, Cui H. Vitexin reverses the autophagy dysfunction to attenuate MCAO-induced cerebral ischemic stroke via mTOR/Ulk1 pathway. Biomed Pharmacother. 2018;99:583-590. |
Additional Infomation |
Vitexin is an apigenin flavone glycoside, which is found in the passion flower, bamboo leaves and pearl millet It has a role as a platelet aggregation inhibitor, an EC 3.2.1.20 (alpha-glucosidase) inhibitor, an antineoplastic agent and a plant metabolite. It is a C-glycosyl compound and a trihydroxyflavone. It is functionally related to an apigenin. It is a conjugate acid of a vitexin-7-olate. Vitexin has been reported in Camellia sinensis, Acanthus ilicifolius, and other organisms with data available. See also: Fenugreek seed (part of); Cytisus scoparius flowering top (part of); Cannabis sativa subsp. indica top (part of) ... View More ... |
Solubility Data
Solubility (In Vitro) | DMSO : ~62.5 mg/mL (~144.55 mM) |
Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.81 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (4.81 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 2.3128 mL | 11.5639 mL | 23.1278 mL | |
5 mM | 0.4626 mL | 2.3128 mL | 4.6256 mL | |
10 mM | 0.2313 mL | 1.1564 mL | 2.3128 mL |