Vicenin 2 is a flavonoid and an orally bioactive ACE (angiotensin-converting enzyme) inhibitor (IC50 of 43.83 μM). Vicenin 2 has radioprotective, antinociceptive, anti-glycation, anti~inflammatory, antioxidant, anti-cancer, and anti-angiogenic properties.

Physicochemical Properties

Molecular Formula	C27H30O15
Molecular Weight	594.52
Exact Mass	594.158
CAS #	23666-13-9
PubChem CID	442664
Appearance	White to yellow solid powder
Density	1.8±0.1 g/cm3
Boiling Point	974.7±65.0 °C at 760 mmHg
Flash Point	323.7±27.8 °C
Vapour Pressure	0.0±0.3 mmHg at 25°C
Index of Refraction	1.749
LogP	-0.1
Hydrogen Bond Donor Count	11
Hydrogen Bond Acceptor Count	15
Rotatable Bond Count	5
Heavy Atom Count	42
Complexity	987
Defined Atom Stereocenter Count	10
SMILES	C1=CC(=CC=C1C2=CC(=O)C3=C(C(=C(C(=C3O2)[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O
InChi Key	FIAAVMJLAGNUKW-VQVVXJKKSA-N
InChi Code	InChI=1S/C27H30O15/c28-6-12-17(32)21(36)23(38)26(41-12)15-19(34)14-10(31)5-11(8-1-3-9(30)4-2-8)40-25(14)16(20(15)35)27-24(39)22(37)18(33)13(7-29)42-27/h1-5,12-13,17-18,21-24,26-30,32-39H,6-7H2/t12-,13-,17-,18-,21+,22+,23-,24-,26+,27+/m1/s1
Chemical Name	5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
Synonyms	Vicenin2 Vicenin-2 Vicenin 2
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 Note: This product requires protection from light (avoid light exposure) during transportation and storage.
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 Vitro	In NCI-H23 cells, vicenin 2 (10–100 µM; 24 hours) exhibits cytotoxic effects that increase with dosage. Vicenin 2 is harmless to fibroblasts and has radioprotective properties. It can raise caspase-3 activity, increase DNA fragmentation, increase Rad50 levels, and decrease MMP-2 and p21 protein levels [2].
ln Vivo	In DSS-induced ductal inflammation, vicenin 2 (50 mg/kg; lung; for 7 days) efficiently lowers MPO activity and inhibits the expression of pro-inflammatory cytokines and other critical indicators [3].
Cell Assay	Cell viability assay[2] Cell Types: NCI-H23 Cell Tested Concentrations: 10 µM, 20 µM, 30 µM, 40 µM, 50 µM, 60 µM, 70 µM, 80 µM, 90 µM, 100 µM Incubation Duration: 24 hrs (hours) Experimental Results: demonstrated cytotoxic effect on NCI-H23 cells.
Animal Protocol	Animal/Disease Models: Male C57BL/dextran sodium sulfate (DSS)-treated 6J mice (25g)[3] Doses: 50mg/kg Route of Administration: Oral; continued for 7 days Experimental Results: Effectively inhibited DSS by attenuating the expression of key inflammatory mediators Induced colitis.
References	[1]. Bioassay-guided preparative separation of angiotensin-converting enzyme inhibitory C-flavone glycosides from Desmodium styracifolium by recycling complexation high-speed counter-current chromatography. J Pharm Biomed Anal. 2015 Jan;102:276-81. [2]. Vicenin-2: a potential radiosensitizer of non-small cell lung cancer cells. Mol Biol Rep. 2018 Oct;45(5):1219-1225. [3]. Anti-inflammatory effects of Vicenin-2 on dextran sulfate sodium-induced colitis in mice. Drug Dev Res. 2019 Aug;80(5):546-555.
Additional Infomation	Isovitexin 8-C-beta-glucoside is a C-glycosyl compound that is isovitexin in which the hydrogen at position 8 is replaced by a beta-D-glucosyl residue. It has a role as a metabolite. It is a trihydroxyflavone and a C-glycosyl compound. It is functionally related to an isovitexin. Vicenin-2 has been reported in Camellia sinensis, Acanthus ebracteatus, and other organisms with data available.

Solubility Data

Solubility (In Vitro)

DMSO : ~33.33 mg/mL (~56.06 mM) H2O : < 0.1 mg/mL

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (4.21 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 25.0 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: ≥ 2.5 mg/mL (4.21 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 25.0 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	1.6820 mL	8.4101 mL	16.8203 mL
	5 mM	0.3364 mL	1.6820 mL	3.3641 mL
	10 mM	0.1682 mL	0.8410 mL	1.6820 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.