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Vitexin 3681-93-4

Vitexin 3681-93-4

CAS No.: 3681-93-4

Vitexin is a novel and potent apigenin flavone glucoside found in plants i.e. Trigonella foenum-graecum Linn. Vitexin ha
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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
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.